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Hotels in South Lee

Choose from 1360 South Lee Hotel Deals

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 20 min walk from Chesterwood
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (642 reviews)
"Good value"

Reviewed on May 26, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 17 min drive from Chesterwood
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (598 reviews)
"Great spot for hitting hiking spots"

Reviewed on May 27, 2025

Berkshires Untold
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 16 min drive from Chesterwood
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Clean rooms and friendly staff. Conveniently located as well!"

Reviewed on May 27, 2025

Quality Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 6 min drive from Chesterwood
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
"The staff handled my needs very quickly. We were right by the lake and had a small private porch on which we could we could relax."

Reviewed on May 27, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 20 min drive from Chesterwood
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,002 reviews)
"It was a nice place to stay overall. They were in the middle of doing renovations at the time. Our room was nicely done, but it appeared that they didn’t update the bed. It wasn’t firm and somewhat worn which affected my sleep. The walls were thin and I could hear the person in the next room talking ..."

Reviewed on May 20, 2025

The Yankee, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
  • 20 min drive from Chesterwood
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (727 reviews)
"Loved the room with the big tub."

Reviewed on May 15, 2025

Howard Johnson by Wyndham Lenox
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 25 min drive from Chesterwood
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)

Reviewed on May 19, 2025

Best Western Plus Berkshire Hills Inn & Suites
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 47 min drive from Chesterwood
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,807 reviews)
"It was a great stay the room was roomy, the Jacuzzi in the bed room was a great touch. Full kitchen that I was able to cook meals, the balcony was great I enjoyed sitting outside. The kids enjoy the movie theater, pool, game room and park. All in all great stay"

Reviewed on May 19, 2025

Vacation Village in the Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 8 min walk from Chesterwood
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,001 reviews)
"Perfect for our needs."

Reviewed on May 19, 2025

The Red Lion Inn
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 12 min drive from Chesterwood
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (399 reviews)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."

Reviewed on May 22, 2025

The Constance by the Lenox Collection
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
  • 27 min drive from Chesterwood
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (786 reviews)
"Their parking garage appeared to be under construction. I support of that they offered free valet parking, which would have been fine except that I drive a manual transmission car at a time when they did not have a valet who could drive it, which caused a minor delay. Other than that, I would highly ..."

Reviewed on May 15, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 21 min drive from Chesterwood
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (480 reviews)
"Great place and staff. Would stay again !!!!"

Reviewed on May 22, 2025

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.

Find cheap hotels in South Lee

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Frequently Asked Questions About South Lee hotels

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How many hotels are there in South Lee?

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