Most Romantic Hotels in The Berkshires

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Top The Berkshires Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (902)
"Excellent customer service and great rooms"
The price is RM436
RM487 total
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (764)
"We had a nice room and the food was delicious. Great place to stay. "
The price is RM370
RM414 total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1011)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
The price is RM568
RM634 total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (524)
"Nice place to stay for a wedding "
The price is RM787
RM879 total
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1011)
"Picture perfect Inn"
The price is RM630
RM893 total
includes taxes & fees
16 Nov - 17 Nov
The Red Lion Inn
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (553)
"Very quiet and comfortable "
The price is RM440
RM491 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
Exterior
The Dewey
The Dewey
3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is RM859
RM960 total
includes taxes & fees
9 Nov - 10 Nov
The Dewey
1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Business centre
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (107)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
The price is RM1,310
RM1,585 total
includes taxes & fees
3 Nov - 4 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
Harbour House Inn
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!! "
The price is RM1,110
RM1,174 total
includes taxes & fees
20 Oct - 21 Oct
Harbour House Inn
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.
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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 4 days ago
The Red Lion Inn

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