Top Hotels Near Chesterwood in South Lee from AU$101

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Accommodation near 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 AU$567
includes taxes & fees
15 Oct - 16 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1007)
"great place have stayed several times, and hope to return."
The price is AU$367
includes taxes & fees
28 Sept - 29 Sept
The Red Lion Inn

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (427)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is AU$275
includes taxes & fees
24 Sept - 25 Sept
Shaker Mill Inn

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

3.5 star property
9.0 out of 10, Wonderful, (734)
"The lodging was convenient to all the area attractions."
The price is AU$225
includes taxes & fees
25 Sept - 26 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, (738)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is AU$283
includes taxes & fees
2 Oct - 3 Oct
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (754)
"Good value for the price"
Monument Mountain Motel

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (533)
"Comfy, quiet, and clean "
The price is AU$175
includes taxes & fees
28 Sept - 29 Sept
The Little Lion

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (662)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is AU$210
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
Devonfield Inn B&B

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (1007)
"Very nice staff!!"
The price is AU$101
includes taxes & fees
28 Sept - 29 Sept
Pleasant Valley Motel West Stockbridge

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, (549)
"Excellent location, friendly service, clean, comfortable room."
The price is AU$127
includes taxes & fees
28 Sept - 29 Sept
Travelodge by Wyndham Great Barrington Berkshires

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1004)
"Very convenient off I 90 - nice breakfast area - friendly staff"
The price is AU$186
includes taxes & fees
7 Oct - 8 Oct
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Great location and close enough to walk to shops and restaurants. "
The price is AU$157
includes taxes & fees
7 Oct - 8 Oct
Quality Inn

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (32)
"Room was really comfortable and clean. Beautiful views from the main court yard during the day and at night the sky was full of stars. Amazing. "
The price is AU$240
includes taxes & fees
7 Oct - 8 Oct
East Rock Inn

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (305)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
The price is AU$204
includes taxes & fees
24 Sept - 25 Sept
Apple Tree Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (633)
"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 AU$109
includes taxes & fees
22 Oct - 23 Oct
Econo Lodge Lee - Great Barrington

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (728)
"Rooms are a clean and upgraded motel. Nice lobby and rooms. "
The price is AU$203
includes taxes & fees
25 Sept - 26 Sept
Berkshires Untold

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (270)
"Wonderful ambience and people!"
The price is AU$286
includes taxes & fees
30 Sept - 1 Oct
The Whitlock

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (574)
"Fabulous place"
The price is AU$273
includes taxes & fees
29 Sept - 30 Sept
Courtyard by Marriott Lenox Berkshires
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

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.

National Shrine of the Divine Mercy

National Shrine of the Divine Mercy

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

The Mount

The Mount

You can spend an afternoon studying the exhibits at The Mount in Lenox. While you're in the area, stroll along the lakeside.

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.