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Lake Morey Resort - Fairlee, Vermont
White Elephant Hotel on Nantucket, MA - Waterfront Luxury - Click here to book now!

Massachusetts hotels, inns, and resorts welcome your family

Family friendly hotels, inns and other lodgings are abundant in Massachusetts. Family friendly lodgings and accommodations can be found in every price range and in every corner of the state: from city centers like Boston, to the beaches of Cape Cod and Nantucket and Martha’s Vineyard, to the mountains, farmland, and small towns of Central Mass. and the Berkshire Mountains. Family friendly hotels and motels generally offer the convenience of restaurants and swimming pools, as well as close proximity to family attractions, beaches and water sports, skiing, hiking, and other fun things to do for families.
View from the Balcony - Green Harbor Waterfront Lodging - East Falmouth, MA
Green Harbor Waterfront Lodging

134 Acapesket Road East Falmouth, MA, 02536 Phone: 508-548-4747 Toll-Free: 800-548-5556

Unending list of things to do for you and your family with this resort as your HQ

With Green Harbor Waterfront Lodging as your headquarters, you and your family will love exploring Cape Cod, from the nearby Shining Sea Bike Path and picture-perfect beaches to great fishing, dining and shopping. At the resort, take advantage of the heated outdoor pool and the acres of open space for croquet, badminton and horseshoes. Take a rowboat or paddleboat out onto the quiet inlet or build a sandcastle on the beach. Quick trips take you to Martha’s Vineyard ferries, a scenic railroad, arcades, tennis courts, golf courses, concerts, baseball games and museums. Accommodations include waterview balconies and patios and kitchens for light cooking (or use one of the resort barbecue grills). Is Fido part of the family? Green Harbor is pet-friendly!
Kids in the Pool - The Nantucket Hotel & Resort - Nantucket, MA
The Nantucket Hotel & Resort

77 Easton Street Nantucket, MA, 02554 Phone: 508-228-4747 Toll-Free: 866-807-6011

Our Grand, Award-Winning Nantucket resort makes family fun a specialty

The Nantucket Hotel & Resort is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

Families love their stays at the award-winning Nantucket Hotel + Resort, and it’s no wonder: Activities at our resort include a complimentary Kids’ Club activities program; antique fire truck rides; library and complimentary DVD rentals; Concierge Services; a game room; shuttles to-and-from Nantucket’s popular beaches during the in-season; a fun, make-your-own S’mores program at our Breeze restaurant, complimentary outdoor heated pools; and more. With our resort as your home base, head out on a bike trip around the island, visit the world-famous Whaling Museum, park your umbrella on a beautiful beach or embark on a whale-watch or harbor cruise. Accommodations at our AAA Four-Diamond resort range from spacious one-to-four bedroom suites with kitchenettes and spacious living areas (some with private decks), to private cottages.
Kids - Old Sturbridge Inn & Reeder Cottages - Sturbridge, MA
Old Sturbridge Inn & Reeder Family Lodges

369 Main Street Sturbridge, MA, 01566 Phone: 774-304-1011

The family place to stay at Old Sturbridge Village

A perfect family destination and lodging combination. Explore the living history at Old Sturbridge Village then stay in your choice of two bountiful lodgings adjacent to the Museum. The Reeder Family Lodges offers 29 modern units with free continental breakfast. Stay at the historic 10-room Oliver Wight House and you’ll find four-poster canopy beds, embroidered bathrobes and slippers and adjoining room options for large parties. Signature Touch spa services are also available at the cottages. All guests enjoy the swimming pool, the kid’s playground, and the collection of 19th-century toy and game baskets. Discounted admission to OSV is included with every reservation and special packages and discounts are available for OSV members and Discovery Adventure participants during vacation weeks.
Starlight Lodge - family Friendly - Pool
Starlight Lodge Cape Cod

