Hotels near Chesterwood South Lee

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay near Chesterwood?

Suite, Private Bathroom (RedBird Suite) | View from room

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
0.6 km from Chesterwood
9.2 out of 10, Wonderful, (111 reviews)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is CNY2,240
CNY2,709 total
includes taxes & fees
Jun 23 - Jun 24
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
14.9 km from Chesterwood
9.2 out of 10, Wonderful, (1,011 reviews)
"Room and breakfast area were spotless, staff was great, and pool temperature was ideal! "
United States
Elke
The price is CNY754
CNY843 total
includes taxes & fees
Jun 15 - Jun 16
The Yankee Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
5.8 km from Chesterwood
9.6 out of 10, Exceptional, (460 reviews)
"Lovely spacious comfy room and nice tree view"
United States
hannah
The price is CNY1,011
CNY1,109 total
includes taxes & fees
Jun 10 - Jun 11
Shaker Mill Inn
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
8.6 km from Chesterwood
9.2 out of 10, Wonderful, (1,003 reviews)
"I liked the location and the room."
United States
Lucille
The price is CNY884
CNY988 total
includes taxes & fees
Jun 16 - Jun 17
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8 km from Chesterwood
8.8 out of 10, Excellent, (770 reviews)
"Great location, amenities, pool and hot tub for the kids, friendly staff, comfortable room."
United States
Jennifer
The price is CNY957
CNY1,069 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
12.5 km from Chesterwood
9.8 out of 10, Exceptional, (26 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CNY1,377
CNY1,538 total
includes taxes & fees
Jun 23 - Jun 24
Element by Marriott Lenox Berkshires
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
10.3 km from Chesterwood
8.6 out of 10, Excellent, (1,004 reviews)
"Very nice staff. Clean and comfortable rooms."
United States
SHANNON
The price is CNY638
CNY713 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Great Barrington
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
16.3 km from Chesterwood
9.6 out of 10, Exceptional, (79 reviews)
"The room is clean and thoughtfully appointed. Staff is pleasant and helpful."
United States
Joshua
The price is CNY1,032
CNY1,156 total
includes taxes & fees
Jun 10 - Jun 11
Little Cat Lodge
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
13 km from Chesterwood
9.0 out of 10, Wonderful, (981 reviews)
"The room is always clean. We enjoy our stay here every time we visit the Berkshires. We also love the food they serve in the motel restaurant. We love how clean and modern the property looks. Would come back here again when we visit Massachusetts."
United States
Preeyus
The price is CNY728
CNY813 total
includes taxes & fees
Jun 10 - Jun 11
Berkshires Untold
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
5.2 km from Chesterwood
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CNY2,366
CNY2,775 total
includes taxes & fees
Jun 10 - Jun 11
The Inn at Stockbridge
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
10.9 km from Chesterwood
8.6 out of 10, Excellent, (7 reviews)
"We had a lovely stay at the inn— Curry is a friendly, helpful innkeeper and couldn’t have been kinder! The room was spotless and spacious with a comfortable bed, and a lovely continental breakfast was provided. The short walk or drive to the charming downtown of Great Barrington made it even nicer! Highly recommend!"
United States
Lyn Bell
The price is CNY1,560
CNY1,743 total
includes taxes & fees
Jun 10 - Jun 11
The Berkshire Mountain Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
15.9 km from Chesterwood
9.0 out of 10, Wonderful, (971 reviews)
"large suite with kitchen, closer to shops and mountain"
Canada
Shamila
The price is CNY825
CNY1,073 total
includes taxes & fees
Jun 10 - Jun 11
Berkshire Mountain Lodge
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
15.5 km from Chesterwood
9.2 out of 10, Wonderful, (681 reviews)
"Staff members were friendly and the room was clean."
United States
Essie
The price is CNY993
CNY1,109 total
includes taxes & fees
Jun 14 - Jun 15
Hilton Garden Inn Lenox Pittsfield
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
19.9 km from Chesterwood
9.8 out of 10, Exceptional, (52 reviews)
"Great Bed and Breakfast. Eggs to order. Cool house. "
United States
Kees
The price is CNY1,308
CNY1,461 total
includes taxes & fees
Jun 23 - Jun 24
Wilder House Berkshires
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
9.8 km from Chesterwood
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CNY1,485
CNY1,659 total
includes taxes & fees
Jun 10 - Jun 11
Hampton Terrace Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
9.1 km from Chesterwood
7.6 out of 10, Good, (415 reviews)
"Very comfortable bed and good hot shower. A good value for your money. Nice staff at front desk."
United States
Kathleen
The price is CNY746
CNY833 total
includes taxes & fees
Jul 6 - Jul 7
Sunset Inn
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
9.1 km from Chesterwood
8.4 out of 10, Very Good, (1,005 reviews)
"Good clean accommodation, simple, no frills."
United States
Scott
The price is CNY831
CNY929 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Lee - Lenox South
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
19.6 km from Chesterwood
8.6 out of 10, Excellent, (369 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is CNY773
CNY864 total
includes taxes & fees
Jun 11 - Jun 12
The Central Downtown Inn & Suites
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
9.6 km from Chesterwood
8.8 out of 10, Excellent, (5 reviews)
"This was a fantastic place, beautifully set up, and in a great spot. Will definitely come back."
United States
John
The price is CNY778
CNY869 total
includes taxes & fees
Jun 10 - Jun 11
Hideaway Inn Lenox
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
7.4 km from Chesterwood
6.4 out of 10, (666 reviews)
"Staff friendly, room was quiet, large and comfortable. "
United States
Barbara
The price is CNY483
CNY539 total
includes taxes & fees
Jun 16 - Jun 17
Econo Lodge Lee - Great Barrington
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.
View all properties

