Find Romantic Hotels in The Berkshires

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Check availability on The Berkshires Romantic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Romantic Hotels in The Berkshires

Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (743)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is S$126
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (889)
"Excellent customer service and great rooms"
The price is S$148
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Williams Inn
Front of property – evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (512)
"Great hotel, staff and restaurant!"
The price is S$286
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"great place have stayed several times, and hope to return."
The price is S$294
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice area to visit "
The price is S$193
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
The Constance by the Lenox Collection
Front of property

The Constance by the Lenox Collection

3.5 star property
8.4 out of 10, Very good, (548)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is S$148
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is S$264
includes taxes & fees
29 Oct - 30 Oct
The Dewey
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (137)
"Loved everything especially Lucas and Joe💟☮️"
The price is S$244
includes taxes & fees
6 Oct - 7 Oct
Blackberry River Inn
Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (995)
"Staff are super friendly and kind, the room is clean "
The price is S$264
includes taxes & fees
2 Nov - 3 Nov
Simsbury 1820 House
South Shire
Reception

South Shire

4.0 star property
9.2 out of 10, Wonderful, (110)
"Beautiful place to stay "
The price is S$226
includes taxes & fees
2 Nov - 3 Nov
South Shire
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and helpful staff, room beautiful, great view, very clean. Great stay. Will return!"
Teryl 1-night trip
Posted 14 hours ago
Vacation Village in the Berkshires

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