Best Luxury Hotels in The Berkshires

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on The Berkshires Luxury Hotels

Tonight
4 Mar - 5 Mar
Tomorrow
5 Mar - 6 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Top The Berkshires Luxury Hotels

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)
"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 RM1,893
RM2,290 total
includes taxes & fees
5 Mar - 6 Mar
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Orchards Hotel
Terrace/patio

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
Exterior

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
Property grounds

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (600)
"Great location. Pleasant staff."
The price is RM308
RM344 total
includes taxes & fees
7 Mar - 8 Mar
Wagon Wheel Inn
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (686)
"Loved the ambience and the bar was very nice as well. The hotel provides coffee in the room and in the lobby. Wonderful bed and plenty of room. We will be back"
The price is RM522
RM583 total
includes taxes & fees
16 Mar - 17 Mar
Hotel On North
1896 House Country Inn & Motels
Exterior

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (411)
"Great"
The price is RM531
RM593 total
includes taxes & fees
6 Mar - 7 Mar
1896 House Country Inn & Motels
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Rooms are clean and comfortable. We liked the balcony with the slider door. My husband found the bed to be a little firm for his liking, but I didn’t mind it. The room contained a microwave and fridge. Hotel had water, coffee and tea available throughout the day. The pool and hot tub were nice! The hotel gym was under construction so we were unable to use that. The small hotel bar was great and Carl was very personable! The complimentary breakfast has a variety of foods (eggs, bacon, waffles,...
The price is RM356
RM398 total
includes taxes & fees
18 Mar - 19 Mar
The Yankee, Trademark Collection by Wyndham
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is RM357
RM399 total
includes taxes & fees
5 Mar - 6 Mar
Sunset Inn
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (547)
"This is a great place to escape to in the Berkshires. Convenient location, quiet neighborhood, and great spots to eat."
The price is RM419
RM468 total
includes taxes & fees
6 Mar - 7 Mar
Maple Terrace Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (714)
"spacious room. "
The price is RM352
RM394 total
includes taxes & fees
5 Mar - 6 Mar
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.
Don't see what you're looking for?
See all available properties in The Berkshires