203 Main Street Route 6A (Old King's Hwy.) Dennis, MA, 02638 Phone: 508-385-3464

From this centrally located inn, families can truly enjoy all Cape has to offer

Families love the Cape, and it’s no wonder, with all it offers. At the Starlight Lodge Cape Cod, in the seaside town of Dennis, families have space to stretch out in one of 26 rooms or two suites, all with refrigerators or kitchenettes. Relax in the pool or by the fire pit or picnic area or visit nearly beaches, some only a mile or two away, the Cape Cod National Seashore, the rail trail or hiking trails. Take in an art museum, cinema or theater. Hike up to Scargo Tower to see the lake shaped like a fish. Or head into Provincetown or Hyannis for shopping and whale-watching. Up to two children under 12 stay free when using existing beds.
Junior Suite - Inn at Hastings Park - Lexington, MA
Inn at Hastings Park

2027 Massachusetts Avenue Lexington, MA, 02421 Phone: 781-301-6660

History is at your doorstep when your family stays at this luxury inn

Inn at Hastings Park will be tentatively reopening in September 2020. Please visit our website for updates.
Just 15 miles from Boston, The Inn at Heritage Park, steps away from the battle green where the War for Independence began and other historic sites, boasts that its hospitality is truly revolutionary. See for yourself when you and your family check into a spacious and elegant room or suite. Or ask about the Pint-Sized Patriots Package, where the kids get tricorne hats, slippers and robes (plus milk and cookies!). Whether you’re riding complimentary bikes on the much-loved rail trail, hiking around Walden Pond, picking apples at an orchard or touring Louisa May Alcott’s home, you will love your Lexington area experience – and the modern amenities and comforts of this historic and multiple award-winning inn.
Indoor Pool New 2019 - Cape Winds Resort - Hyannis, MA
Cape Winds Resorts

657 West Main Street Hyannis, MA, 02601 Phone: 508-778-4949 Toll-Free: 866-469-8222

Everyone’s a kid on Cape Cod!

Bring the family to Cape Winds and find great comfort and value and in a Cape Cod vacation. One and two bedroom units all with patio or deck have king or queen-size beds, living and dining areas, fully equipped kitchens, 1.5 -2 baths and complimentary Wifi. A fitness center and clubhouse with fireplace frame the heated indoor pool and whirlpool spa. A picnic area comes with volleyball, horseshoes and shuffleboard. Swim and tan on nearby Craigville Beach or relax on one of America’s Top Ten beaches in nearby Nauset. Great food, shopping, entertainment and history make Hyannis a gathering place for families visiting the Cape. Sail out of Hyannis harbor on a fishing trip or take off on a day cruise to Martha's Vineyard or Nantucket. It’s all good!
Pottery Lesson Kids - Deerfield Inn - Deerfield, MA
Deerfield Inn

81 Old Main Street Deerfield, MA, 01342 Phone: 413-774-5587

Comfortable inn close to activities a classic way to spend a family vacation

Here’s a great way to start your family getaway: with a delicious continental breakfast brought right to your spacious room at the historic Deerfield Inn. While you’re enjoying pastries, house-made granola and fresh fruit, you can plan your day, whether that means checking out the piglets at Hancock Shaker Village, the musicians and infantrymen at 19th-century Sturbridge Village or the kid-centric activities at the Eric Carle Museum of Picture Book Art. Whether you want to stroll through the Magic Wings Butterfly Conservatory or check out the flight simulator at the New England Air Museum, there’s plenty of fun to be had. Dining at the inn’s tavern is casual with a menu everyone will love. Please visit our website to see current COVID policies.
New Lobby - Hampton Inn Boston-Natick - Natick, MA
Hampton Inn Boston-Natick

