Find hotels near Chesterwood, South Lee from £122

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Top Hotels Close to Chesterwood

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 £405
includes taxes & fees
14 Jul - 15 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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 £196
includes taxes & fees
1 Jul - 2 Jul
Tanglewood Suites

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 £203
includes taxes & fees
1 Jul - 2 Jul
Granville House

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
The price is £390
includes taxes & fees
11 Jul - 12 Jul
Devonfield Inn B&B

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (413)
"Nice"
The price is £132
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (366)
"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

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had excellent stay at the Red Lion Inn "
The price is £197
includes taxes & fees
7 Jul - 8 Jul
The Red Lion Inn

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 £169
includes taxes & fees
2 Jul - 3 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

3.5 star property
9.0 out of 10, Wonderful, (663)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is £141
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (501)
"Convenience of contactless check in and driving up to door"
The price is £122
includes taxes & fees
7 Jul - 8 Jul
The Little Lion

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 £137
includes taxes & fees
2 Jul - 3 Jul
East Rock Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (632)
"great place to stay"
The price is £135
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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

3.0 star property
9.2 out of 10, Wonderful, (558)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is £162
includes taxes & fees
1 Jul - 2 Jul
Courtyard by Marriott Lenox Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"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 £155
includes taxes & fees
6 Jul - 7 Jul
The Cornell Inn, Lenox & The Berkshires

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (618)
"Good Attentive Staff with Good Comfortable Room."
The price is £161
includes taxes & fees
1 Jul - 2 Jul
Berkshires Untold

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"The Inn was welcoming and comfortable with homemade cookies waiting for us at check in! The decor was especially inviting, we loved it! The staff that took our breakfast order, was equally warm, inviting, and accommodating. "
The price is £188
includes taxes & fees
6 Jul - 7 Jul
Inn at Silver Maple Farm

The Dewey

3.5 star property
8.8 out of 10, Excellent, (314)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is £161
includes taxes & fees
1 Jul - 2 Jul
The Dewey

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (479)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is £141
includes taxes & fees
1 Jul - 2 Jul
The Constance by the Lenox Collection

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (245)
"Wonderful ambience and people!"
The price is £165
includes taxes & fees
1 Jul - 2 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.