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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Chatham Villas

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Recommended hotels in Chatham

Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is CA $136
CA $152 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia Berkshires
Element Lenox Berkshires
Lobby lounge

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $211
CA $236 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (585)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $107
CA $150 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Sugar Shack - 300 square feet of pure sweetness.
Terrace/patio

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
10.0 out of 10, Exceptional, (3)
"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. "
Sugar Shack - 300 square feet of pure sweetness.
BLUSH: Boutique TINY home*private spa*walk to town
Terrace/patio

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

10.0 out of 10, Exceptional, (3)
"Perfect blend of decore, comfort, and function. We went to Tanglewood which was only a half hour away. Came back to hot tub and fire pit. Beds here are soooo comfy! This is our 2nd time here and won’t be our last."
The price is CA $299
CA $481 total
includes taxes & fees
Sep 7 - Sep 8
BLUSH: Boutique TINY home*private spa*walk to town
HunnyHAUS: Deluxe TINY*private spa*walk to town
Outdoor spa tub

HunnyHAUS: Deluxe TINY*private spa*walk to town

10.0 out of 10, Exceptional, (8)
"No stone left unturned. The hot tub was clean and perfectly situated. the house was clean, with very sweet finishing touches. Within walking distance to shops. Hosts were very responsive. I highly recommend."
The price is CA $299
CA $530 total
includes taxes & fees
Sep 22 - Sep 23
HunnyHAUS: Deluxe TINY*private spa*walk to town
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (59)
"Really beautiful place to enjoy nature with family!!"
The price is CA $235
CA $306 total
includes taxes & fees
Aug 24 - Aug 25
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is CA $181
CA $202 total
includes taxes & fees
Aug 25 - Aug 26
Micosta Leisure Inn
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $188
CA $210 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is CA $176
CA $197 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Exterior

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 star property
8.4 out of 10, Very good, (934)
"Very clean, everything new, quite, pleasant place."
The price is CA $143
CA $155 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"nice place"
The price is CA $129
CA $144 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn
the Alander
Dinner served, American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Loved our stay, staff very attentive and helpful!! "
The price is CA $223
CA $249 total
includes taxes & fees
Aug 24 - Aug 25
the Alander
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (691)
"Great property. Would stay again"
The price is CA $222
CA $248 total
includes taxes & fees
Aug 26 - Aug 27
Berkshires Untold
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
"Excellent location, friendly service, clean, comfortable room."
The price is CA $104
CA $117 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is CA $178
CA $253 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Chatham Travel Lodge
Exterior

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (195)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night stopover."
The price is CA $161
CA $181 total
includes taxes & fees
Aug 24 - Aug 25
Chatham Travel Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean rooms and excellent staff."
The price is CA $148
CA $165 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great staff! Comfortable bed! "
The price is CA $200
CA $223 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $110
CA $123 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"as good as the last time we stayed there."
Sharon 1-night trip
Posted 1 day ago
Berkshire Mountain Lodge