Chatham, NY
Travel Guide
Visit Chatham

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is ₩130,849 per night from Nov 2 to Nov 3
₩130,849
₩161,808 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,049 reviews)
Check-in Needs Improvement
"Why have an on-line pre-check process if you have to wait in a long line when you arrive. Need to have separate line(s) for those who pre-check."
Reviewed on Oct 11, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is ₩132,953 per night from Nov 2 to Nov 3
₩132,953
₩180,376 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (695 reviews)
"We stayed twice in the same week. The first room was great - no issues. The second stay (different room/different floor) seemed dated. Shower head was bad - so strong the tub filled. Moisture issues on the walls - walls peeling in bathroom, cracks in the sink around the bathroom sink drain. Crumbs ..."
Reviewed on Oct 12, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
The price is ₩124,817 per night from Nov 2 to Nov 3
₩124,817
₩139,421 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (755 reviews)
"Check in was delayed it seems a few hours as the room wasn’t ready. We came back and it still took another 15 to 20 minutes to check in. Check in area was confusing."
Reviewed on Oct 12, 2025
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.

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,049 reviews)
Check-in Needs Improvement
"Why have an on-line pre-check process if you have to wait in a long line when you arrive. Need to have separate line(s) for those who pre-check."
Reviewed on Oct 11, 2025

Postcard Cabins Eastern Catskills
282 Cairo Junction Rd, Catskill, NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.4/10 Exceptional! (90 reviews)
"Absolutely loved my stay. They think about everything and anything that you may need."
Reviewed on Oct 7, 2025

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (981 reviews)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ..."
Reviewed on Oct 5, 2025
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.
Popular places to visit
The Mac-Haydn Theatre
You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses.