Romantic Hotels & Resorts in The Berkshires from NZ$191

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Check availability on The Berkshires Romantic Hotels

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Best The Berkshires Romantic Hotels

Shaker Mill Inn
Step into the charming Shaker Mill Inn, surrounded by lush greenery and a beautiful garden.

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (416)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is NZ$336
includes taxes & fees
28 July - 29 July
Shaker Mill Inn
Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1895)
"Great stay with all plenty of things to do…"
The price is NZ$191
includes taxes & fees
24 Aug - 25 Aug
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (829)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is NZ$238
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (315)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is NZ$402
includes taxes & fees
13 Aug - 14 Aug
The Dewey
Chestnut Lodge
Escape to a secluded cabin nestled among the trees, offering a peaceful retreat in the heart of nature.

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Kemble Inn
Stately building with a neoclassical facade, featuring a central entrance and columns, set amidst a well-manicured lawn.

Kemble Inn

3.5 star property
8.8 out of 10, Excellent, (31)
"Memorable. A wonderful hotel I every aspect. Faultless service from Scoyt and the team"
Kemble Inn
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Enjoy cooking in this well-equipped kitchen with a large island, oven, and ample natural light.

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (95)
"amazing home, great communication with the host. "
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy meals in this inviting dining room with a large table, comfortable chairs, and ample natural light.

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 NZ$863
includes taxes & fees
4 Aug - 5 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Ponds at Foxhollow
Steps lead down to the tranquil lake's edge, surrounded by trees and a rustic stone wall.

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The Ponds at Foxhollow
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"I had excellent stay at the Red Lion Inn "
The price is NZ$434
includes taxes & fees
6 Aug - 7 Aug
The Red Lion 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.

Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Miranda at the front desk was beyond accommodating. My mom and I enjoyed our stay in this historic hotel!"
Elana 1-night trip
Posted 2 days ago
The Red Lion Inn