319 Speen Street Natick, MA, 01760 Phone: 508-653-5000

Boston-area hotel makes it easy, and affordable, to enjoy fun family time

Feeling like the time is right for a family vacation? Looking for a place that offers value, consistency – and fun? Take a look at what the Hampton Inn Boston-Natick has to offer. Reserve a studio suite and you and the kids can really stretch out, enjoying free wifi and comfy beds. (Go to the hotel website for details on the industry-leading CleanStay program.) After your free hot breakfast, and perhaps some time in the 24-hour fitness center, you can do some shopping at the nearby Natick Mall (which includes Newbury Comics, Aeropostale and Hollister) or head to the three-lake Cochituate State Park for windsurfing, fishing or just a relaxing family barbecue. And, Boston is a 25-minute drive away.
Indoor Pool 500x250 - Baymont Inn & Suites - Plymouth, MA1
Baymont Inn & Suites Kingston Plymouth Bay

149 Main Street Kingston, MA, 02364 Phone: 781-585-3831

Affordable family lodgings near historic attractions

Bring the family to see, hear and experience one of America’s most historic first colonies where in 1620 William Bradford and Pilgrims stepped off the Mayflower. This family friendly hotel is close to Plymouth Rock, the Mayflower II, Plimoth Plantation and the Pilgrim Hall Museum. The 100% non smoking hotel offers all your amenities at a great price from free WiFi and free Baymont Breakfast Corner, a 24-hour fitness center and a micro-mart for everyday essentials. You’ll find a microwave and mini-refrigerator, flat-screen HDTV, ironing facilities, and a tea and coffee maker. Children under 17 stay free and bring your pet for a one-time $25.00 charge. Be sure to check out Duxbury Beach Park, Plymouth Bay Winery, and Brewster Gardens.
Outdoor Pool View - ShoreWay Acres Inn - Falmouth, MA
ShoreWay Acres Inn

Historic Shore Street Falmouth, MA, 02541 Phone: 508-540-3000 Toll-Free: 800-352-7100

Family-managed inn welcomes visiting families to enjoy all Cape has to offer

ShoreWay Acres Inn, an unique alternative to generic motels, prides itself on being family owned and operated, one reason families have been coming to this historic property for years, to relax in its indoor and outdoor pools, to let the kids play badminton on the lawn, dive into the “no-tech” toy chest or swing in the swings, to chow down on clambakes (or that complimentary hot breakfast) or tell stories and eat s’mores by the fire pits. Ask for rooms with a kitchen, or one opening onto an outside patio or balcony or, for more room, a studio or cottage-style accommodation. Nearby activities include a bike trail, Martha’s Vineyard ferry and a village stocked with fun stores and restaurants.
Young Fisherman - The Cottages at Nantucket Boat Basin - Nantucket, MA
The Cottages at Nantucket Boat Basin

Several Wonderful Locations Nantucket, MA, 02554 Phone: 508-325-1000 Toll-Free: 800-475-2637

Beaches, bikes and a cottage to call home: the perfect family vacation

The privacy of a cottage and the fun of an island resort: It’s a perfect combination for a stress-free family vacation. At The Cottages at the Boat Basin, relax in your spacious cottage, with a full kitchen, then explore all Nantucket has to offer, from its 80 miles of beaches to whale watches and ice cream cruises to kid-friendly museums and restaurants. At the resort, grab bikes to see the sights or get a beach umbrella and plunk down in the sand (some beaches have playgrounds and concession stands). Special fun for children at the resort includes scavenger hunts and kid-sized fishing kits. A pre-arrival concierge will help you plan your perfect family vacation.
Indoor Pool - Best Western Cape Cod - Hyannis, MA
Best Western Cape Cod Hotel

1470 Iyannough Road Hyannis, MA, 02601 Phone: 508-771-4804

Affordability, comfort and convenience on Cape Cod

Cape Cod, families and their pets are a natural at this vacation headquarters with historic charm and modern amenities. Comfortable rooms feature two double beds, hairdryers, irons and boards, 25" TVs with free HBO, pay-per-play Nintendo, pay-per-view movies, and coffeemakers. Some King Bed rooms have sofas, coffee tables, microwave and refrigerator while the spacious guest suite offers a relaxation room that is ideal for families. Start your day’s adventures with a healthy morning buffet. Enjoy the indoor heated pool, sauna, fitness center, and private sun deck. You’re just five miles from the restaurants, quaint shops and historic landmarks of downtown Hyannis where you will enjoy free long-term parking as a guest of the hotel. Check out the year-round lodging deals.
Indoor Pool - Salem Waterfront Hotel - Salem, MA
Salem Waterfront Hotel

