Berkshires and Pioneer Valley welcome romantic vacationers

Massachusetts > Western Mass. > Resorts and Luxury > Romantic Getaways

The historic Berkshire Mountains and the Pioneer Valley are in the western end of Massachusetts. Year-round attractions include skiing at Butternut ski area, art museums around North Adams and Stockbridge, live summer music at Tanglewood, and much more. Visitors enjoying a romantic getaway -- for a weekend or longer -- have a choice of luxurious hotels and resorts. The rural nature of the region also lends itself to small, cozy bed and breakfast inns.

Cranwell Spa and Golf Resort

Route 20 - Lee Road Lenox, MA, 01240 Phone: 800-272-6935

Beauty of the Berkshires beckons travelers seeking romance

The beauty and romance of the Berkshires beckon travelers to the Cranwell Resort, high on its hilltop in Lenox, home to 380 acres and the kind of views that take your breath away, four seasons of the year. Book one of 18 rooms in the resort’s Carriage House, which brings back the glory of the original 1890s building with its tower, gables and cantilevered floors. Settle into luxury queen- or king-sized bedding. Enjoy the resort’s indoor pool, historic golf course and fitness center (the spa and mansion are on hiatus until the summer), sip cocktails in the tavern, stroll hand in hand through the resort grounds or take a trip into charming Lenox to shop or dine.

Blantyre Hotel, Restaurant & Spa

16 Blantyre Road Lenox, MA, 01240 Phone: 413-637-3556 Toll-Free: 844-881-0104

Romance is in the Berkshires air at this luxurious Gilded Age hotel

If you have ever wanted to slip back in time, to the luxurious and carefree Gilded Age, you need look no further than the Berkshires and the romantic Blantyre hotel. As you drive up to the estate, on 110 acres of rolling lawns, gardens and meadows, the Main House’s ivy-covered walls and Tudor-style turrets will make you feel like you’ve stepped into a castle. Inside, everywhere you look are period pieces, glittering chandeliers, fabric-covered walls and fireplaces. Whether your room is an elegant suite in the Main House, a loft suite in the charming Carriage House or a separate, secluded cottage, you will feel pampered. Gourmet dining, an exquisite spa and lots of places to just snuggle up and talk, are all part of the Blantyre experience.

The Berkshires of Western MA

Warm your hearts this fall in the Berkshires

The allure of the Berkshires in fall is the access to fresh mountain air, dazzling foliage, apple picking and warm cider along with the cultural delights at local museums. Come discover all the romance the Berkshires has in store during the most anticipated season of all. Whether you simply want to relax by a crackling fire with a good book at one our many quaint New England inns or if you are looking for some rejuvenation time together at one of our many world-class spas (many which offer couples packages), the Berkshires will delight. Be sure end your day over a delicious farm fresh meal cooked to perfection by one of our great local chefs. To learn more visit us at berkshires.org or find us on Facebook at Visit the Berkshires of Western Massachusetts.

Wine & Rose Petals - Oak & Spruce Resort - Holiday Inn Club Vacations - South Lee, MA

Holiday Inn Club Vacations Oak & Spruce Resort

190 Meadow Street South Lee, MA, 01260 Phone: Toll-Free: 866-454-5101

Romantic Escape in the Beautiful Berkshire Mountains

Romance is in the air at Holiday Inn Club Vacations® Oak n’ Spruce Resort in the heart of the Berkshire Mountains. The resort features everything needed for an intimate getaway, from a spacious villa with a dining area perfect for a candlelit dinner with a special someone to a welcoming private patio/balcony for champagne and a late-night dessert. Guests can also enjoy each other’s company the onsite bar, while savoring a cocktail or other specialty drink. Plus, there’s a host of activities for couples to enjoy including indoor/outdoor pools, a mini golf course, movie theater and more. And for those wanting to explore nature together, there’s nearby hiking and biking paths along the Appalachian Trail.

Ponds at Foxhollow

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

Romance is in the Berkshires air at this stunning 223-acre resort estate

Your romantic getaway begins at the Ponds at Foxhollow – and you might not want to leave. This scenic, 223-acre resort nestled in the heart of the Berkshires has breathtaking vistas wherever you look, plus 48 units with Jacuzzis, fireplaces and decks overlooking the picturesque pond. Go cross-country skiing, or hiking, or take a canoe for two out on the pond. Relax in the indoor and outdoor pools, hot tub or sauna, or play a little tennis, practice on the putting green or try a little shuffleboard or bocce – all without leaving the property. Or just enjoy some time together reading in the beautiful fireplaced library. The beautiful Berkshires region is known for its many romantic restaurants, walks, and cultural venues.

Red Lion Inn

30 Main Street Stockbridge, MA, 01262 Phone: 413-298-5545

Romance is in the air at famed Stockbridge inn

No one is more passionate about creating romantic ambiance than the staff at the historic Red Lion Inn. With the Berkshires as a backdrop, the gorgeous Stockbridge inn positively radiates romance. From the antique-filled guest rooms with feather duvets to the flower-filled courtyard, the inn offers all you need for an intimate getaway. Dine in the splendid main dining room or tavern, catch some live entertainment at the Lion’s Den, or arrange for private dining in the Plumb Room. Don a plush bathrobe and sneak down to the heated outdoor pool and hot tub or get a massage at the Seven Salon Spa. And don’t forget to ask for champagne and chocolate-covered strawberries for your room when you make your reservation.

Hotel on North

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

A boutique hotel that combines Victorian elegance with a modern vibe

People have been coming to the Berkshires for 200 years for its natural wonders, high culture, and restful beauty. The names Lenox, Tanglewood, Rockwell, The Clark, and The Mount signal a vacation of historic and fresh pleasures. The Hotel on North, in downtown Pittsfield, offers chic hospitality in a restored menswear store. The hotel’s signature lounging sofa greets you with notice that you will find older beauty, like brick walls and tin ceilings, along with modern services like WiFi, rooms with fireplaces, and a great casual restaurant and bar. As you head for your room be sure to check out the antique birdcage elevator - while it’s no longer in operation, it's a great piece of our heritage. A short drive takes you to museums, live theater, and mountain vistas.

Deerfield Inn

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

A Romantic Getaway set in an Historic Village

It’s easy to see why New England is often called “the romantic heart” of America with places like this classic, historic inn. Set on a street with a landmark pedigree, there is more than enough romance to forge the perfect getaway: cozy rooms with private bath and chamois robes, a convivial tavern with a mahogany dining bar, craft beers, inviting seating, and warming fireplaces. Enjoy classic favorites with a contemporary twist and local, seasonal produce. Don’t leave town and discover the treasure trove that is Deerfield with museums, 18th and 19th-century homes open to the public, colonial burying ground, and other attractions. Stay in for a couple’s massage in the Relaxing Room. Head out in any direction and you’ll find nearby towns and villages just made for lovers. Check out the KISS special.

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