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

A modern hotel lobby with seating areas, tables, and a reception desk.

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, (861 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
$90 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

2. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Great location friendly staff"
United States
David
$76 nightly
The price is $85
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Great Barrington
Sundeck

3. 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 16 - Nov 17
Total with taxes and fees
Berkshire Travel Lodge
A neatly made bed with white linens, two bedside lamps, a nightstand with a telephone, and a painting on the wall.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
$67 nightly
The price is $74
Nov 16 - Nov 17
Total with taxes and fees
Monument Mountain Motel
A covered outdoor seating area with white picket fencing, plastic chairs, hanging flower baskets, and a white van in the background.

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 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 16 - Nov 17
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
A red building with a sign reading "Shaker Mill Inn".

6. 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 16 - Nov 17
Total with taxes and fees
Shaker Mill Inn
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, (627 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 16 - Nov 17
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

8. 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
$154 nightly
The price is $172
Dec 6 - Dec 7
Total with taxes and fees
Inn at Silver Maple Farm
A bedroom with two beds, a wall-mounted clock, and framed pictures.

9. 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 16 - Nov 17
Total with taxes and fees
The Little Lion
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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, (823 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 22 - Nov 23
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An aerial view of a residential area with a prominent white building with a dark roof, surrounded by autumn-colored trees.

11. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
$197 nightly
The price is $221
Nov 22 - Nov 23
Total with taxes and fees
The Red Lion Inn
A wooden pergola structure in a garden setting with potted plants and a stone bench.

12. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (258 reviews)
"Great clean, economical place to stay."
United States
Patrick
$112 nightly
The price is $125
Nov 18 - Nov 19
Total with taxes and fees
Chatham Travel Lodge
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

13. 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, (1,005 reviews)
"clean room - pleasant staff"
United States
Tina
$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 modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,001 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
$85 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Lee - Lenox South
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

15. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (159 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
$149 nightly
The price is $167
Nov 17 - Nov 18
Total with taxes and fees
Little Cat Lodge
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

16. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (197 reviews)
"Great stay"
United States
George
$82 nightly
The price is $92
Nov 19 - Nov 20
Total with taxes and fees
Micosta Leisure Inn
A reception area with a wooden reception desk, a seating area with sofas, a colorful stained glass window, a mounted television, and various potted plants.

17. 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
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)
"The location was good for our trip."
United States
Basil
$126 nightly
The price is $141
Dec 12 - Dec 13
Total with taxes and fees
The Yankee Inn
An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

19. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
$114 nightly
The price is $127
Dec 13 - Dec 14
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,074 reviews)
"Nice Hotel"
United States
Juan
$106 nightly
The price is $119
Nov 17 - Nov 18
Total with taxes and fees
Berkshires Untold
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 Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Staff is ver courteous and helpful. We really enjoyed our stay."
Venus Maria R 4-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Spencertown

Spencertown Resorts information

Number of reviews
2,805
Accommodation
4 Resorts
Lowest Price
$69
Highest Price
$221

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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