Compare popular hotels close to Chesterwood

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2
Wonderful
111 reviews
View
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
The Yankee Inn
2.5 star property
9.2
Wonderful
1,011 reviews
View
Garden
Shaker Mill Inn
2.5 star property
9.6
Exceptional
460 reviews
View
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2
Wonderful
1,003 reviews
View
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8
Excellent
770 reviews
View

Other landmarks near Chesterwood

Norman Rockwell Museum

4.7/5 (347 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
See properties

Frequently asked questions

What are the best hotels near Chesterwood?
  • Guests love staying at The Inn at Stockbridge, which is a bed & breakfast near Chesterwood.
  • Another highly rated bed & breakfast is Devonfield Inn B&B, which is a short drive away.
  • In fact, you'll have plenty of options to choose from with 2,083 hotels, vacation rentals, and other accommodations in the area.
How much does it cost to stay in a hotel near Chesterwood?
You can find the best price for your travel budget on Hotels.com by adding your search criteria and sorting by price. Prices vary based on when and where you plan to go.
  • Take a look at the lowest price per night from CNY539
What cheap hotels are close to Chesterwood?
  • For a wallet-friendly hotel close to Chesterwood, Quality Inn Great Barrington is a good option and offers a free on-the-go breakfast, a free daily manager's reception, and free parking.
  • A second low-cost choice is The Yankee Inn, which is 26 minutes away by car.
Can I find hotels close to Chesterwood that are fully refundable?
Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. Find refundable rates using the "Fully refundable" filter when you search for hotels.
What are the best romantic hotels near Chesterwood?
What are the best hotels close to Chesterwood with free breakfast?
  • Start your day nourished with a free cooked-to-order breakfast at The Inn at Stockbridge, which is a short 10-minute drive from Chesterwood.
  • Devonfield Inn B&B is also a recommended place to stay with a free full breakfast, and it's located a short drive away.
Which hotels near Chesterwood have rooms with great views?
What are the best family hotels close to Chesterwood?
What are the best luxury hotels near Chesterwood?
What are the best hotels near Chesterwood with free parking?
  • Travelers looking to drive and park with ease should consider a stay at The Inn at Stockbridge, which offers free parking. You'll be a short 10-minute drive from Chesterwood.
  • Devonfield Inn B&B also has free parking and is a short drive away.
What are the best hotels near Chesterwood with a pool?
What cheap motels can I book close to Chesterwood?
What are the best things to see and do around my hotel near Chesterwood?
  • Before or after your visit to Chesterwood, you can check out nearby sights like Tanglewood Music Center, National Shrine of the Divine Mercy, and Norman Rockwell Museum.
  • Other places in the area are The Mount, Lee Premium Outlets, and Ski Butternut.
What are the best pet-friendly hotels close to Chesterwood?