Chatham Holidays
- Plan, book, travel with confidence
Better together
Save up to S$134 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Chatham
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$146 per night from 2 Nov to 3 Nov
S$146
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (2,020 reviews)
"Absolutely fantastic!!! This just be our new escape from reality place. Everything was top shelf."
Reviewed on 28 Sept, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 2 Nov to 3 Nov
S$163
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (666 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"
Reviewed on 30 Sept, 2025
Comfort Inn Glenmont - Albany South
37 Route 9W, Glenmont, NY
Fully refundable
The price is S$132 per night from 2 Nov to 3 Nov
S$132
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"The breakfast options were very good. The room was adequate, but not very well maintained. It was clean but rather shabby for the price. The attention at the front desk was not overly friendly when we checked in after a long trip."
Reviewed on 30 Sept, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