225 Derby Street Salem, MA, 01970 Phone: 978-740-8788 Toll-Free: 888-337-2536

Salem hotel a fun family headquarters from which to explore this walkable city

Set out to discover Salem from your family headquarters at the Salem Waterfront Hotel & Suites. Plan your day from your spacious room or suite, grab breakfast at the Regatta Pub and Patio, then head out to explore this walkable city. Visit the Salem Witch Museum, go whale-watching, take a scenic boat cruise or stroll through the Pioneer Village to see what Salem was like in 1630. Or just enjoy the heated indoor pool or state-of-the-art fitness center at this hotel on Pickering Wharf (which is also also a fun place to explore shops and eateries). The Regatta Pub and Patio, open for breakfast, lunch and dinner, serves classic pub food, and has kids’ menus.
Playground - Beachside Village Resort - Falmouth, MA
Beachside Village

45 Surf Drive Falmouth, MA, 02540 Phone: 508-548-3975 Toll-Free: 866-469-8222

Cape Cod means unending list of activities for families, starting at this resort

There is so much to do on Cape Cod, and at the Beachside Village Resort, that starts right on the property with an outdoor heated pool, a children’s playground, picnic tables and grills. The soft sandy beach is right across the street, and the rooms, with kitchenettes, wifi and outdoor seating, are big enough to allow families to really get comfortable. Bike trails are less than half a mile away, and the village, less than a mile away, has all sorts of family attractions, from baseball games and outdoor concerts to great seafood places, interesting museums and fun shops. As for the rest of the Cape, from breathtaking beaches to arcades, mini golf, whale-watching and boat excursions, there is something for everyone to love.
Cozy Cabin Style - Seawinds II - Dennisport, MA
Seawinds II

128 Old Wharf Road Dennisport, RI, 02639 Phone: 508-398-1474 Toll-Free: 866-469-8222

Resort asks: Is there a better place for vacationing families than Cape Cod?

Cape Cod has been entertaining families for decades, and you can join in the fun when you book a fully furnished condo unit at Seawinds II in Dennisport. You can walk from your one- or two-bedroom unit (with gas fireplace and kitchen) to a private sandy beach, hit the pool at a nearby sister resort – or go exploring! Catch a wave at one of the National Seashore’s oceanside beaches, do some funky shopping in Hyannis, catch a whale-watch boat out of Provincetown, go biking on the Cape Cod Rail Trail, visit a nature sanctuary or museum or lighthouse. See some local theater, check out a concert and dine on the freshest seafood the coast has to offer.
Rockport Inn and Suites Exterior Rockport MA
Rockport Inn and Suites

183 Main Street Rockport, MA, 01966 Phone: 978-546-3300

Explore scenic Rockport, North Shore from your suite in this convenient inn

Your family will love Rockport, and there’s no better place from which to see this scenic town than the Rockport Inn & Suites. Set on five acres, this comfortable inn is just a short walk to downtown shopping, restaurants, galleries and beaches. Book a suite with a full kitchen: a perfect launching pad for your vacation. In addition to great beaches, this active North Shore area offers kayaking, pirate ship charters, whale-watching and plenty of hiking and strolling opportunities. Or, venture into nearby Salem to visit the Witch Museum, Gloucester for the Maritime Heritage Center or Essex for a river cruise. Back at the inn, which offers a complimentary continental breakfast, relax in the indoor pool, or start your daily routine in our fitness center.
Family at Breakfast Buffet - Seaport Hotel Boston - Boston, MA
Seaport Hotel Boston

One Seaport Lane Boston, MA, 02210 Phone: 617-385-4000

Walkable, bike-able Boston and the comfortable Seaport Hotel is a great family-centric combo

