Find Romantic Hotels in The Berkshires, MA

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Top The Berkshires Romantic Hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (916)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is ¥15,647
¥17,478 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (773)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is ¥14,074
¥15,721 total
includes taxes & fees
Nov 4 - Nov 5
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1017)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
United States
Susan M
The price is ¥19,241
¥21,492 total
includes taxes & fees
Nov 2 - Nov 3
The Yankee, Trademark Collection by Wyndham
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (528)
"Nice place to stay for a wedding "
United States
Timothy
The price is ¥29,941
¥33,443 total
includes taxes & fees
Nov 17 - Nov 18
The Williams Inn
The Dewey
3.5 star property
8.6 out of 10, Excellent, (327)
"If you decide one day to spend twice what a place is worth, this is for you."
United States
Carlos
The Dewey
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1016)
"Picture perfect Inn"
United States
jeff
The price is ¥21,278
¥30,555 total
includes taxes & fees
Nov 4 - Nov 5
The Red Lion Inn
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very Good, (555)
"Very quiet and comfortable "
United States
Beth
The price is ¥17,440
¥19,482 total
includes taxes & fees
Nov 3 - Nov 4
The Constance by the Lenox Collection
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is ¥39,846
¥42,117 total
includes taxes & fees
Oct 27 - Oct 28
Harbour House Inn
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (498)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
United States
Lisa
The price is ¥17,474
¥19,519 total
includes taxes & fees
Oct 27 - Oct 28
Whistler's Inn Bed & Breakfast
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (261)
"We enjoyed our stay. Excellent location to explore Western Mass!"
United States
Charles D.
The price is ¥20,509
¥31,903 total
includes taxes & fees
Oct 28 - Oct 29
Berkshire Village Carriage House - Super Private!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about The Berkshires

The Berkshires attractions for couples

The Berkshires beckon with a blend of culture, nature, and adventure, perfect for the discerning traveler seeking quality experiences. Start your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class music amid breathtaking natural scenery. For art enthusiasts, the Norman Rockwell Museum in Stockbridge offers an intimate look at the beloved artist's life and works, set against the charming backdrop of New England. Families can explore the interactive exhibits at the Berkshire Museum in Pittsfield, which combines art, history, and science to engage visitors of all ages. Outdoor lovers will relish a hike in the scenic Mount Greylock State Reservation, where the highest peak in Massachusetts provides stunning panoramic views and serene trails. After a day of exploration, consider staying in Lenox, where luxury hotels like the 19th-century Blantyre estate offer a unique blend of historic charm and modern comforts, ensuring attentive service and a pampered experience. The blend of activities and high-end accommodations in The Berkshires creates an enjoyable getaway that caters to your every need.

Top The Berkshires Hotel Reviews

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