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Dec 9 - Dec 10
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Dec 10 - Dec 11
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Compare 1,351 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Property amenity
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 star property
South Lee
9.0 out of 10, Wonderful, (797)
"Place was great!"
United States
Benjamin
The price is ￥17,744
￥22,865 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is ￥13,904
￥15,531 total
includes taxes & fees
Dec 16 - Dec 17
The Yankee, Trademark Collection by Wyndham
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1004)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is ￥15,719
￥17,558 total
includes taxes & fees
Dec 24 - Dec 25
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ￥16,150
￥19,744 total
includes taxes & fees
Dec 10 - Dec 11
Vacation Village in the Berkshires
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (810)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ￥17,032
￥19,025 total
includes taxes & fees
Dec 10 - Dec 11
Berkshires Untold
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ￥14,302
￥15,975 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ￥15,096
￥16,862 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ￥23,220
￥32,876 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Red Lion Inn
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is ￥26,032
￥29,950 total
includes taxes & fees
Dec 10 - Dec 11
The Cornell Inn, Lenox & The Berkshires
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (781)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Exterior
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, (706)
"Great hospitality "
United States
regina maria
The price is ￥15,891
￥17,750 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ￥14,563
￥16,267 total
includes taxes & fees
Dec 11 - Dec 12
Best Western Plus Berkshire Hills Inn & Suites
Front of property - evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ￥23,144
￥25,851 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel On North
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ￥19,727
￥22,036 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ￥40,386
￥50,316 total
includes taxes & fees
Dec 10 - Dec 11
Prospect Berkshires
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ￥21,032
￥23,493 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott Lenox Berkshires
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥28,562
￥31,903 total
includes taxes & fees
Dec 10 - Dec 11
Jiminy Peak Mountain Resort
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is ￥11,650
￥13,014 total
includes taxes & fees
Dec 10 - Dec 11
Travelodge by Wyndham Great Barrington Berkshires
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is ￥16,342
￥17,926 total
includes taxes & fees
Dec 14 - Dec 15
Shaker Mill Inn
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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Stay near popular South Lee attractions

Chesterwood

5.0/5 (1 review)
Step inside the summer home and studio of Daniel Chester French, sculptor of the Lincoln Memorial's iconic statue. Explore his creative sanctuary amid gardens showcasing both finished works and preliminary models.
See properties

Learn more about South Lee

Tucked between the Berkshire hills, South Lee's historic Grange Hall hosts local art shows and farmers markets with fresh maple products. Rent kayaks at Laurel Lake for peaceful paddling, or visit nearby Stockbridge for Norman Rockwell Museum's iconic American artwork.

See all hotels in South Lee
Bash Bish Falls

Top South Lee Hotel Reviews

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

10/10 Excellent
"Excellent stay, nice, clean 2 bedroom Villa, staff excellent, amenities excellent, great location would definitely stay again "
Tracy 2-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

More cheap stays in South Lee

Quality Inn

Quality Inn

170 Housatonic Street Lee MA
The price is ￥14,104 per night from Dec 28 to Dec 29
￥14,104
￥15,754 total
Dec 28 - Dec 29
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)

Frequently asked questions

What's the best place for a stay in South Lee?
Based on our traveler data, Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG is one of the top choices for your stay. This hotel offers 2 indoor pools and 2 outdoor pools. Two other options for your visit to the area are Vacation Village in the Berkshires and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in South Lee.
What are some of the best vacation rentals in South Lee?
Pet Friendly Riverfront Home in Great Barrington: This vacation home rental outside of South Lee is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in South Lee.
If I need to cancel my hotel reservation in South Lee, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in South Lee.
Where can I learn more about changing or cancelling my trip to South Lee?
To access more information about picking new dates or cancelling your trip to South Lee, go to https://www.expedia.com/service/.
What's the best LGBTQ-friendly accommodation in South Lee?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG is a top LGBTQ-friendly hotel, and features 2 indoor pools and private balconies. Holiday Inn Club Vacations Oak 'n Spruce Resort is another good option for your stay. See all available hotels listed as LGBTQ-friendly in South Lee.
What's the best accommodation for a winter vacation in South Lee?
Holiday Inn Club Vacations Oak 'n Spruce Resort is a top resort for hitting the ski slopes, and features a fitness center and a sauna. This resort is located 17 minutes by car from Ski Butternut. See all ski hotels in South Lee.
What are some accommodations with pools in South Lee?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Vacation Village in the Berkshires and Berkshire Mountain Lodge are a couple of other choices that offer an onsite pool. View all hotels with pools in South Lee.
What's the best accommodation near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What's it like staying in South Lee?
Visitors to South Lee are sure to enjoy the restaurants. Tourists can also enjoy the city's ski areas, shopping, and coffeehouses. In South Lee, there are 29 hotels and other accommodations to choose from. Find out more about South Lee.
What is there to see in South Lee?
A couple of favorite places to visit are Housatonic River and Chesterwood. You'll also find National Shrine of the Divine Mercy and Naumkeag Museum in the area. Check out what more to see and do in Expedia's South Lee guide.
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.

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