Walkable, historic Boston is a great place for family vacations, and there’s no better launching pad than the Seaport Hotel, perfectly situated in the heart of the exciting Seaport District. The hotel’s spacious rooms and suites, with super harbor and city views, mean lots of room to stretch out and plan your busy days, from hiking the Freedom Trail to visiting the nearby Boston Children’s Museum and Tea Party Ships & Museum. Explore this vibrant neighborhood on one of the hotel’s complimentary bikes. Come back for dinner on the open-air terrace at TAMO Bistro + Bar. Ask about the First Mate’s Club, providing a year-round scavenger hunt and amenities for kids, starting with a toy they can select from Seaport’s Treasure Chest upon arrival.
Outdoor Rooftop Dining 500x250 - Battery Wharf Boston Hotel - Boston, MA
Battery Wharf Boston Hotel

Three Battery Wharf Boston, MA, 02109 Phone: 617-994-9000 Toll-Free: 800-257-7544

So much for families to do, and this harbor hotel is in the perfect spot for your HQ

It’s hard to imagine a more convenient and comfortable spot for enjoying all Boston that offers families than the Battery Wharf Hotel. The hotel is steps from the lively North End, steeped in fun dining and history; the eclectic shops and eateries of Fanueil Hall; and the amazing New England Aquarium. Walk out the door to stroll along the pedestrian-friendly Harbor Walk or the historic sites of the famous Freedom Trail. Watch the boats come into the harbor from your spacious room or suite, complete with a state-of-the-art entertainment system. Ask about the Family Fun Package, which includes two connecting rooms and an exclusive North End scavenger hunt.
Outdoor Pool - Holly Tree Resort - West Yarmouth, MA
Holly Tree Resort

412 Main Street -- Route 28 West Yarmouth, MA, 02673 Phone: 866-469-8222

Mid Cape family fun on and off site

Located in the heart of historic Cape Cod, this family oriented fun-filled vacation destination features studios, one bedroom suites, private entrance townhouse studios and suites, and deluxe suites with in-room whirlpools. Each unit is equipped with a refrigerator, coffeemaker, toaster, microwave and tableware. Relax in the indoor or outdoor pools while the kids enjoy their own wading pool. Guest facilities include an arcade, health center, racquetball court, basketball courts, cook-out/picnic facilities, and seasonal activity programs for both kids and adults. Conveniently located in the Mid-Cape area, you’re minutes from Cape Cod's beautiful beaches and harbors and the quaint villages of Provincetown, Hyannis, Falmouth and Chatham with great dining, theatres, nightlife, and family attractions.
Jacuzzi & Indoor Pool - Sea Mist Resort - Mashpee, MA
Sea Mist Resort

141 Great Neck Road South Mashpee, MA, 02649 Phone: 508-477-0549 Toll-Free: 866-469-8222

Mashpee’s "Family Friendly" Resort

Set on 20 quiet, wooded acres just five miles from Nantucket Sound between Falmouth and Hyannis. It’s Cape Cod’s bucolic south coast where beautiful beaches, shopping, on the water adventures, and delicious local seafood are all within shouting distance. It’s 90 comfortably appointed one and two bedroom condos with a stocked, full-sized kitchen, queen beds, two full bathrooms, and all your linens and paper goods. This is a kid’s paradise with mini-golf, volleyball, horseshoes and shuffleboard. Unwind in one of the large pools or hot tub or get some time at the exercise room or the two tennis courts. Local marinas can set you up with equipment rentals, fishing charters, and excursions to Martha’s Vineyard and Nantucket.
Indoor Pool - Cape Cod Holiday Estates - Mashpee, MA
Cape Cod Holiday Estates

