Find hotels in Old Chatham, NY from $50

Search over 1 million properties and 550 airlines worldwide.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Most hotels are fully refundable. Because flexibility matters.

Filter by

Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $118 per night from Nov 2 to Nov 2
14.9 mi from city center
4.6/5 Wonderful! (333 reviews)
"Convenient location to downtown Lenox and surrounding towns we visited on our trip. Would have been nice if there was a restaurant inside the hotel. Breakfast options limited to Starbucks for a limited time in the morning. We did enjoy the pool and hot tub and the outdoor patio area was ..."

Reviewed on Oct 9, 2021

Courtyard by Marriott Lenox Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Hancock, MA
16.26 mi from city center
4.2/5 Excellent! (1,437 reviews)
"Very nice property - clean, staff very friendly"

Reviewed on Oct 13, 2021

Get rates
Vacation Village in the Berkshires
The Wick, Hudson, A Tribute Portfolio Hotel
4 out of 5
41 Cross Street, Hudson, NY
Fully refundableReserve now, pay when you stay
The price is $218 per night from Nov 2 to Nov 2
17.52 mi from city center
4.3/5 Excellent! (349 reviews)
"location"

Reviewed on Sep 17, 2021

The Wick, Hudson, A Tribute Portfolio Hotel
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Chatham Travel Lodge
2.5 out of 5
598 NY-295, Old Chatham, NY
Fully refundableReserve now, pay when you stay
The price is $90 per night from Nov 21 to Nov 21
3.31 mi from city center
3.4/5 (90 reviews)
"This motel was quaint. A bit dated but clean and the bed/pillows were not the most comfortable but for an overnight it was good enough. We had a 1 queen size bed room..Was pleasantly surprised to find a coffee maker, Fridge and microwave in the room. Decent size TV and good cable. The young lady ..."

Reviewed on Aug 22, 2021

Chatham Travel Lodge
Fairfield Inn & Suites by Marriott Albany Downtown
3 out of 5
74 State Street, Albany, NY
Fully refundableReserve now, pay when you stay
The price is $106 per night from Nov 7 to Nov 7
17.73 mi from city center
4.3/5 Excellent! (750 reviews)
"The hotel was fine and the staff extremely helpful. On that count, I would recommend this hotel to anyone wishing to stay in downtown Albany. The city, however, is run down and crime-ridden. We witnessed car burglary only a block or two away. Returning one evening, we found a group of youngsters ..."

Reviewed on Oct 17, 2021

Fairfield Inn & Suites by Marriott Albany Downtown
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $96 per night from Nov 2 to Nov 2
12.57 mi from city center
4.2/5 Very Good! (734 reviews)
"The refrigerator in our room wasn’t working. Noisy plumbing. Staff was friendly. Very clean property. Room was very comfy."

Reviewed on Oct 16, 2021

Best Western Plus Berkshire Hills Inn & Suites
Best Western New Baltimore Inn
2.5 out of 5
12600 Rt 9W, Coxsackie, NY
Fully refundableReserve now, pay when you stay
The price is $114 per night from Nov 2 to Nov 2
14.33 mi from city center
4/5 Very Good! (666 reviews)
"N/a"

Reviewed on Oct 12, 2021

Best Western New Baltimore Inn
Ramada Plaza by Wyndham Albany
3 out of 5
3 Watervliet Avenue Ext, Albany, NY
Fully refundableReserve now, pay when you stay
The price is $50 per night from Oct 24 to Oct 24
20.4 mi from city center
2.2/5 (936 reviews)
"We were nervous to book when we read reviews but we had a great stay! The room was super clean, smelled clean, and had shampoo and soap. The front desk staff was friendly and helpful. The hotel was close by to laundry facilities, restaurants open late, and had easy highway access. Our room did have ..."

