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Our top choices for Chatham hotels with wifi
Sugar Shack - 300 square feet of pure sweetness.
Sugar Shack - 300 square feet of pure sweetness.Chatham
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. "
Sue G.
The price is AED 826
AED 1,375 total
includes taxes & fees
16 Dec - 17 Dec
BLUSH: Boutique TINY home*private spa*walk to town
BLUSH: Boutique TINY home*private spa*walk to townChatham
10.0 out of 10, Exceptional, (6)
"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!"
scott B.
HunnyHAUS: Deluxe TINY*private spa*walk to town
HunnyHAUS: Deluxe TINY*private spa*walk to townChatham
10.0 out of 10, Exceptional, (9)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Patti S.
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
Jeanine
The price is AED 346
AED 387 total
includes taxes & fees
5 Jan - 6 January 2026
9.2 out of 10, Wonderful, (1000)
"Great stay there!! Very friendly staff"
Ann
The price is AED 275
AED 307 total
includes taxes & fees
24 Dec - 25 Dec
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
21 Dec - 22 Dec
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
joel
The price is AED 481
AED 537 total
includes taxes & fees
17 Dec - 18 Dec
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
Robert
The price is AED 396
AED 435 total
includes taxes & fees
14 Dec - 15 Dec
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.
Top Chatham Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
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Hotels near popular Chatham Attractions
- Hotels near The Mac-Haydn Theatre
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Tanglewood Music Center
- Hotels near Ski Butternut
- Hotels near Catamount Ski Area
- Hotels near National Shrine of the Divine Mercy
- Hotels near Hudson River
- Hotels near Bousquet Ski Area
- Hotels near Norman Rockwell Museum
- Hotels near Lee Premium Outlets
Chatham Hotels by Star Rating
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