Go to Map View
Want travel alerts for this area?

Enter your name and email to receive alerts when new vacation deals are added to any property in this region.

By clicking "Submit" you are agreeing to the
Terms of Service.

Alert successfully created!

Filters

Activities
Amenities
Avg. Daily Rate

Showing 1-7 of 7 Romantic Resorts

The Rookwood Inn

Lenox, Massachusetts, United States
85
Very Good
34 Reviews
More Info
Compare
$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

Cranwell Resort, Spa and Golf Club

Lenox, Massachusetts, United States
82
Very Good
87 Reviews
More Info
Compare
$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

Kemble Inn

Lenox, Massachusetts, United States
86
Excellent
32 Reviews
More Info
Compare
$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 Garden Gables Inn

Lenox, Massachusetts, United States
97
Excellent
16 Reviews
More Info
Compare
$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

Yankee Inn

Lenox, Massachusetts, United States
More Info
Compare

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

Hampton Terrace Bed and Breakfast Inn

Lenox, Massachusetts, United States
94
Excellent
21 Reviews
More Info
Compare
$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

The Cornell In Lenox

Lenox, Massachusetts, United States
90
Excellent
261 Reviews
More Info
Compare
$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

Showing 1-7 of 7 Romantic Resorts

Still didn't find what you were looking for?
Checkout more cities in Berkshire
statsstats