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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 6 Inns in Old Chatham with updated reviews, rates, and availability.

Gregory House Country Inn
Bar (on property)

Gregory House Country Inn

3.0 star property
9.0 out of 10, Wonderful, (6)
"What a great group of folks running this place . . . feels like home. And having a restaurant/bar on site is a huge, huge plus."
The price is $122
includes taxes & fees
$110 per night
May 1 - May 2
Gregory House Country Inn
Wm. Farmer & Sons
Room, 1 King Bed, Balcony, Garden View | Balcony view

Wm. Farmer & Sons

2.5 star property
9.4 out of 10, Exceptional, (50)
"Room was clean and had a charming ambiance."
The price is $225
includes taxes & fees
$199 per night
May 1 - May 2
Wm. Farmer & Sons
The Egremont Village Inn
Books

The Egremont Village Inn

3.0 star property
8.4 out of 10, Very Good, (148)
"Such a friendly staff and very clean!"
The Egremont Village Inn
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.4 out of 10, Very Good, (281)
"Amazing food and ambience. Great music. "
The price is $163
includes taxes & fees
$145 per night
May 28 - May 29
Apple Tree Inn
Kemble Inn
Exterior

Kemble Inn

3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
The Kemble Berkshires
Interior

The Kemble Berkshires

2.0 star property
The Kemble Berkshires
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.
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Other property types in Old Chatham

5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! 07/13/25 - 07/20/25 REDUCED!
Fridge, microwave, oven, stovetop

5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! 07/13/25 - 07/20/25 REDUCED!

9.6 out of 10, Exceptional, (85)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
5 STAR ESTATE w/ POOL, POND, ARCADE, GYM, TRAILS! 07/13/25 - 07/20/25 REDUCED!
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"The property was clean and the staff very accommodated."
The price is $130
includes taxes & fees
$119 per night
May 18 - May 19
Vacation Village in the Berkshires
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is $140
includes taxes & fees
$130 per night
May 3 - May 4
Micosta Leisure Inn
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.