97 Four Seasons Drive Mashpee, MA, 02649 Phone: 508-477-3377 Toll-Free: 866-469-8222

Spacious and Cape Cod friendly for the whole family

Located on the southern coast of Cape Cod, just a short distance from Nantucket Sound and South Cape Beach, this family friendly vacation resort offers 1, 2, and 3 bedroom units on a one-third acre lot with a spacious sun deck or patio. Each unit includes a full kitchen, wireless Internet access, central air, a washer/dryer combo (except our one-bedroom units), charcoal grill, cable TV, DVD player, and Jacuzzi tub (except in 1-bedroom units). More great resort amenities include an indoor pool, BBQ/picnic area, children’s play area, tennis, basketball, playground, game room, shuffleboard, putting green, and laundry facility. This enchanting setting is just a short trip to excellent boating, fishing and whale watching excursions. The warmth and fun of a New England family adventure is here.
Lobby and Family - Hotel on North - Pittsfield, MA
Hotel on North

297 North Street Pittsfield, MA, 01201 Phone: 413-358-4741

Boutique hotel happy to serve as headquarters for all your Berkshire adventures

Ready to launch a family exploration of the beautiful Berkshires? The Hotel on North, smack dab in the middle of the region (no attraction is more than 40 minutes away), is ready to serve as your headquarters. Impeccable service and spacious rooms, some with kitchenettes and washer/dryers, await you at this welcoming hotel. There’s super-fast wi-fi throughout the hotel, but there’s also a lounge with board games, cards and vintage puzzles for low-tech relaxation. Area activities include ski slopes, the eclectic Berkshire Museum, a classic wooden carousel, mini golf, bowling, shopping, the Norman Rockwell Museum, tons of arts and theater venues, the Hancock Shaker Village and state parks ideal for hiking, biking and picnicking.
Double Guest Room 500x250 - Doubletree Boston Bedford Glen - Bedford, MA
DoubleTree by Hilton Boston-Bedford Glen

44 Middlesex Turnpike Bedford, MA, 01730 Phone: 781-275-5500

We invite you to join us and see for yourself!

A great family vacation location! On-site, delight in outdoor activities include volleyball, horseshoes, bocce ball and basketball. Recreational activities include an indoor pool, exercise room, sauna, and two indoor/two outdoor tennis courts. Doubletree by Hilton Bedford Glen is also near historical and recreational sites, including Lexington & Concord, golf courses and Wachusett Mountain and Nashoba Valley ski areas. The Hotel is only 20 miles from the downtown Boston area and Logan Airport. There is easy access to local corporate offices, top shopping, Boston area universities and colleges, and New Hampshire. All 281 guest rooms and suites offer views of the meticulously groomed grounds and garden. This retreat property is located on 24 wooded acres. Come enjoy dinner on our outdoor terrace.
Kids on Beach - Winnetu Oceanside Resort - Edgartown, MA
Winnetu Oceanside Resort

At South Beach on Martha's Vineyard -- 31 Dunes Road Edgartown, MA, 02539 Phone: 508-310-1733 Toll-Free: 866-335-1133

Special kids’ activities, family-friendly accommodations at this beachside resort

Winnetu is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

Got kids? The Winnetu Oceanside Resort has you covered for a fun-filled family vacation. With two heated outdoor swimming pools, antique fire truck rides, a water taxi ride to bustling Edgartown and a 250-yard walk to beautiful South Beach, the resort has something to keep everyone entertained. Special programs for parents and toddlers as well as day and night programs for children round out the activities. Teens will love the life-size chess set, tennis and a lawn perfect for Frisbee, soccer and whiffleball. Dining at The Dunes restaurant is a breeze, with a special Kids’ Corner area for families. Comfy accommodations range from hotel suites with kitchenettes to garden cottages and private homes perfect for multi-family vacations.
Indoor Pools - Brewster Green - Brewster, MA
Brewster Green

203 Lund Farm Way Brewster, MA, 02631 Phone: 508-896-7551 Toll-Free: 866-469-8222

History, family fun and the sea!

