Monterey Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Fun Travelog
Top hotels in Monterey
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is 2.574.068 ₫ per night from 23 Jan to 24 Jan
2.574.068 ₫
2.875.339 ₫ total
23 Jan - 24 Jan
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Another good 2 night stay. Did have a slow shower drain but reported that to maintenance and it was fixed right away. Good service. And also the restaurant is quite good featuring an American menu with a Southern emphasis. The parking garage demo is moving quickly by the way. More parking close to ...
Reviewed on 7 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 2.592.060 ₫ per night from 1 Feb to 2 Feb
2.592.060 ₫
3.482.113 ₫ total
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (808 reviews)
Great staff, clean comfortable room.
Reviewed on 7 Jan 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.656.806 ₫ per night from 19 Jan to 20 Jan
2.656.806 ₫
2.967.652 ₫ total
19 Jan - 20 Jan
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
All of the above!
Reviewed on 3 Jan 2026
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
Bidwell House Museum
You can spend an afternoon exploring the galleries in Bidwell House Museum in Monterey. While you're in the area, stroll along the lakeside.