Reviewed on Oct 16, 2021

Ramada Plaza by Wyndham Albany
Best Western Plus Franklin Square Inn Troy/Albany
2.5 out of 5
One Fourth Street, Troy, NY
Fully refundableReserve now, pay when you stay
The price is $105 per night from Oct 24 to Oct 24
21.59 mi from city center
4.3/5 Excellent! (778 reviews)
"Great staff"

Reviewed on Oct 19, 2021

Best Western Plus Franklin Square Inn Troy/Albany
Days Inn by Wyndham Great Barrington
2 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $67 per night from Nov 2 to Nov 2
19.55 mi from city center
3.8/5 Good! (728 reviews)
"A little challenge locating as pix shown is rear view not seen from Main St. # not shown. Too bad local business / restaurant info not available in lobby."

Reviewed on Oct 16, 2021

Days Inn by Wyndham Great Barrington
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $81 per night from Nov 9 to Nov 9
14.88 mi from city center
4.2/5 Excellent! (948 reviews)
"Beautiful room and friendly staff, only stayed for one night but it was great and we will be back!"

Reviewed on Oct 20, 2021

Yankee Inn
Renaissance Albany Hotel
3.5 out of 5
144 State Street, Albany, NY
Fully refundableReserve now, pay when you stay
The price is $143 per night from Nov 7 to Nov 7
17.9 mi from city center
4.6/5 Wonderful! (576 reviews)
"Property is lovely. No breakfast on site. We did not get the room we paid for and booked. Called down to front desk - no response. Went down to front desk - nobody there. Room was large and clean. All of the things that we needed and expected to be in the room were missing. Coffee machine - but only ..."

Reviewed on Oct 11, 2021

Renaissance Albany Hotel
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $134 per night from Nov 14 to Nov 14
15.61 mi from city center
4.7/5 Exceptional! (344 reviews)
"EXCELLENT HOTEL, VERY GOOD FOOD AT THE RESTAURANT IN THE HOTEL , VERY GOOD SERVICE"

Reviewed on Oct 17, 2021

Hotel On North
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $101 per night from Nov 8 to Nov 8
15.06 mi from city center
4.6/5 Wonderful! (749 reviews)
"Everything was good. The bed was not comfortable too soft"

Reviewed on Oct 15, 2021

Hampton Inn & Suites Berkshires Lenox
Seven Hills Inn
4 out of 5
40 Plunkett Street, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $113 per night from Nov 7 to Nov 7
15.8 mi from city center
3.9/5 Good! (216 reviews)
"Beautiful garden and common areas in the old house. Edith Wharton’s house with its beautiful garden is next door."

Reviewed on Oct 20, 2021

Seven Hills Inn
Hilton Garden Inn Albany Medical Center
3 out of 5
62 New Scotland Ave, Albany, NY
Fully refundableReserve now, pay when you stay
The price is $110 per night from Nov 17 to Nov 17
18.55 mi from city center
4.4/5 Excellent! (980 reviews)
"I really did not have any specific likes or disli"

Reviewed on Oct 19, 2021

Hilton Garden Inn Albany Medical Center
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $127 per night from Nov 2 to Nov 2
19.13 mi from city center
4.5/5 Wonderful! (471 reviews)
"Very friendly staff and hotel was clean and quiet. Would recommend to anyone."

Reviewed on Oct 17, 2021

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
The price is $139 per night from Oct 29 to Oct 29
15.93 mi from city center
4/5 Very Good! (735 reviews)
"We thoroughly enjoyed our fall, leaf peeping vacation at Jiminy Peak. We are planning to book another stay next summer or this winter. The room was very spacious."

Reviewed on Oct 18, 2021

Jiminy Peak Mountain Resort
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
16.05 mi from city center
4.6/5 Wonderful! (271 reviews)
"The unit was very spacious"

Reviewed on Oct 21, 2021

Get rates
Club Wyndham Bentley Brook
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $119 per night from Nov 5 to Nov 5
15.15 mi from city center
4.7/5 Exceptional! (381 reviews)
"I was pleasantly surprised on the overall cleanliness of this hotel. The front desk and restaurant staff were friendly and helpful. Plus quality of the food was exceptional. I recommend this hotel and would happily stay there again."

Reviewed on Oct 20, 2021

Hilton Garden Inn Lenox Pittsfield
Don't see what you're looking for?
See all available properties in Old Chatham
View all properties
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.

Frequently asked questions

Recent reviews of Old Chatham hotels

More trip options