Romantic Getaways

Berkshires and Pioneer Valley welcome romantic vacationers

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.

4 listings

  • Deerfield, MA

    Deerfield Inn

    Elegant inn a serene and scenic retreat for couples seeking a romantic getaway

    Are you thinking about getting away? Consider escaping to the Deerfield Inn, an elegant boutique inn set in one of New England’s most charming villages. The 24-room inn with its inviting porch and gardens, welcomes couples with its Romance Package, featuring a bottle of wine, box of handmade chocolates, vase of seasonal flowers and two cozy robes to take home. (You can also order up champagne and chocolate-covered strawberries, among other delights.) Ask about the suite with the gas fireplace Dine near a crackling fireplace in Champney’s restaurant and tavern and plan your day strolling through historic Deerfield or visiting one of the area’s many art and history museums, wineries or breweries. The inn is also central to activities from skiing and snowboarding to hiking and biking.

    81 Old Main Street 413-774-5587
  • The Berkshires Region, MA

    Visit the Berkshires of Western Massachusetts

    Book a Cozy Fall Getaway to the Berkshires

    You've seen those movies - a couple in love strolls the sidewalk of a quaint town beneath a colorful canopy of burnished leaves, stopping at a quiet cafe for a fresh, hot coffee and a sweet treat. Well, that's real life in the beautiful Berkshires! Get away together to ride horseback, paddle a canoe across a glistening lake, or see the world from atop the highest elevation in the state. Pack a picnic of sandwiches on freshly baked bread and your favorite bottle of wine, and visit the grounds of one of many historic homes. Enjoy live music of all kinds while warming in front of a toasty campfire. Whether your romance is brand new or years in the making, treat yourself to a stay at a quaint bed and breakfast or spa retreat. The Berkshires has it all!

    413-499-1600
  • Shelburne Falls, MA

    Shelburne Springs

    Gardens, Fireside Evenings, and a Getaway That's Entirely Your Own

    Shelburne Springs is a beautifully restored inn set on 38 private acres in Western Massachusetts, offering a romantic escape any time of year. Seven individually designed suites provide an elegant and intimate retreat, while the surrounding gardens, meadows, and trails invite quiet walks and unhurried afternoons together. Cozy up by the grand stone fireplace in winter, relax on the sun-filled enclosed porch in spring, or gather around the stone patio fire pits on a crisp autumn evening. With the cultural attractions, outdoor adventures, and an electric variety of dining choices just minutes away, Shelburne Springs is a perfect base for a memorable romantic getaway.

    904 Mohawk Trail, 413-512-1454
  • Hancock, MA

    Huttopia - Berkshires

    A Magical Winter Escape Surrounded by Nature

    Experience the magic of a Berkshires winter at Huttopia Berkshires with our four seasons Sierra Tiny Houses. These specially designed accommodations feature full heating systems, cozy wood stoves and private fire pit for authentic winter ambiance. Wake up to snow-covered mountain views of Jiminy Peak, perfect for winter sports enthusiasts. Each tiny house offers complete amenities including full kitchens, bathrooms, and comfortable sleeping for up to 5 guests. Access winter activities like skiing at nearby Jiminy Peak, snowshoeing through pristine forests, and cozy evenings by the fire. Our heated facilities and winter-ready infrastructure ensure comfort throughout your cold-weather retreat in the beautiful Berkshires.

    312 Kittle Road, 413-343-8192

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