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Showing 1-13 of 13 Romantic Resorts

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
78
Good
276 Reviews
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$109

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 will get the adrenaline pumping, your romantic getaway will be extraordinary on the snow at Jiminy Peak. And after a day out and about, you can return to your cozy accommodation and unwind together. ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 105 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Hancock
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Family
  • Reunions
  • Mountain
  • Nature
  • Romantic
  • Ski/Snowboard
  • Wedding
  • Villas and Condos

Maple Terrace Motel

Williamstown, Massachusetts, United States
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$78

Maple Terrace Motel is the right place to bring your sweetheart for a little getaway. The relaxing location surrounded by the Berkshires lets you escape all your daily stress, while the close proximity to Williamstown sights and sounds means you're never too far from all the fun. You'll love their cozy accommodations with free wireless internet and... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Honeymoon
  • Mountain
  • Pet Friendly
  • Romantic

The Rookwood Inn

Lenox, Massachusetts, United States
85
Very Good
34 Reviews
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$210

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 romantic packages or create new one, specifically designed for you and your sweetheart. The choice is yours! ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 19 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Family
  • Pet Friendly
  • Romantic
  • Wedding

The Lanesboro Country Inn

Lanesborough, Massachusetts, United States
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$69

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 privacy of your own log cabin, equipped with kitchenette, Direct TV and more. Plus, just minutes away you can explore the restaurants in town or play a round of golf at the local course. Stop by... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lanesborough
  • Nearby Water Pontoosuc Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Cabins, Cottages, and Chalets
  • Family
  • Bed & Breakfasts, Inns
  • Nature
  • Pet Friendly
  • Romantic

Cranwell Resort, Spa and Golf Club

Lenox, Massachusetts, United States
82
Very Good
87 Reviews
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$195

Whether relaxing together in your spacious suite, soaking in the outdoor pool, or enjoying a round of challenging onsite golf, you and your sweetheart will discover a completely romantic getaway at Cranwell Resort, Spa & Golf Club. Visit the luxurious onsite spa for a soothing couple's massage, indulge in a delectable meal at one of three... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 114 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Golf
  • Luxury
  • Pet Friendly
  • Romantic
  • Spa
  • Wedding
  • Cabins, Cottages, and Chalets

The Garden Gables Inn

Lenox, Massachusetts, United States
97
Excellent
16 Reviews
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$199

The quaint, quiet and relaxing atmosphere makes for the perfect couples retreat! Surprise your significant other with a romantic weekend away to The Garden Gables Inn. More than a bed and breakfast enjoy the spa, visit the orchard and winery or just enjoy each other's company! Inquire for more information! ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 15 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Ecotourism
  • Reunions
  • Historical
  • Romantic
  • Spa
  • Wedding

1896 House Luxury Inn

Williamstown, Massachusetts, United States
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$179

The historical charm and secluded location of Barnside Luxury Inn creates the perfect recipe for a romantic getaway. With great access to many outdoor activities and the European-like ambiance of the cottages and suites, it is easy to feel like you've been transported back to a simpler time. Escape from the "hustle and bustle" of daily stresses and... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 6 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water Deerfield River
  • Open Dates All Year
RESORT TYPE(S):
  • Golf
  • Historical
  • Luxury
  • Nature
  • Romantic

Kemble Inn

Lenox, Massachusetts, United States
86
Excellent
32 Reviews
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$200

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 setting for your romantic vacation. Head to Hilltops Orchard and Furnace Brook for an evening of wine-tasting! It's the perfect getaway to spend with your sweetheart.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 13 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Holiday
  • Honeymoon
  • Luxury
  • Romantic
  • Wedding

The Cornell In Lenox

Lenox, Massachusetts, United States
90
Excellent
261 Reviews
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$120

Take your loved one to someplace special – a charming inn, surrounded by gardens and trees. Welcome to The Cornell in Lenox, a place that offers truly inspiring romantic Berkshire getaways. Each of the three separate historic buildings contains 10 guestrooms or less, enabling a private ambience.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 28 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield, MA
  • Nearby Water Stockbridge Bowl
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Historical
  • Holiday
  • Nature
  • Romantic

Hampton Terrace Bed and Breakfast Inn

Lenox, Massachusetts, United States
94
Excellent
21 Reviews
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$175

Take an absolutely perfect Berkshire romantic getaway at the Hampton Terrace Bed & Breakfast Inn. Let the inn decorate your suite with flowers, indulge in a couples massage and sip champagne by your fireplace. Enjoy local wine and gourmet food, shop and a full, candlelit breakfast buffet for two.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 14 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Boston
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Historical
  • Holiday
  • Luxury
  • Romantic
  • Bed & Breakfasts, Inns

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
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$69

Brookside & Pondside Country Motel offers natural beauty and country space that are perfect for couples seeking a romantic getaway. Featuring beautiful water landscapes, footbridges, and gardens, Brookside & Pondside provide a true secluded romantic escape. ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 30 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Golf
  • Nature
  • Romantic

Yankee Inn

Lenox, Massachusetts, United States
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Fall in love all over again at the beautiful Yankee Inn! This Berkshires destination puts you and your sweetheart just minutes from the best attractions, shops, and restaurants in the area. Hit the slopes at Jiminy Peak, catch a play or musical at the Shakespeare and Company theater, and much more!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Romantic
  • Ski/Snowboard

Shaker Mill Inn

West Stockbridge, Massachusetts, United States
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$109

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 -- which comes with an inviting two-person Jacuzzi tub. Take advantage of those beautiful summer evenings by pre-ordering a delectable picnic basket and enjoy the inn's well-appointed yard and rock garden... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 9 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water Card Pond
  • Open Dates All Year
RESORT TYPE(S):
  • Honeymoon
  • Romantic
  • Ski/Snowboard

Showing 1-13 of 13 Romantic Resorts

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