Top Hotels Near Chesterwood in South Lee from NZ$142

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Accommodation near Chesterwood

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Wonderful old inn; chock full of charm."
The price is NZ$390
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is NZ$635
includes taxes & fees
22 Sept - 23 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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 NZ$457
includes taxes & fees
9 Sept - 10 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, (718)
"Pleasant stay"
The price is NZ$204
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (425)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is NZ$279
includes taxes & fees
10 Sept - 11 Sept
Shaker Mill Inn

Granville House

3.0 star property
10.0 out of 10, Exceptional, (84)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is NZ$472
includes taxes & fees
9 Sept - 10 Sept
Granville House

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (734)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is NZ$301
includes taxes & fees
14 Sept - 15 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (531)
"Comfy, quiet, and clean "
The price is NZ$282
includes taxes & fees
9 Sept - 10 Sept
The Little Lion

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 NZ$235
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is NZ$240
includes taxes & fees
14 Sept - 15 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The price is NZ$787
includes taxes & fees
9 Sept - 10 Sept
The Inn at Stockbridge

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

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery 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 NZ$142
includes taxes & fees
9 Sept - 10 Sept
Travelodge by Wyndham Great Barrington Berkshires

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 NZ$229
includes taxes & fees
9 Sept - 10 Sept
Apple Tree Inn

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Staff was nice, room was clean."
The price is NZ$207
includes taxes & fees
14 Sept - 15 Sept
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1009)
"Great location and close enough to walk to shops and restaurants. "
The price is NZ$176
includes taxes & fees
21 Sept - 22 Sept
Quality Inn

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (30)
"Quit eat and comfortable "
The price is NZ$243
includes taxes & fees
22 Sept - 23 Sept
East Rock Inn

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (160)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
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Top Chesterwood Hotel Reviews

Stay close to other popular attractions

Tanglewood Music Center
Tanglewood Music Center

Tanglewood Music Center

You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside.

Animagic Museum of Animation

Animagic Museum of Animation

You can spend an afternoon browsing the exhibits at Animagic Museum of Animation during your travels in Lee. Amble around the area's gardens or attend a sporting event.

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 10 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 10 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.