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Showing 1-15 of 16 Romantic Resorts

Red Lion Inn

Stockbridge, Massachusetts, United States
$113
1-866-452-8654

From the moment you arrive at The Red Lion Inn, you and your sweetheart will fall in love with the old-world charm of this historic Massachusetts inn.... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Luxury
  • Historical
  • Honeymoon

The Porches Inn

North Adams, Massachusetts, United States
$252
1-877-410-0514

Escape from the overwhelming crowds of the city and discover the quirky, artsy town of North Adams, Massachusetts when you stay at The Porches Inn.... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Mountain
  • Historical

Cranwell Spa & Golf Resort

Lenox, Massachusetts, United States
$195
1-866-920-6347

Whether relaxing together in your spacious suite, soaking in the outdoor pool, or enjoying a round of challenging onsite golf, you and your sweetheart... more

Resort features:
  • Family
  • Golf
  • Meetings
  • Wedding
  • Nature
  • Romantic
  • Pet Friendly
  • Luxury
  • Historical
  • Honeymoon
  • Health
  • Cabins, Cottages, and Chalets
  • Holiday
  • Spa

The Lanesborough Country Inn

Lanesborough, Massachusetts, United States
$69
1-866-836-8659

Fall in love all over again in the heart of the Berkshires! Lanesboro Country Inn offers a charming getaway for couples of all ages. You will love the... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Pet Friendly
  • Cabins, Cottages, and Chalets
  • Holiday
  • Bed & Breakfasts, Inns

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
$69
1-413-458-1896

Brookside & Pondside Country Motel offers natural beauty and country space that are perfect for couples seeking a romantic getaway. Featuring... more

Resort features:
  • Golf
  • Nature
  • Romantic

Kemble Inn

Lenox, Massachusetts, United States
$200
1.800.353.4113

Fall in love all over again at the Kemble Inn, the ideal Berkshires destination. This charming inn offers stunning mountain views and a truly elegant... more

Resort features:
  • Meetings
  • Holiday
  • Honeymoon
  • Luxury
  • Romantic
  • Wedding

Maple Terrace Motel

Williamstown, Massachusetts, United States
$78
1-413-458-9677

Maple Terrace Motel is the right place to bring your sweetheart for a little getaway. The relaxing location surrounded by the Berkshires lets you... more

Resort features:
  • Romantic
  • Pet Friendly
  • Mountain
  • Honeymoon

Black Swan Inn

Lee, Massachusetts, United States
$150
+1 (413) 243-2700

Spend some time with your better half. Leave the hustle of your daily grind and relax at Black Swan Inn in Lee, Massachusetts. On the foothills of the... more

Resort features:
  • Family
  • Romantic
  • Ski/Snowboard
  • Luxury
  • Mountain
  • Lake
  • Honeymoon

Yankee Inn

Lenox, Massachusetts, United States

Fall in love all over again at the beautiful Yankee Inn! This Berkshires destination puts you and your sweetheart just minutes from the best... more

Resort features:
  • Family
  • Romantic
  • Ski/Snowboard

The Garden Gables Inn

Lenox, Massachusetts, United States
$199
1-888-243-0193

The quaint, quiet and relaxing atmosphere makes for the perfect couples retreat! Surprise your significant other with a romantic weekend away to The... more

Resort features:
  • Ecotourism
  • Reunions
  • Historical
  • Romantic
  • Spa
  • Wedding

1896 House Luxury Inn

Williamstown, Massachusetts, United States
$179
1-413-458-1896

The historical charm and secluded location of Barnside Luxury Inn creates the perfect recipe for a romantic getaway. With great access to many outdoor... more

Resort features:
  • Golf
  • Historical
  • Luxury
  • Nature
  • Romantic

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
$109
1-800-882-8859

Enjoy a ski vacation with the one you love at Jiminy Peak Mountain Resort. From a gentle slope to explore together to more challenging slopes that... more

Resort features:
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Romantic
  • Ski/Snowboard
  • Mountain
  • Villas and Condos

Hampton Terrace Bed and Breakfast Inn

Lenox, Massachusetts, United States
$175
800.203.0656

Take an absolutely perfect Berkshire romantic getaway at the Hampton Terrace Bed & Breakfast Inn. Let the inn decorate your suite with flowers,... more

Resort features:
  • Historical
  • Holiday
  • Luxury
  • Romantic
  • Bed & Breakfasts, Inns

Shaker Mill Inn

West Stockbridge, Massachusetts, United States
$109
1-877-385-2484

For a romantic bed and breakfast retreat at Shaker Mill Inn, opt for one out of two suites equipped with a gas fireplace, or the Honeymoon Suite --... more

Resort features:
  • Honeymoon
  • Romantic
  • Ski/Snowboard

The Rookwood Inn

Lenox, Massachusetts, United States
$210
1-800-223-9750

Nothing says “I love you” more then a romantic escape for two! At The Rookwood Inn in Lenox, Massachusetts, select from one of the available... more

Resort features:
  • Meetings
  • Family
  • Pet Friendly
  • Romantic
  • Wedding

Showing 1-15 of 16 Romantic Resorts

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