Best Luxury Hotels in The Berkshires

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Top The Berkshires Luxury Hotels

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is RM1,913
RM2,314 total
includes taxes & fees
2 Jan - 3 Jan 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
"A little dated. Restaurant shut down for renovations, disappointing"
The Orchards Hotel

Lantern House Motel

2.5 star property
8.2 out of 10, Very good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is RM311
RM347 total
includes taxes & fees
24 Dec - 25 Dec
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (668)
"Absolutely perfect place! Love that it seemed like a little apartment unit and felt safe. The bar and restaurant downstairs is so convenient too and close to everything! Parking was very easy as well, will definitely stay again "
The price is RM586
RM655 total
includes taxes & fees
2 Jan - 3 Jan 2025
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (405)
"It’s unique historical property. The front desk allowed us to check in three hours early due to it’s a snowy day. We had a lovely thanksgiving dinner in the restaurant belongs to the hotel. "
The price is RM349
RM390 total
includes taxes & fees
23 Dec - 24 Dec
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1004)
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room! "
The price is RM437
RM488 total
includes taxes & fees
2 Jan - 3 Jan 2025
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
7.6 out of 10, Good, (376)
"When we arrived, the receptionist was pleasant and kind, our room was ready. When we asked for more towels, we did not have to wait for more than 5 minutes and we had them. The restaurant next door, Rose's cafe, is amazing!"
The price is RM345
RM385 total
includes taxes & fees
23 Dec - 24 Dec
Sunset Inn

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (538)
"Due to weather conditions and holiday traffic we did not spend the night, but used the clean, warm and inviting room throughout the day after checking in. Staff was lovely and accommodating. We were even able to purchased discount tickets to the Clark Institute (fabulous art museum) from the motel. Highly recommend. "
The price is RM424
RM473 total
includes taxes & fees
2 Jan - 3 Jan 2025
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (703)
"Manager was helpful. The heating system was loud and although the manager tried to fix it , the noise disrupted sleep. "
The price is RM356
RM398 total
includes taxes & fees
23 Dec - 24 Dec
Howard Johnson by Wyndham Lenox
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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