Find hotels near Chesterwood, South Lee from SAR 250

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Compare 687 hotels close to Chesterwood with room rates, reviews, and availability. Most hotels are fully refundable.

Tanglewood Suites
Property grounds
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is SAR 823
SAR 823 total
includes taxes & fees
15 Nov - 16 Nov
Tanglewood Suites
Granville House
Room
Granville House
3.0 star property
10.0 out of 10, Exceptional, (76)
"The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "
The price is SAR 751
SAR 839 total
includes taxes & fees
1 Dec - 2 Dec
Granville House
Devonfield Inn B&B
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (117)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is SAR 1,011
SAR 1,129 total
includes taxes & fees
17 Nov - 18 Nov
Devonfield Inn B&B
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is SAR 714
SAR 797 total
includes taxes & fees
20 Nov - 21 Nov
Chambery Inn
The Red Lion Inn
Front of property
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"Excellent "
The price is SAR 458
SAR 679 total
includes taxes & fees
26 Nov - 27 Nov
The Red Lion Inn
Brook Farm Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is SAR 729
SAR 814 total
includes taxes & fees
26 Nov - 27 Nov
Brook Farm Inn
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, (671)
"Great hotel with nice staff and facilities. Close to grocery, restaurants and Stockbridge tourist attractions."
The price is SAR 571
SAR 638 total
includes taxes & fees
19 Nov - 20 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
East Rock Inn
Front of property
East Rock Inn
2.0 star property
9.2 out of 10, Wonderful, (11)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is SAR 445
SAR 497 total
includes taxes & fees
15 Dec - 16 Dec
East Rock Inn
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, (562)
"We came to the beautiful Berkshires to visit our daughter and family. We had a lovely comfortable stay for 2 nights where the staff was accommodating and friendly; bed was comfortable and room was spotlessly clean. The breakfast was wonderful. "
The price is SAR 443
SAR 495 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Monument Mountain Motel
Room
Monument Mountain Motel
2.5 star property
8.8 out of 10, Excellent, (677)
"Monument Mountain is a great bargain for a no-frills roadside motel. "
The price is SAR 250
SAR 279 total
includes taxes & fees
17 Nov - 18 Nov
Monument Mountain Motel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Terrace/patio
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (399)
"Lots of character, part of the center of town. Walk to downtown restaurants and shopping. "
The price is SAR 358
SAR 400 total
includes taxes & fees
17 Nov - 18 Nov
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Life House Berkshires
Lobby
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, (437)
"Beautiful hotel close enough drive to multiple towns and hiking areas. Very comfortable beds. Beautiful restroom! TV has Apple compatibility if you are looking for that. The restaurant was absolutely amazing and they use all local business. Absolutely amazing!"
The price is SAR 364
SAR 407 total
includes taxes & fees
20 Nov - 21 Nov
Life House Berkshires
Hampton Inn & Suites Berkshires-Lenox
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"Staff was extremely friendly. The last morning we were there this sweet woman in the breakfast area told us that the kitchen was going to be closing and asked if I wanted anything else. It was about five of 10. I said eggs and she went into the kitchen and brought me out eggs, ketchup, salt, and pepper and a dish right to my table so super sweet, my husband and I will definitely be coming back "
The price is SAR 444
SAR 496 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Berkshires-Lenox
Hilton Garden Inn Lenox Pittsfield
Exterior
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (618)
"Check in and check out where quick and easy. The room was comfortable and clean. The staff were nice and accommodating. Central location to surrounding attractions. "
The price is SAR 537
SAR 600 total
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Lenox Pittsfield
The Yankee, Trademark Collection by Wyndham
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Hot tub was great, good breakfast selection. Staff was courteous and very helpful. We would have liked the pool a bit warmer."
The price is SAR 364
SAR 407 total
includes taxes & fees
5 Dec - 6 Dec
The Yankee, Trademark Collection by Wyndham
Quality Inn
Exterior
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1000)
"Very clean and comfortable. Would stay again!"
The price is SAR 293
SAR 327 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn
Quality Inn
Exterior
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1000)
"Decent room at a decent price. Only put off by musty smell in room. "
The price is SAR 268
SAR 299 total
includes taxes & fees
5 Dec - 6 Dec
Quality Inn
Little Cat Lodge
Front of property
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (27)
"Loved the place just go! "
The price is SAR 673
SAR 726 total
includes taxes & fees
17 Nov - 18 Nov
Little Cat Lodge
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (511)
"Not many tv channels to select from "
The price is SAR 259
SAR 290 total
includes taxes & fees
17 Nov - 18 Nov
Travelodge by Wyndham Great Barrington Berkshires
Berkshire Mountain Lodge
Exterior
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (410)
"My husband and I stayed here for 3 nights. It was a great location and the accommodations were exceptional. Loved having the separate bedroom and kitchen. It was quiet too. My husband watched football late into the evening and I went to bed... didn't hear his TV at all. Also we didn't hear any neighbors either... but I don't think the hotel was full. It was getting to be past peak on fall colors. Too bad they have only 1-bedroom rooms. Would have been fun to have more family members join in...
The price is SAR 620
SAR 768 total
includes taxes & fees
20 Nov - 21 Nov
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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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.