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

Best Resorts in South Lee

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
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, (1,002 reviews)
"Nice place to stay"
United States
Michael
$128 nightly
The price is $143
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

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.
$534 nightly
The price is $597
Nov 9 - Nov 10
Total with taxes and fees
Secluded Family Home in Serene Stockbridge Woods
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

3. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 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 12 - Nov 13
Total with taxes and fees
The Red Lion Inn
A wooden deck with a view of a road, a building with a porch, and a sign for EconoLodge.

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
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees
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)
"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 3 - Dec 4
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
$85 nightly
The price is $95
Dec 2 - Dec 3
Total with taxes and fees
Quality Inn Lee - Lenox South
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

7. 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, (854 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 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
$255 nightly
The price is $285
Nov 15 - Nov 16
Total with taxes and fees
The Inn at Stockbridge
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, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
$86 nightly
The price is $96
Nov 16 - Nov 17
Total with taxes and fees
The Little Lion
A swimming pool with a fenced area, lounge chairs, and a warning sign.

10. 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
$79 nightly
The price is $88
Nov 13 - Nov 14
Total with taxes and fees
Sunset Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

11. 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 8 - Nov 9
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

12. 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
$369 nightly
The price is $412
Nov 13 - Nov 14
Total with taxes and fees
Devonfield Inn B&B
A two-story building with a sign reading "Chambéry Inn".

13. 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
$201 nightly
The price is $225
Nov 8 - Nov 9
Total with taxes and fees
Chambery Inn
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

14. 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, (821 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 12 - Nov 13
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

15. Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (336 reviews)
"can’t get in touch with the front desk after six. If you don’t check in at 6 go find an other place to stay"
United States
james
$89 nightly
The price is $99
Nov 8 - Nov 9
Total with taxes and fees
Pilgrim Inn
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, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Great Barrington
Two Adirondack chairs facing a river with a forested hill in the background.

17. 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
$112 nightly
The price is $125
Nov 12 - Nov 13
Total with taxes and fees
The Yankee Inn
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

18. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
$67 nightly
The price is $74
Nov 8 - Nov 9
Total with taxes and fees
Monument Mountain Motel
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, (688 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
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
$103 nightly
The price is $115
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Gorgeous setting, comfortable beds and luxurious accommodations."
Carol 1-night trip
Posted 8 hours ago
Vacation Village in the Berkshires

Find out more about South Lee

South Lee Resorts information

Number of reviews
6,928
Accommodation
9 Resorts
Lowest Price
$63
Highest Price
$597

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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