Photo by Photo courtesy of Berkshire Visitors Bureau

Find Adventure Hotels in The Berkshires, MA

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Check availability on The Berkshires Adventure Hotels

Tonight
Dec 2 - Dec 3
Tomorrow
Dec 3 - Dec 4
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top The Berkshires Adventure Hotels

Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is NT$4,238
NT$4,734 total
includes taxes & fees
Dec 7 - Dec 8
Courtyard by Marriott Lenox Berkshires
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is NT$4,112
NT$4,593 total
includes taxes & fees
Dec 11 - Dec 12
Element Lenox Berkshires
Lobby
Pilgrim Inn

Pilgrim Inn

2.5 star property
Lee
5.8 out of 10, (332)
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is NT$2,517
NT$2,812 total
includes taxes & fees
Jan 1 - 2026/1/2
Pilgrim Inn
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1006)
"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is NT$4,991
NT$6,281 total
includes taxes & fees
Dec 3 - Dec 4
Simsbury 1820 House
Interior detail
Valley Craft Ales

Valley Craft Ales

2.0 star property
Wilmington
8.4 out of 10, Very Good, (182)
"Fun place to stay!!"
United States
Brian
Valley Craft Ales
Seasonal outdoor pool
Farm Road Estate

Farm Road Estate

3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
"Room was clean, staff friendly, amenities were good"
United States
Movses
Farm Road Estate
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.
View all properties

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Perfect "
Peter 2-night trip
Posted 14 hours ago
Hotel Downstreet, an Ascend Collection Hotel

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Frequently asked questions

How much do hotels for couples in The Berkshires cost?
You'll pay between NT$2,812 and NT$6,690 per night for hotels for couples in The Berkshires. Whatever your budget, you'll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many hotels for couples are there in The Berkshires?
Choose from 68 hotels for couples in The Berkshires. Whether you're looking to take a break without the kids or just want to make some precious new memories with your honey, Expedia makes it a cinch to find the perfect place.
What are the best cheap hotels for couples in The Berkshires?
Enjoy savings on your romantic The Berkshires break by reserving hotels for couples from just NT$2,812 per night. Getting ready to explore the top attractions of Lenox? Get comfortable at The Yankee, Trademark Collection by Wyndham, a budget-friendly option with pool sun loungers and mountain views. If you're headed to Williamstown, Fairfield Inn & Suites by Marriott Williamstown is a superb choice. Make use of amenities like a swimming pool and mountain views, and enjoy some quality one-on-one time. There are plenty of free and fabulous attractions wherever you go in The Berkshires. If your adventures take you to Lenox, explore Canoe Meadows Wildlife Sanctuary. You can also sightsee without spending a dime in Williamstown. Mount Greylock is one of the best free things to do here. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any 5-star hotels for couples in The Berkshires?
In The Berkshires, 5-star hotels for couples are difficult to come by. However, there are some 4-star options available. If your destination is Lenox, one fantastic option is Garden Gables Inn. It comes with amenities like dining romance packages and designer toiletries. Alternatively, spend some quality together time at Hampton Terrace Inn, also in Lenox. Conveniences here include a tennis court and concierge services.
Why book your hotel for couples in The Berkshires with Expedia?
We think that a trip with your sweetheart should be hassle-free, so if you're chasing a hotel for couples in The Berkshires at a great price, Expedia has got you covered. Stick to the budget and choose a comfortable motel, or splurge and book a luxury hotel break to surprise your favorite person.
How can I find cheap hotels for couples in The Berkshires?
With Expedia's user-friendly filter tool, booking cheap hotels for couples in The Berkshires is a piece of cake. To find accommodations that'll make your pocket and partner smile, narrow your search results by amenities, star rating and budget.
What is there to do in The Berkshires near my hotel for couples?
Whatever your interests, there are almost endless things to keep you entertained in The Berkshires. If you're off to Williamstown, swing by Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory. Taking off to Pittsfield? Bousquet Ski Area, Barrington Stage Company and Berkshire Museum are among the top attractions in this city.