Find Romantic Hotels in The Berkshires, MA
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11 Sep - 13 SepOur top choices for The Berkshires romantic hotels
1. Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
Adam J
AED 551
AED 845 total
includes taxes & fees
16 Sep - 17 Sep
2. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country InnHancock
John F.
AED 436
AED 930 total
includes taxes & fees
1 Sep - 2 Sep
3. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
Jennifer O.
AED 841
AED 1,781 total
includes taxes & fees
9 Sep - 10 Sep
4. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!Granby
Kristen S.
AED 496
AED 927 total
includes taxes & fees
9 Sep - 10 Sep
5. Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Enjoy a restful stay with fast internet, smart TV and the company of your pet.winsted
Steve
AED 463
AED 881 total
includes taxes & fees
1 Sep - 2 Sep
6. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain DenDover
Tania J.
AED 179
AED 1,111 total
includes taxes & fees
1 Sep - 2 Sep
7. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint CollinsvilleCollinsville
Mike
AED 1,146
AED 1,942 total
includes taxes & fees
10 Sep - 11 Sep
8. Perfect for a peaceful get away in clean fresh Vermont air!
Perfect for a peaceful get away in clean fresh Vermont air!Woodford
Adam a.
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Top The Berkshires Hotel Reviews
Jiminy Peak Mountain Resort
10/10 Excellent
"Nice to have a kitchenette to cook in"
The Red Lion Inn
10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
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