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Book Hotels in Chatham, New York

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Most frequently booked Chatham hotels

Relax in the Country - Peace, Quiet and Family Friendly

Relax in the Country - Peace, Quiet and Family Friendly

Chatham, NY
2.3 mi from city center
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Situated in a rural location, this vacation home is 5.8 mi (9.3 km) from The Mac-Haydn Theatre and within 12 mi (20 km) of Omi International Arts Center and Art Omi International Arts Center - Fields Sculpture Park. Shaker Museum and Library and Valatie Free Library are also within 12 mi (20 km).
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
The price is $195 per night
This condo features an outdoor pool and an indoor pool. Enjoy the health club and perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
20.42 mi from city center
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Ski-in/ski-out access and an outdoor pool are featured at this smoke-free hotel. Take advantage of ski storage on site, and enjoy snowboarding. Enjoy the indoor pool and perks like free self parking and free WiFi.
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Free Cancellation
14.6 mi from city center
The price is $101 per night
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
13.81 mi from city center
The price is $195 per night
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
17.49 mi from city center
The price is $112 per night
This hotel features an indoor pool and a health club. Traveling on business? Take advantage of the 10 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
14.73 mi from city center
The price is $182 per night
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4 out of 5
41 Cross Street, Hudson, NY
Free Cancellation
Reserve now, pay when you stay
13.24 mi from city center
The price is $189 per night
This hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy free perks like free self parking and an area shuttle.
Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

2.5 out of 5
124 Troy Rd, East Greenbush, NY
Free Cancellation
Reserve now, pay when you stay
20.5 mi from city center
The price is $101 per night
This hotel features an outdoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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.

Recent Chatham hotel reviews by fellow wanderers

    Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

    Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

    5 out of 5
    Posted 1 month ago
    Travelocity Verified Review
    "Nice"
    A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
    Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
    Hampton Inn & Suites Berkshires Lenox

    Hampton Inn & Suites Berkshires Lenox

    5 out of 5
    Posted 2 months ago
    Travelocity Verified Review
    "All was wonderful. Great area, easy to get around"
    A verified traveler stayed at Hampton Inn & Suites Berkshires Lenox
    Hampton Inn & Suites Berkshires Lenox
    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    4 out of 5
    Posted 4 months ago
    Travelocity Verified Review
    "Great place & surrounding area to visit. Plenty to do and staff was excellent!"
    A verified traveler stayed at Vacation Village in the Berkshires
    Vacation Village in the Berkshires
    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

    5 out of 5
    Posted 10 months ago
    Travelocity Verified Review
    "Wonderful location and staff. Terry at the front desk was kind and accommodating."
    A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
    Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
    The Black Swan Lee - Lenox, Ascend Hotel Collection

    The Black Swan Lee - Lenox, Ascend Hotel Collection

    5 out of 5
    Posted 10 months ago
    Travelocity Verified Review
    "very nice corner room, very nice view and VERY comfortable bed! Only there for one nite, wish it was a longer stay (next time). "
    A verified traveler from Boston stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
    The Black Swan Lee - Lenox, Ascend Hotel Collection
    Hilton Garden Inn Lenox Pittsfield

    Hilton Garden Inn Lenox Pittsfield

    4 out of 5
    Posted 11 months ago
    Travelocity Verified Review
    "Check in was quick and professional. All Covid precautions were taken by employee. Welcoming and clean lobby and hallways Restaurant was open and quite busy, social distancing was not taking place so we quickly ordered some drinks to take to our room. Room was clean. AC was great. Quiet in hallways which is always appreciated. "
    A verified traveler from Boston, MA stayed at Hilton Garden Inn Lenox Pittsfield
    Hilton Garden Inn Lenox Pittsfield