Romantic Hotels & Resorts in The Berkshires

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Check availability on The Berkshires Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Best The Berkshires Romantic Hotels

Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (740)
"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 NZ$168
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, (885)
"Our stay was very pleasant "
The price is NZ$198
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, (511)
"Great hotel, staff and restaurant!"
The price is NZ$382
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, (1002)
"great place have stayed several times, and hope to return."
The price is NZ$384
includes taxes & fees
3 Nov - 4 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 NZ$247
includes taxes & fees
5 Oct - 6 Oct
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
8.6 out of 10, Excellent, (547)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is NZ$198
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 NZ$348
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, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is NZ$325
includes taxes & fees
8 Oct - 9 Oct
Blackberry River Inn
Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (994)
"Staff are super friendly and kind, the room is clean "
The price is NZ$352
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 NZ$314
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 3 days ago
The Red Lion Inn

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