Brewster Green welcomes you to taste the local flavors – history, sea and sky, great seafood, shopping and whatever whets the family appetite. Amenities include an exercise room, indoor and outdoor pools, tennis and racquetball courts, shuffleboard and volleyball. Two and three bedroom condominiums include full kitchen, dining room, living room with fireplace, flat screen TV and washer and dryer. For history, visit Plimoth and Heritage Plantations, the Pilgrim Monument. For exercise and amusements, try our quaint seaside and bayside villages with museums, an Audubon center, bowling, biking and hiking trails, movies, and a chance to have a personal encounter on a whale watch excursion. And the beaches – always and a lot of them - along Cape Cod National Seashore. Inspiring families for centuries.
Family Fun 500x250 - Cape Codder Resort & Spa - Hyannis, MA
Cape Codder Resort & Spa

1225 Iyannough Road Hyannis, MA, 02601 Phone: 855-861-4370

Spend quality time with your family at the Cape Codder Resort and Spa....you may never want to leave!

Make a splash in the NEW Water Park with huge water slides, lazy river, wave pool, retractable roof and so much more or in the Rainbow Falls Heated Outdoor Pool, pamper yourself (kids too) in the full-service Beach Plum Spa, roast marshmallows by our bonfire, take in dinner under the stars or enjoy live entertainment on The Deck, lounge or play in our beach-like area, savor breakfast, lunch or dinner in our Hearth ‘n Kettle Restaurant and Tavern, enjoy bistro-fare, award-winning wines and live jazz in our Grand Cru Restaurant, watch a movie by moonlight, play games with the kids and our recreation staff and SO much more! Relax in one of our 257 guest rooms or luxury fireplace suites with oversized whirlpools. Reserve online for the lowest rate…guaranteed.
Publick House Historic Inn On the Common Exterior Sturbridge MA
Publick House Historic Inn On the Common

277 Main Street - Route 131 Sturbridge, MA, 01566 Phone: 508-347-3313 Toll-Free: 800-782-5425

Families will feel the home-away-from-home atmosphere at this picturesque inn

Families will feel right at home at the Publick House, and that’s the way the hospitable staff wants it. Stay in the Chamberlain House (one of four lodging facilities), with suites perfect for spending a weekend with all present, or in the Country Lodge (especially if your family includes pets!). Some rooms at the inn have refrigerators, and all are equipped with modern amenities and a sense of real comfort. That’s key, too, to meals at the inn, whether they’re on the patio or inside in a tavern or great room with cathedral ceilings. The cuisine is really down-home, from turkey dinners to clam chowder. Desserts at the famous Bake Shoppe are beyond delicious. Kids will want to visit nearby Old Sturbridge Village. (Check the website for updated health and safety regulations.)
Kickball on the Lawn 500x250 - Briarclif Motel - Great Barrington, MA
Briarcliff Motel

Route 7 - 306 Stockbridge Road Great Barrington, MA, 01230 Phone: 413-528-3000

Families fun is the order of the day when you stay in this centrally located Berkshires inn

Your kids will have a blast staying at the Briarcliff Motel, a perfect home base for everything fun in the Berkshires. The inn has a comfortable, retro-motor lodge feel, with plush-top mattresses, great views, fridges in every room and free wifi. There’s lots of room on the property, at the foot of Monument Mountain, for yard games, including volleyball, badminton and lawn darts. Guests get vouchers for dining at the motel’s sister inn, the Red Lion Inn, and the staff is happy to help curate your Berkshires adventure, whether that means hiking nearby mountains and parks, visiting an art museum, mountain biking, cross-country skiing or snowshoeing, whitewater rafting, canoeing, visiting a wildlife sanctuary or ziplining through a canopy of trees.
Family at Tanglewood 500x250 - Berkshires Visitors Bureau - Photo Credit Ogden Gigli
The Berkshires of Western MA

