Find Romantic Hotels in The Berkshires, MA

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Check availability on The Berkshires Romantic Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top The Berkshires Romantic Hotels

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, (868)
"Consistently a clean room with welcoming staff."
The price is AED 400
AED 447 total
includes taxes & fees
1 Sep - 2 Sep
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, (491)
"Great hotel, staff and restaurant!"
The price is AED 805
AED 899 total
includes taxes & fees
7 Sep - 8 Sep
The Williams Inn
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Wonderful old inn; chock full of charm."
The price is AED 724
AED 972 total
includes taxes & fees
10 Sep - 11 Sep
The Red Lion Inn
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (322)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is AED 617
AED 689 total
includes taxes & fees
22 Sep - 23 Sep
The Dewey
Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (981)
"Great place to stay and eat."
The price is AED 694
AED 862 total
includes taxes & fees
1 Sep - 2 Sep
Simsbury 1820 House
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (179)
"Right in downtown Wilmington - easy to find, yet hidden away. Shops and dining in easy walking distance. Nice firepit outside residence. Charlie was friendly and welcoming during check in. "
The price is AED 732
AED 829 total
includes taxes & fees
1 Sep - 2 Sep
The Wilmington Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is AED 521
AED 573 total
includes taxes & fees
10 Sep - 11 Sep
Colonel Williams Inn
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (482)
"Nice quaint out of the ordinary vacation experience. "
The price is AED 628
AED 701 total
includes taxes & fees
29 Aug - 30 Aug
Whistler's Inn Bed & Breakfast
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"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 AED 867
AED 916 total
includes taxes & fees
9 Sep - 10 Sep
Harbour House Inn
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is AED 551
AED 821 total
includes taxes & fees
28 Sep - 29 Sep
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.

Top The Berkshires Hotel Reviews

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