Find hotels near Chesterwood, South Lee from SAR 225

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Compare 694 hotels close to Chesterwood with room rates, reviews, and availability. Most hotels are fully refundable.

The Red Lion Inn
Front of property

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Lively plae"
The price is SAR 475
SAR 698 total
includes taxes & fees
6 Jan - 7 January 2025
The Red Lion Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"The hotel was great! The attached AMAZING Indian restaurant was an unexpected treat! "
The price is SAR 380
SAR 424 total
includes taxes & fees
1 Jan - 2 January 2025
The Black Swan Lee - Lenox, Ascend Hotel Collection
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (457)
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."
The price is SAR 334
SAR 373 total
includes taxes & fees
6 Jan - 7 January 2025
Life House Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Exterior

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (419)
"Front desk staff was outstanding."
The price is SAR 582
SAR 650 total
includes taxes & fees
1 Jan - 2 January 2025
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (573)
"It was nice an omar the worker in the game room is very nice.helpful and grate personality....an the place was clean an nice"
The price is SAR 484
SAR 593 total
includes taxes & fees
6 Jan - 7 January 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (676)
"Service was good. Great location and good breakfast."
The price is SAR 604
SAR 675 total
includes taxes & fees
6 Jan - 7 January 2025
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1001)
"the staff was great. rooms where clean there is a bar on site & a bottle of red wine complimentary in the room. a lot in the area unfortunately it was too cold to enjoy a lot of of it"
The price is SAR 458
SAR 537 total
includes taxes & fees
13 Jan - 14 January 2025
The Cornell Inn, Lenox
Courtyard by Marriott Lenox Berkshires
Exterior

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (542)
"Staff were pleasant and helpful. Limited menu at the hotel's bistro, but two restaurants across the busy road. Pool is much smaller than it looks in the photo and hot tub was too hot. Rooms somewhat small but well laid-out."
The price is SAR 541
SAR 604 total
includes taxes & fees
12 Jan - 13 January 2025
Courtyard by Marriott Lenox Berkshires
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great hotel for the price we paid."
The price is SAR 317
SAR 355 total
includes taxes & fees
1 Jan - 2 January 2025
Quality Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (361)
"Everything was amazing. It was truly an experience. "
The price is SAR 713
SAR 797 total
includes taxes & fees
29 Dec - 30 Dec
Chambery Inn
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (444)
"The location was great, and being pet friendly was a Pius."
The price is SAR 287
SAR 321 total
includes taxes & fees
8 Jan - 9 January 2025
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Exterior

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (577)
"Great comfortable stay. Front desk, breakfast and cleaning staff are the BEST!"
The price is SAR 469
SAR 524 total
includes taxes & fees
1 Jan - 2 January 2025
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (233)
"This is the most pleasant and comfortable experience I’ve ever had in any hotel. The staff and amenities were outstanding. "
The price is SAR 473
SAR 555 total
includes taxes & fees
30 Dec - 31 Dec
Lakehouse Inn
Monument Mountain Motel
Room

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (691)
"went for a quick ski overnight. the motel was very clean, in good shape, quiet, pleasant check in/out experience, free coffee, everything in the room worked, the water was hot the pressure was good there was a fridge and microwave and blowdryer, comfy bed, plenty of hanging closet space, a little table and chair area by the front window, a nice view of the playground, good heating unit, and very convenient to everything you need and want to do here, and most of all affordable including my...
The price is SAR 250
SAR 279 total
includes taxes & fees
1 Jan - 2 January 2025
Monument Mountain Motel
Little Cat Lodge
Front of property

Little Cat Lodge

2.0 star property
9.0 out of 10, Wonderful, (28)
"Beautiful place"
The price is SAR 571
SAR 617 total
includes taxes & fees
8 Jan - 9 January 2025
Little Cat Lodge
Blackberry River Inn
Breakfast meal

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is SAR 589
SAR 677 total
includes taxes & fees
2 Jan - 3 January 2025
Blackberry River Inn
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Nice and clean rooms, great variety of free breakfast selections"
The price is SAR 316
SAR 353 total
includes taxes & fees
12 Jan - 13 January 2025
Quality Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (581)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is SAR 225
SAR 252 total
includes taxes & fees
29 Dec - 30 Dec
Econo Lodge Lee - Great Barrington
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is SAR 687
SAR 767 total
includes taxes & fees
3 Jan - 4 January 2025
Brook Farm Inn
Locust Tree Bed and Breakfast LLC
Exterior

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (373)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is SAR 394
SAR 453 total
includes taxes & fees
27 Dec - 28 Dec
Locust Tree Bed and Breakfast LLC
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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Frequently asked questions

What's the area like around Chesterwood?

Chesterwood is located in a scenic area of South Lee known for its beautiful lakeside setting and hiking. If you're looking for a convenient place to stay, check out the 8 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay close to Chesterwood?

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.6 km) from Chesterwood. Other good choices within a few miles include The Red Lion Inn and Tanglewood Suites.

How many hotels are there close to Chesterwood?

Expedia has 8 hotels and other accommodations within a mile from Chesterwood.

If I need to cancel the hotel reservation for my stay near Chesterwood, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best options available near Chesterwood.

Where can I learn more about changing or cancelling my trip in the area near Chesterwood?

For more information about picking new dates or cancelling your stay near Chesterwood, head over to our customer service page.

What can I see and do near Chesterwood?

You'll want to browse the exhibits at Norman Rockwell Museum and Mission House. Naumkeag Museum, The Mount, and Berkshire Theatre Festival are monuments to see when you're exploring the area around Chesterwood. Be sure to get some family photos at Berkshire Botanical Garden, Hoffman's Pottery, and Charles H. Baldwin & Sons while you're out sightseeing near Chesterwood.