Hotels near Chesterwood

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Check prices for these dates

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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Top 10 Hotels Near Chesterwood

Tanglewood Suites
1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
8.0 out of 10, Very good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
The price is S$344
includes taxes & fees
26 Jun - 27 Jun
Tanglewood Suites
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is S$422
includes taxes & fees
2 Jul - 3 Jul
Granville House
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (413)
"Nice"
The price is S$199
includes taxes & fees
30 Jun - 1 Jul
Shaker Mill Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"I had excellent stay at the Red Lion Inn "
The price is S$335
includes taxes & fees
30 Jun - 1 Jul
The Red Lion Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (707)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is S$262
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Brook Farm Inn
1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

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

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is S$217
includes taxes & fees
26 Jun - 27 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (500)
"Convenience of contactless check in and driving up to door"
The price is S$186
includes taxes & fees
26 Jun - 27 Jun
The Little Lion
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (25)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
The price is S$300
includes taxes & fees
7 Jul - 8 Jul
East Rock Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (630)
"great place to stay"
The price is S$235
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Hampton Terrace Inn
Exterior

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
The price is S$565
includes taxes & fees
7 Jul - 8 Jul
Hampton Terrace Inn
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (721)
"Clean, warm, comfy bedding. Bathroom spotless. Friendly management."
Monument Mountain Motel
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (557)
"clean spacious rooms and common ateas"
The price is S$242
includes taxes & fees
1 Jul - 2 Jul
Courtyard by Marriott Lenox Berkshires
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is S$235
includes taxes & fees
30 Jun - 1 Jul
The Cornell Inn, Lenox & The Berkshires
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"Everything about our stay in The Loft was wonderful! The hot breakfast each morning was incredible. The entire inn was very clean and well kept. We will definitely be back! "
The price is S$262
includes taxes & fees
26 Jun - 27 Jun
Inn at Silver Maple Farm
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
"Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!"
The price is S$232
includes taxes & fees
30 Jun - 1 Jul
The Dewey
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is S$206
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (245)
"Wonderful ambience and people!"
The price is S$237
includes taxes & fees
30 Jun - 1 Jul
The Whitlock
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.

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.