The Best Adventure Hotels in The Berkshires, MA from NT$2,912 in 2026

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Our top choices for The Berkshires adventure hotels

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

1. Hotel On North

Pittsfield

Devon

NT$4,072

NT$4,548 total

includes taxes & fees

Nov 11 - Nov 12

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A covered outdoor area with stone pillars and a view of a road and green hills.

2. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

NT$4,088

NT$4,567 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

3. Element by Marriott Lenox Berkshires

Lenox

Francis

NT$4,401

NT$4,916 total

includes taxes & fees

Nov 8 - Nov 9

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

A spacious living room with large windows, a fireplace, and a variety of seating options.

4. Vacation Village in the Berkshires

Williamstown

Luke

NT$2,615

NT$3,278 total

includes taxes & fees

Nov 8 - Nov 9

A large house with a balcony and a grassy yard.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A two-story building with a gabled roof and a chimney.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

5. The Little Lion

Great Barrington

David

NT$3,369

NT$3,763 total

includes taxes & fees

Oct 26 - Oct 27

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.

A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.

A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

6. Hideaway Inn Lenox

Lenox

Barbara

NT$3,651

NT$4,078 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

7. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

NT$3,181

NT$3,553 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

A white building with a red awning and a sign that reads "PILGRIM INN" with amenities listed.

A well-lit dining area with a round table and chairs, a potted plant, and a view through large windows.

A modern bathroom with a marble vanity, a round mirror, a flat-screen TV, a microwave, and an air conditioning unit.

8. Pilgrim Inn

Lee

james

NT$2,607

NT$2,912 total

includes taxes & fees

Oct 29 - Oct 30

View all properties

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great"

The Yankee Inn

10/10 Excellent

"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."

Quality Inn Great Barrington

10/10 Excellent

"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

The Red Lion Inn

8/10 Good

"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"

FairBridge Inn Express

10/10 Excellent

"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"

Frequently asked questions

How much do hotels for couples in The Berkshires cost?

You'll pay between NT$2,912 and NT$4,916 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$2,912 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.

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Book Adventure Hotels in The Berkshires on Expedia.com

Find Adventure Hotels in The Berkshires, MA

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Adventure Hotels

Our top choices for The Berkshires adventure hotels

1. Hotel On North

2. Courtyard by Marriott Lenox Berkshires

3. Element by Marriott Lenox Berkshires

4. Vacation Village in the Berkshires

5. The Little Lion

6. Hideaway Inn Lenox

7. Best Western Plus Berkshire Hills Inn & Suites

8. Pilgrim Inn

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

The Yankee Inn

Quality Inn Great Barrington

Hampton Inn & Suites Berkshires-Lenox

The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

FairBridge Inn Express

Frequently asked questions

Explore a world of travel with Expedia