The Berkshires has a full range of family friendly lodgings

Not only does the Berkshires of Western MA have your family fun covered, they’ve got a mix of lodging options to fit your family’s needs and budgets. Be it a bed and breakfast, local resort, rental property or hotel, you can find one to accommodate your family from the rolling hills of Williamstown to the quaint streets of Great Barrington and anywhere in between. So pack up the entire family and get out & about in the Berkshires. Whether you choose to spend your time indoors or out, the Berkshire region is a welcome respite in the summer. To learn more visit us at berkshires.org or find us on Facebook at Visit the Berkshires of Western Massachusetts.
Jiminy Peak Mountain Resort Family Activities Hancock MA
Jiminy Peak Mountain Resort

37 Corey Road -- Route 43 Hancock, MA, 01237 Phone: 413-738-5500 Toll-Free: 800-882-8859

Your family belongs here

Jiminy Peak Mountain Resort offers lodging perfect for any Berkshire getaway. Choose from Country Inn Suites,or two or three bedroom mountainside Vacation Homes. Amenities and activities include shopping and dining in the Village Center and Country Inn, outdoor heated swimming pool, the In-Touch Day Spa, fitness room, game room and more. Jiminy Peak is also home to the largest ski and snowboard resort in southern New England. Jiminy's 45 trails and 9 lifts cater to all skill levels and fun for all, while our three terrain parks provide rails and jibs for the new and experienced park riders.
Since opening in 1948 Jiminy Peak has evolved to become a 4 season resort, our mission to provide memorable, Mountain Resort experiences with outstanding service in beautiful surroundings.
Ponds at Foxhollow Exterior Lenox MA
Ponds at Foxhollow

Route 7 Lenox, MA, 01240 Phone: 413-637-1469

Boundless activities to keep families entertained at this mountain resort

Family activities at the welcoming Ponds at Foxhollow begin at the mountain resort itself: On the 223-acre estate, sheltered by towering pines, there is plenty of room to hike, cross-country ski, take a canoe or rowboat out on the winding pond, play tennis or bocce. There are indoor and outdoor pools, games, bikes, a playground and movies to rent. One- and two-bedroom condo units are spacious, with full kitchens, dining and living areas as well as decks with pond views. Barbecue on one of the resort grills or head into one of the delightful towns to dine, shop, see a play, visit a museum, hike up a mountain, head to a beach or hear a concert.
Family Bike Ride - Ocean Edge Resort & Golf Club - Brewster, MA
Ocean Edge Resort & Golf Club

2907 Main Street (Route 6A) Brewster, MA, 02631 Phone: 508-896-9000 Toll-Free: 800-343-6074

Brewster resort wants you to have the quintessential Cape Cod vacation

Your family wants a fun, relaxing Cape Cod vacation? The Ocean Edge Resort & Golf Club wants that, too! Plan your day from the comfort of your room or villa, with a kitchenette, private patio or balcony and washer and dryer. Walk to a sparkling pool, head out on the scenic bike trail, play tennis on one of eight courts or pickleball on six new courts. Arrange for an oyster-bed tour. Or just relax on the private bay beach. Snack poolside at the “Shark Bah” or dine in the pub. With the Cape’s 15 towns an hour or less away, entertainment is endless, from whale watches and seal excursions to museums and shopping. Check the website for updates on local health and safety rules.
Indoor Pool - Massachusetts Timeshares - Various Locations
Massachusetts Timeshares

From the mountains to the coast, Massachusetts has timeshares for that perfect family getaway

From the breath-taking Berkshires to bustling Boston and the shimmering shores of Cape Cod, Massachusetts has exactly what you need for that memorable family vacation. And what better way to relax than by purchasing a spacious, comfortable timeshare from one of the dozens offered in Massachusetts? Walk the Freedom Trail in Boston from your timeshare in Marriott’s Custom House, ski or hike through the beautiful Berkshires when you stay at Silverleaf’s Oak ’n’ Spruce in South Lee. On the Cape, timeshare ownership opportunities from Falmouth to Provincetown mean you can visit exceptional arts venues, golf on championship courses, shop ’til you drop in seaside villages and, of course, enjoy all the beach and water activities this famous coastal vacation haven has to offer. Call 866-633-1030 or visit our website by following our link above for more information.