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Check availability on The Berkshires Romantic Hotels

Top Romantic Hotels in The Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (816)
"Very convenient location, downtown, short drive to local attractions "
The price is S$164
includes taxes & fees
13 Jul - 14 Jul
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, (463)
"Wonderful stay. Helpful, professional staff. "
The price is S$321
includes taxes & fees
14 Jul - 15 Jul
The Williams Inn
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (486)
"Had a fantastic stay, love this property. Cant wsit to go back"
The price is S$252
includes taxes & fees
15 Jul - 16 Jul
The Constance by the Lenox Collection
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is S$289
includes taxes & fees
15 Jul - 16 Jul
The Dewey
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (475)
"All was just as advertised and the family/staff was friendly and helpful. "
The price is S$248
includes taxes & fees
10 Jul - 11 Jul
Whistler's Inn Bed & Breakfast
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (154)
Brook Farm Inn
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (50)
"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 S$323
includes taxes & fees
10 Jul - 11 Jul
Harbour House Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is S$675
includes taxes & fees
30 Jul - 31 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Gateways Inn & Restaurant
Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (188)
"Very well kept property, nice restaurant and is in a great area"
The price is S$500
includes taxes & fees
21 Jul - 22 Jul
Gateways Inn & Restaurant
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.