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Our top choices for The Berkshires hotels

Two Adirondack chairs facing a river with a forested hill in the background.

1. The Yankee Inn

Lenox

Basil

3.314.525 ₫ total

includes taxes & fees

20 Nov - 21 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

2. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

5.031.606 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Md

4.140.113 ₫ total

includes taxes & fees

5 Nov - 6 Nov

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

4. Vacation Village in the Berkshires

Williamstown

Marcos

2.598.571 ₫ total

includes taxes & fees

2 Nov - 3 Nov

5. Quality Inn Lee - Lenox South

Lee

James

2.370.225 ₫ total

includes taxes & fees

2 Dec - 3 Dec

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

6. Berkshires Untold

Lenox

Madhavi R

3.516.176 ₫ total

includes taxes & fees

29 Nov - 30 Nov

7. Berkshire Mountain Lodge

Pittsfield

Charline

2.960.044 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

8. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

3.160.204 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

9. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.420.313 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

10. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

3.278.658 ₫ total

includes taxes & fees

29 Nov - 30 Nov

A large house with a covered patio area featuring outdoor seating and a fire pit.

11. The Whitlock

Lenox

Beverly

3.717.887 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

12. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Yuguo

2.968.546 ₫ total

includes taxes & fees

30 Nov - 1 Dec

A building entrance with a large planter with purple flowers and a small tree.

13. Hotel On North

Pittsfield

Philip

3.346.099 ₫ total

includes taxes & fees

29 Nov - 30 Nov

14. Garden Gables

Lenox

Eyee

5.637.932 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

15. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

2.028.411 ₫ total

includes taxes & fees

2 Dec - 3 Dec

A spacious hotel lobby with multiple seating areas, large windows, and a television.

16. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

3.160.205 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

17. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.276.846 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

18. The Williams Inn

Williamstown

Pete

6.199.361 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

19. The Red Lion Inn

Stockbridge

Mallory

5.821.701 ₫ total

includes taxes & fees

8 Nov - 9 Nov

20. Hotel Downstreet, an Ascend Collection Hotel

North Adams

marwan

3.435.443 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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Holiday Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Pittsfield

"Comfortable stay, well stocked kitchen and room."

Aparthotel

Vacation Village in the Berkshires

Williamstown

"Great resort, great location very spacious."

Cottage

A spacious living room with a fireplace, leather sofas, a coffee table, and a dining area with a table and chairs.

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Richmond

"This home is exceptional in all respects --beautifully situated on lovely property, well located in southern Berkshires. Newly remodeled. Great outdoor space. Fabulous kitchen with new appliances, extremely well-outfitted. Host easily accessible. Exceeded all expectations. Would definitely return if plans allow."

Apartment

A two-story house with a stone patio, outdoor seating, and a grill.

Vacation Rental Home in the Berkshires!

Williamstown

"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "

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Stay near popular The Berkshires attractions

A forested hillside with a clear path and a small building at the top.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires

A large white building with multiple chimneys, surrounded by lush gardens with various flowers.

Top The Berkshires Hotel Reviews

The Williams Inn

10/10 Excellent

"Incredible staff, wonderful accommodations, food in restaurant was excellent and they fit us in for a busy Friday night dinner when they didn’t really have room. Great fitness center. Right in the heart of Williamstown / Williams College. Beautiful place!"

The Yankee Inn

10/10 Excellent

"The Yankee Inn was clean and on a beautiful property. The beds were extremely comfortable. We enjoyed the morning breakfast, and the staff was extremely kind and helpful. If you book through Expedia - I would call ahead to verify the specifics of the room you have reserved, as Expedia’s description of the room I reserved didn’t match the description on the actual Yankee Inn website. Through Expedia, I reserved a King Deluxe with fireplace, balcony and mountain view. But the actual Yankee Inn website offers EITHER a King Deluxe with a fireplace and balcony OR King Deluxe with mountain view. The management made amends to accommodate as much as possible, but the Expedia advertising was a bit misleading in my opinion."

The Whitlock

10/10 Excellent

"My son and I stayed one night at The Whitlock Inn. We booked a living area which gave my teen his privacy and extra space mine as well. It’s centrally located in the cute town of Lenox. We dined in town at a wonderful restaurant down from our Inn. The Inn had a bon fire lit to enjoy. We would stay again. Great for families or traveling with your partner.."