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Best Resorts in Chatham

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Chatham resorts

Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
$112 nightly
The price is $125
Jul 21 - Jul 22
Total with taxes and fees
Chatham Travel Lodge
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very Good, (150 reviews)
"Comfortable stay near the thruway."
United States
DANA
$106 nightly
The price is $114
Aug 9 - Aug 10
Total with taxes and fees
Spark by Hilton West Coxsackie
Suite, Multiple Beds (2 Queen Beds with Sofa bed) | Pillowtop beds, in-room safe, desk, iron/ironing board

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very Good, (1,001 reviews)
"Updated very clean great breakfast"
United States
shawn
$121 nightly
The price is $131
Aug 2 - Aug 3
Total with taxes and fees
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (493 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
$75 nightly
The price is $84
Jul 23 - Jul 24
Total with taxes and fees
Berkshire Travel Lodge
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
$118 nightly
The price is $132
Jul 23 - Jul 24
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
$165 nightly
The price is $181
Jul 22 - Jul 23
Total with taxes and fees
Shaker Mill Inn
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
$189 nightly
The price is $212
Jul 22 - Jul 23
Total with taxes and fees
Inn at Silver Maple Farm
Property amenity

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (387 reviews)
"Clean and spacious room. Friendly staff. Modern hotel with beautiful river view. Limited amenities."
United States
Paul
$152 nightly
The price is $170
Jul 26 - Jul 27
Total with taxes and fees
voco James Newbury Hudson Valley by IHG
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (159 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
$136 nightly
The price is $152
Jul 21 - Jul 22
Total with taxes and fees
Micosta Leisure Inn
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"Very comfortable. Will stay there again"
United States
Peter
$66 nightly
The price is $72
Jul 30 - Jul 31
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
$169 nightly
The price is $189
Jul 22 - Jul 23
Total with taxes and fees
The Yankee Inn
Exterior

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,007 reviews)
"very clean and staff was very pleasant"
United States
Patrick
$130 nightly
The price is $144
Aug 2 - Aug 3
Total with taxes and fees
Comfort Inn & Suites East Greenbush - Albany
Exterior

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, (792 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
$137 nightly
The price is $153
Aug 13 - Aug 14
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great place"
United States
Michelle
$135 nightly
The price is $151
Aug 10 - Aug 11
Total with taxes and fees
Quality Inn Lee - Lenox South
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,005 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
$118 nightly
The price is $132
Aug 10 - Aug 11
Total with taxes and fees
Quality Inn Great Barrington
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
$98 nightly
The price is $109
Jul 30 - Jul 31
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Signature Apartment | Private kitchen | Espresso maker, coffee/tea maker, shared fridge, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (163 reviews)
"Best location and accommodations in Hudson!"
United States
Randall
$133 nightly
The price is $150
Jul 27 - Jul 28
Total with taxes and fees
Howard Hotel
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.6 out of 10, Excellent, (56 reviews)
"Beautiful property and rooms great bar and restaurant "
United States
ANDREW
$221 nightly
The price is $250
Aug 18 - Aug 19
Total with taxes and fees
Pocketbook Hotel and Bath
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (885 reviews)
"Great place"
United States
Luciane
$98 nightly
The price is $109
Jul 30 - Jul 31
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (surcharge), WiFi (free)

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (884 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
$124 nightly
The price is $138
Jul 23 - Jul 24
Total with taxes and fees
Monument Mountain Motel
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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Top Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"nice place"
Myroslav 1-night trip
Posted less than an hour ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Chatham

Chatham Resorts information

Number of reviews
10,717
Accommodation
28 Resorts
Lowest Price
$72
Highest Price
$250

Frequently asked questions

What can I expect from a resort vacation in Chatham?
You deserve a break, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing stay in Chatham. One of the comfortable resort hotels in the surrounding area might be just what you're looking for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Chatham?
Here's our top-rated resort near Chatham: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 17.6 mi (28.4 km) from Chatham. Has a sauna, a fitness center, and a terrace.
What can I do in Chatham?
Experience the local theater scene at The Mac-Haydn Theatre, or bring the kids to Berkshire Botanical Garden for some family fun. In the area, other attractions include Hudson Chatham Winery and Martin Van Buren National Historic Site.
What's the seasonal weather like in Chatham?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Chatham?
Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) away from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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