A lush green landscape with a lake and rolling hills under a cloudy sky.

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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 South Lee

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

1. 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, (1,000 reviews)
"Nice place to stay"
United States
Michael
The price is CA $158
CA $204 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A covered porch with string lights, a ceiling fan, and outdoor seating.

2. Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods
Stockbridge
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful time, we’d be happy to come back again "
United States
Ofer C.
The price is CA $486
CA $876 total
includes taxes & fees
Nov 18 - Nov 19
Secluded Family Home in Serene Stockbridge Woods
An aerial view of a residential area with a prominent white building with a dark roof, surrounded by autumn-colored trees.

3. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 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
The price is CA $224
CA $322 total
includes taxes & fees
Nov 29 - Nov 30
The Red Lion Inn
A wooden deck with a table and chairs, overlooking a road with a mountain in the distance.

4. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
The price is CA $80
CA $89 total
includes taxes & fees
Dec 6 - Dec 7
Econo Lodge Lee - Great Barrington
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

5. 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)
"clean room - pleasant staff"
United States
Tina
The price is CA $152
CA $169 total
includes taxes & fees
Dec 13 - Dec 14
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.

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is CA $122
CA $136 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Lee - Lenox South
Front of property

7. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is CA $329
CA $385 total
includes taxes & fees
Nov 16 - Nov 17
The Inn at Stockbridge
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

8. 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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is CA $128
CA $143 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

9. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is CA $110
CA $123 total
includes taxes & fees
Nov 16 - Nov 17
Sunset Inn
A bedroom with two beds, a wall-mounted clock, and framed pictures.

10. 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
The price is CA $135
CA $150 total
includes taxes & fees
Dec 13 - Dec 14
The Little Lion
A vintage turquoise Ford truck parked in front of a building labeled "CHAMBÉRY INN."

11. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is CA $249
CA $278 total
includes taxes & fees
Nov 22 - Nov 23
Chambery Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

12. 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
The price is CA $229
CA $256 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A neatly made bed with white linens, two bedside lamps, a nightstand with a telephone, and a painting on the wall.

13. 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
The price is CA $85
CA $95 total
includes taxes & fees
Nov 15 - Nov 16
Monument Mountain Motel
Two Adirondack chairs facing a river with a forested hill in the background.

14. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is CA $163
CA $182 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

15. 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
The price is CA $107
CA $119 total
includes taxes & fees
Nov 16 - Nov 17
Travelodge by Wyndham Great Barrington Berkshires
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

16. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is CA $108
CA $120 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Great Barrington
An outdoor patio area with a circular fire pit surrounded by wicker furniture and a stone fire table.

17. 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
The price is CA $162
CA $181 total
includes taxes & fees
Dec 13 - Dec 14
Courtyard by Marriott Lenox Berkshires
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (984 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is CA $164
CA $184 total
includes taxes & fees
Nov 17 - Nov 18
Hotel On North
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

19. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is CA $526
CA $587 total
includes taxes & fees
Nov 18 - Nov 19
Devonfield Inn B&B
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,270 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is CA $109
CA $154 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
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 South Lee Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"clean room - pleasant staff"
Tina 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about South Lee

South Lee Resorts information

Number of reviews
5,293
Accommodation
9 Resorts
Lowest Price
CA $89
Highest Price
CA $876

Frequently asked questions

What can I expect from a resort vacation in South Lee?
Dreaming of a relaxing escape? You deserve the comforts of a resort, where you can find everything you want for your trip from tasty food and drink options to entertainment and shopping. Choose from 5 resorts in South Lee and discover the best one for you, whether you envision yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a top resort for my stay in South Lee?
July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - Features a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - Enjoy the fitness center.
How many resorts are there in South Lee?
Take your pick from Expedia's 5 resorts in South Lee where you'll find great entertainment, beautiful rooms, and more.
What can I do in South Lee?
Travelers like the food and drink options in South Lee, and have good things to say about its dining options and cheese shops. Learn about the local history at monuments like Chesterwood, or bring the kids to Berkshire Botanical Garden for some family fun. Other attractions in the area include Housatonic River and National Shrine of the Divine Mercy.
What's the seasonal weather like in South Lee?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in South Lee 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 South Lee?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 10.2 mi (16.4 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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