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
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Spencertown

Outdoor pool

1. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (516 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 12 - Oct 13
Total with taxes and fees
Berkshire Travel Lodge
A modern hotel lobby with seating areas, tables, and a reception desk.

2. 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, (835 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
$83 nightly
The price is $93
Nov 10 - Nov 11
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A red building with a sign reading "Shaker Mill Inn."

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
$129 nightly
The price is $142
Nov 10 - Nov 11
Total with taxes and fees
Shaker Mill Inn
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

4. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
$76 nightly
The price is $85
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Great Barrington
A wooden deck with white railings and hanging flower baskets.

5. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (247 reviews)
"I had a very nice stay. The staff was friendly and helpful and my room was clean and comfortable. This hotel was conveniently located for my needs and I’d stay here again. The owner is a lovely lady."
United States
andrew
$112 nightly
The price is $125
Oct 11 - Oct 12
Total with taxes and fees
Chatham Travel Lodge
A group of people performing yoga in an outdoor setting with grass and trees.

6. 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
$69 nightly
The price is $76
Oct 11 - Oct 12
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

7. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (921 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 1 - Nov 2
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.

8. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
$79 nightly
The price is $88
Oct 12 - Oct 13
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A large house with a balcony and a grassy yard.

9. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (622 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
$115 nightly
The price is $128
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

10. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$195 nightly
The price is $218
Nov 4 - Nov 5
Total with taxes and fees
The Red Lion Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

11. 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, (814 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
$144 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

12. 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, (1,003 reviews)
"Room was spacious and clean"
United States
James
$93 nightly
The price is $104
Nov 1 - Nov 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (143 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
$149 nightly
The price is $167
Nov 10 - Nov 11
Total with taxes and fees
Little Cat Lodge
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Very nice stay"
United States
Christine
$93 nightly
The price is $103
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Lee - Lenox South
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

15. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
United States
Basil
$106 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

16. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 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
$174 nightly
The price is $195
Nov 8 - Nov 9
Total with taxes and fees
Inn at Silver Maple Farm
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

17. 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, (1,002 reviews)
"Beautiful setting, clean facilities. Thoroughly enjoyed my stay."
United States
Bob
$118 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (663 reviews)
"Nice hotel."
United States
Tracy
$126 nightly
The price is $140
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A hotel room with a bed, a desk, and two wall-mounted lamps.

19. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (703 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
$65 nightly
The price is $73
Nov 6 - Nov 7
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A building with a porch and multiple windows, surrounded by purple flowers.

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)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
$135 nightly
The price is $150
Oct 13 - Oct 14
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

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"The room was incredible. Just need to be a little friendly at the arrival."
Roberto 2-night trip
Posted 1 hour ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about Spencertown

Spencertown Resorts information

Number of reviews
11,922
Accommodation
4 Resorts
Lowest Price
$73
Highest Price
$218

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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