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Recommended hotels in Chatham

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is AU$460
includes taxes & fees
14 Apr - 15 Apr
BLUSH: Boutique TINY home*private spa*walk to town

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is AU$524
includes taxes & fees
15 Apr - 16 Apr
Sugar Shack - 300 square feet of pure sweetness.

Renovated house. Built in 1890s. No neighbors in sight.

Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.0 out of 10, Wonderful, (2 reviews)
"Great experience! Only there for one night because our son had a wrestling tournament. Wish we would have had more time at property. "
United States
Rochelle F.
The price is AU$441
includes taxes & fees
12 Apr - 13 Apr
Renovated house. Built in 1890s. No neighbors in sight.

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (839 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is AU$95
includes taxes & fees
19 Apr - 20 Apr
Monument Mountain Motel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (893 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is AU$124
includes taxes & fees
20 Apr - 21 Apr
Berkshires Untold

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, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is AU$175
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Berkshire Hills Inn & Suites

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (196 reviews)
"We had the best time! "
United States
Eric
The price is AU$288
includes taxes & fees
28 Apr - 29 Apr
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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 visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is AU$160
includes taxes & fees
11 May - 12 May
Quality Inn Lee - Lenox South

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AU$110
includes taxes & fees
12 Apr - 13 Apr
Pleasant Valley Motel West Stockbridge

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is AU$156
includes taxes & fees
13 Apr - 14 Apr
Shaker Mill Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (900 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is AU$168
includes taxes & fees
11 May - 12 May
Berkshire Mountain Lodge

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AU$118
includes taxes & fees
12 Apr - 13 Apr
Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (846 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is AU$125
includes taxes & fees
12 Apr - 13 Apr
Howard Johnson by Wyndham Lenox

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is AU$232
includes taxes & fees
19 Apr - 20 Apr
Element Lenox Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is AU$174
includes taxes & fees
13 Apr - 14 Apr
The Little Lion

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is AU$187
includes taxes & fees
16 Apr - 17 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (214 reviews)
"Delightful and well appointed stay! Close to so many things and very cozy."
United States
Jackie
The price is AU$221
includes taxes & fees
13 Apr - 14 Apr
the Alander

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,002 reviews)
"Great location, friendly staff"
United States
James
The price is AU$106
includes taxes & fees
28 Apr - 29 Apr
Quality Inn Great Barrington

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AU$232
includes taxes & fees
16 Apr - 17 Apr
Wilder House Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is AU$163
includes taxes & fees
22 Apr - 23 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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

Find out more about Chatham

Chatham Villas information

Number of reviews
9,195
Accommodation
3 Villas
Lowest Price
AU$95
Highest Price
AU$524

Frequently asked questions

What is there to do near my villa in Chatham?
Chatham has enough experiences and activities to keep you occupied for weeks, beginning with The Mac-Haydn Theatre. Hudson Chatham Winery, Shaker Museum and Library and Kinderhook Lake are other awesome attractions. If you're hanging around a while, Van Alen House and High Falls Trail will put the finishing touches on your itinerary.

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