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Top Trending Hotels Near Chesterwood

Our top choices for Chesterwood hotels

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Wonderful old inn; chock full of charm."
The price is ₹13,856
₹19,415 total
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn

Tanglewood Suites

2.5 star property
6.8 out of 10, (20)
"The owner did not honor our confirmed Expedia reservation, so we had to find a hotel at the last minute. She made up various excuses and was very rude."
The price is ₹23,713
₹23,713 total
includes taxes & fees
7 Sept - 8 Sept
Tanglewood Suites

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (716)
"Pleasant stay"
The price is ₹8,392
₹10,605 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (733)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is ₹14,016
₹15,656 total
includes taxes & fees
10 Sept - 11 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (746)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (656)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is ₹10,931
₹12,210 total
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (1001)
"Very nice staff!!"
The price is ₹6,128
₹6,723 total
includes taxes & fees
10 Sept - 11 Sept
Pleasant Valley Motel West Stockbridge

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Great location and close enough to walk to shops and restaurants. "
The price is ₹8,167
₹9,123 total
includes taxes & fees
21 Sept - 22 Sept
Quality Inn

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (293)
"Beautiful stay in a quiet location. The view from the pool is exceptional! "
The price is ₹10,631
₹11,875 total
includes taxes & fees
21 Sept - 22 Sept
Apple Tree Inn

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Staff was nice, room was clean."
The price is ₹9,609
₹10,733 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is ₹6,611
₹7,385 total
includes taxes & fees
7 Sept - 8 Sept
Travelodge by Wyndham Great Barrington Berkshires

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (30)
"Quit eat and comfortable "
The price is ₹11,311
₹12,635 total
includes taxes & fees
22 Sept - 23 Sept
East Rock Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ₹11,255
₹16,019 total
includes taxes & fees
7 Sept - 8 Sept
The Cornell Inn, Lenox & The Berkshires

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (630)
"This property seemed improved over my last stay. It was clean and convenient for access to the local area amenities. I would stay there the next time I am in the area."
The price is ₹5,598
₹6,253 total
includes taxes & fees
24 Sept - 25 Sept
Econo Lodge Lee - Great Barrington

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (573)
"Fabulous place"
The price is ₹14,545
₹16,247 total
includes taxes & fees
8 Sept - 9 Sept
Courtyard by Marriott Lenox Berkshires

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is ₹12,663
₹14,145 total
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn & Suites Berkshires-Lenox

Sunset Inn

2.0 star property
7.6 out of 10, Good, (403)
"No frills but it was a great stay!"
The price is ₹8,631
₹9,640 total
includes taxes & fees
9 Sept - 10 Sept
Sunset Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (619)
"the best value and nicest place in the berkshires. nightly rate unbeatable in the entire region "
The price is ₹5,800
₹8,447 total
includes taxes & fees
7 Sept - 8 Sept
Berkshire Mountain Lodge

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (709)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is ₹14,161
₹15,818 total
includes taxes & fees
7 Sept - 8 Sept
Berkshires Untold
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.

Top Chesterwood Hotel Reviews

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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, take a look at the 8 hotels and other accommodation options you'll find within a mile.

Where is the best place 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 traveller 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 will I find near Chesterwood?

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

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

Yes! You'll find that most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best options available near Chesterwood.

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.