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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for City Meadow Boardwalk hotels

Library
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is 7.499.708 ₫
8.624.796 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Litchfield Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (708)
"Great hospitality "
United States
regina maria
The price is 2.816.668 ₫
3.146.219 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is 3.553.740 ₫
3.969.527 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Free daily continental breakfast
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is 5.570.158 ₫
6.405.682 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cornwall Inn and Lodge
Desk, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is 2.416.543 ₫
2.779.025 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Torrington
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (271)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is 4.714.628 ₫
5.421.822 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Interlaken Inn & Resort
Front of property
Manor House Inn

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is 8.660.596 ₫
9.613.262 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Manor House Inn
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1000)
"Clean room, nice location "
United States
Devron
The price is 1.991.411 ₫
2.224.405 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Great Barrington
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
The price is 6.691.561 ₫
7.695.295 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The White Hart
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (806)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.764.020 ₫
3.178.623 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Locust Tree Bed and Breakfast LLC
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
The price is 5.922.900 ₫
6.616.011 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Granville House
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.882.838 ₫
5.356.474 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Gedney Farm
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.326.349 ₫
4.975.301 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Blackberry River Inn
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.974.300 ₫
2.205.425 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Travelodge by Wyndham Great Barrington Berkshires
Exterior
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is 2.895.640 ₫
3.234.429 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.028.820 ₫
9.688.548 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Old Inn On The Green
Restaurant
The Abner Hotel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (46)
"Spacious room and friendly staff "
United States
Frank
The price is 5.720.205 ₫
6.578.367 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Abner Hotel
Free WiFi, bed sheets
Hitching Post Country Motel

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (80)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is 3.422.120 ₫
3.935.438 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hitching Post Country Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is 3.585.487 ₫
4.004.989 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
East Rock Inn
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.
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Learn more about City Meadow Boardwalk

Head to Infinity Music Hall and Bistro and Norfolk Historical Museum—just two of the sights around City Meadow Boardwalk.

See all hotels in City Meadow Boardwalk
Wooden boardwalk crossing marshland and leading to the beach at Silver Sands State Park in Milford, Connecticut, with Charles Island visible in the background.

Top City Meadow Boardwalk Hotel Reviews

Hotels in City Meadow Boardwalk with star rating