A forest with a winding road and a mountain in the background.

Beartown State Forest Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Beartown State Forest vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Susan J

$106 nightly

Dec 10 - Dec 11

Total with taxes and fees

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

2. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

bob i.

$102 nightly

Nov 16 - Nov 17

Total with taxes and fees

A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

3. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Brian C.

$311 nightly

Nov 10 - Nov 11

Total with taxes and fees

A residential garden with a stone border, various plants, and a house in the background.

4. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

$283 nightly

Nov 10 - Nov 11

Total with taxes and fees

A rural property with a wooden barn, a white fence, and a mobile home.

5. Cozy Camper tucked into the woods

Sandisfield

"This was a completely hidden gem. I stayed here for one night because I was visiting a friend but I wished I had booked it longer. My friend and I ended up staying here the whole time. I woke up to the sounds of crickets and chickens, and had fresh eggs for breakfast. Then I went for a hike in the pristine woods. Matt and Grace offered to let me use the paddle boards to enjoy the lake! It was a total vacation… no need to go anywhere else. The camper itself was extremely clean and adorably...

hannah w.

$152 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

6. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

William C B.

$250 nightly

Nov 12 - Nov 13

Total with taxes and fees

A dining area with a wooden table, chairs, and a ceiling fan.

7. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

$262 nightly

Nov 10 - Nov 11

Total with taxes and fees

A hot tub with a string of lights above it, set against a dark night sky.

8. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Sherwood Forest

Frank M.

$326 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

9. Home in Great Barrington

Great Barrington

Janet G.

$281 nightly

Nov 10 - Nov 11

Total with taxes and fees

A dining area with a wooden table, black chairs, and a vase with green plants.

10. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Eric H.

$257 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

11. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

$186 nightly

Nov 10 - Nov 11

Total with taxes and fees

A hot tub with a wooden deck and chairs, a white building with windows, and a clear sky.

12. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale

Kyle R.

$350 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

13. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Marcia O.

$262 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

14. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

$190 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a dining area, built-in shelves, and a large window.

15. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

$264 nightly

Nov 10 - Nov 11

Total with taxes and fees

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

16. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

$356 nightly

Nov 18 - Nov 19

Total with taxes and fees

A cozy living room with a sofa, armchair, wooden coffee table, and a dining area with a table and chairs.

17. Ideal location for summer and winter activities with plenty of outdoor space.

Hillsdale

Richard M.

$299 nightly

Nov 15 - Nov 16

Total with taxes and fees

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

18. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

$534 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a dining area, a kitchen, and a large window.

19. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

$205 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern living room with a sofa, armchair, coffee table, and TV.

20. Spacious Central Berkshires Home for Groups

Lee

neil s.

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Find vacation rentals that suit your style

Top Beartown State Forest Hotel Reviews

A lodge with a large building and a dock by a lake, surrounded by forest.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

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

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Quality Inn Lee - Lenox South

Lee

10/10 Excellent

Anonymous traveler

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

Quality Inn Great Barrington

Downtown Great Barrington

10/10 Excellent

Andrew

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

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

Monument Mountain Motel

Great Barrington

10/10 Excellent

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

A hotel patio with outdoor seating and a fire pit.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

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

Berkshires Untold

Lenox

10/10 Excellent

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

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

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe