A diner with a green roof and a red barn in the background.

Best Resorts in Spencertown

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Spencertown

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

1. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (856 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
$83 nightly
The price is $93
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby sitting area

2. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
$76 nightly
The price is $85
Nov 10 - Nov 11
Total with taxes and fees
Berkshire Travel Lodge
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 30 - Dec 1
Total with taxes and fees
Quality Inn Great Barrington
A group of people performing yoga in an outdoor setting with grass and trees.

4. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
$63 nightly
The price is $69
Nov 10 - Nov 11
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A red building with a sign reading "Shaker Mill Inn."

5. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
$145 nightly
The price is $159
Nov 12 - Nov 13
Total with taxes and fees
Shaker Mill Inn
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
$67 nightly
The price is $74
Nov 10 - Nov 11
Total with taxes and fees
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

7. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
$75 nightly
The price is $84
Nov 10 - Nov 11
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A wooden deck with white railings and hanging flower baskets.

8. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (256 reviews)
"Great clean, economical place to stay."
United States
Patrick
$112 nightly
The price is $125
Nov 10 - Nov 11
Total with taxes and fees
Chatham Travel Lodge
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

9. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
$164 nightly
The price is $184
Dec 3 - Dec 4
Total with taxes and fees
Inn at Silver Maple Farm
A gym with treadmills, an elliptical, and a weight bench with dumbbells.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

11. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
$195 nightly
The price is $218
Nov 29 - Nov 30
Total with taxes and fees
The Red Lion Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
$107 nightly
The price is $120
Dec 6 - Dec 7
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large house with a balcony and a grassy yard.

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
$115 nightly
The price is $128
Nov 10 - Nov 11
Total with taxes and fees
The Little Lion
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

14. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
$93 nightly
The price is $104
Dec 1 - Dec 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

15. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
$86 nightly
The price is $96
Dec 8 - Dec 9
Total with taxes and fees
Quality Inn Lee - Lenox South
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

16. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
$158 nightly
The price is $176
Dec 10 - Dec 11
Total with taxes and fees
Little Cat Lodge
A hotel room with a bed, a television, a wardrobe, and a bathroom visible through an open door.

17. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
$210 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Garden Gables
Two Adirondack chairs facing a river with a forested hill in the background.

18. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
$111 nightly
The price is $124
Nov 15 - Nov 16
Total with taxes and fees
The Yankee Inn
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

19. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
$126 nightly
The price is $140
Nov 15 - Nov 16
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Nice place to stay"
United States
Michael
$128 nightly
The price is $143
Nov 10 - Nov 11
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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.
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Top Spencertown Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Stayed here on my trip to Thunder Mountain Bike Park. The service was very good. Great communication thru out the days up to my reservation. Got here check in was quick and easy. The room was exactly as it looked in the pictures. It was clean and well taken care of. Only thing that was a bummer was the pool and hot tub are being worked on so they weren't available but they did say you could use the amenities at another resort but it's about 25-30 mins away. That's why the service is four stars nothing against the how they stayed in communication with me. They did let me know ahead of time which was nice."
Anthony 3-night trip
Posted 3 hours ago
Berkshire Mountain Lodge

Find out more about Spencertown

Spencertown Resorts information

Number of reviews
6,474
Accommodation
4 Resorts
Lowest Price
$69
Highest Price
$235

Frequently asked questions

What is Spencertown like for a resort vacation?
You deserve a vacation, and a resort is just the place to pamper yourself with the services and amenities you need for a relaxing time in Spencertown. One of the comfortable resort hotels in the area might be just what you're searching for, whether you're hoping for an amazing pool, blissful spa treatments, or nightly entertainment options.
What's a favorite resort for my stay in Spencertown?
Our top-rated resorts around Spencertown: July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 12.1 mi (19.5 km) from Spencertown. Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 12.3 mi (19.8 km) from Spencertown. Enjoy the fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 12.3 mi (19.8 km) from Spencertown. Amenities include a fitness center.
What can I do in Spencertown?
Berkshire Botanical Garden, Norman Rockwell Museum, and Catamount Aerial Adventure Park are a few interesting places to visit nearby. Other attractions in the area include Stockbridge Bowl and Naumkeag Museum.
What's the weather like in Spencertown?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Spencertown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Spencertown?
Fly into Hudson, NY (HCC-Columbia County), which is located 10.5 mi (16.9 km) away from the city center. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 13.6 mi (21.9 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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