Book Guest Houses in East Chatham, NY
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in East Chatham
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$94 nightly
The price is $105 total per night
$105 total
Dec 28 - Dec 29
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.
Pet friendly
Parking included
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$187 nightly
The price is $209 total per night
$209 total
Dec 28 - Dec 29
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
The Dewey
7 Hubbard Street Lenox MA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
Hudson valley and The Berkshires Cottage
Hillsdale NY
$325 nightly
The price is $330 total per night
$330 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
Pet friendly
Free WiFi
Tranquil Retreat - Comfort and Convenience.
Delmar NY
This guesthouse features barbecue grills.
Free WiFi
Air conditioning
Renovated Private Guest House by Evergreen Home
Great Barrington MA
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Jacob's Tanglewood Ranch
560 Stockbridge Rd Lee MA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.
Pet friendly
Parking included
1805 House Bed and Breakfast
775 Snydertown Road Craryville NY
This guesthouse features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Parking included
Chestnut Lodge
75 Chestnut Street Lee MA
A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.
Hot Tub
Parking included
Cliffwood Cottage by Evergreen Home
Lenox MA
This guesthouse features laundry facilities.
Free WiFi
Air conditioning
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.
Top hotels in East Chatham
Inn at Silver Maple Farm
1871 State Route 295 East Chatham NY
$129 nightly
The price is $144 total per night from Jan 4 to Jan 5
$144 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.8/10 Exceptional! (98 reviews)
East Chatham Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | $68 |
Highest Price | $330 |
Popular accommodation | The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, The Dewey, Hudson valley and The Berkshires Cottage, Tranquil Retreat - Comfort and Convenience., Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, 1805 House Bed and Breakfast , Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside |
More ways to wander East Chatham
Explore More Ways to Travel with Travelocity
- Cheap Hotels in Ghent
- Pet Friendly Hotels in Ghent
- Ghent Hotels
- Stephentown Hotels
- Kinderhook Hotels
- Luxury Hotels in Valatie
- Valatie Hotels
- Hotels near The Mac-Haydn Theatre
- Country Houses in Hunter
- Cabins in Spencertown
- Chalets in Spencertown
- Cottages in Spencertown
- Lodges in Spencertown
- Schodack Landing Hotels
- Hotels near Art Omi International Arts Center - Fields Sculpture Park
- B&B in Old Chatham
- Guest Houses in Old Chatham
- Old Chatham Hotels
- Lodges in Old Chatham
- Motels in Old Chatham
- Resorts in Old Chatham
- 3 Star Hotels in Austerlitz
- B&B in Austerlitz
- Cabins in Austerlitz
- Austerlitz Hotels
- Hotels near Zema's Nursery
- North Chatham Hotels
- Hotels with Hot Tubs in Coxsackie
- Pet Friendly Hotels in Coxsackie
- Red Carpet Inn Hotels in Coxsackie
- Coxsackie Hotels
- 5 Star Hotels in Castleton-on-Hudson
- Cheap Hotels in Castleton-on-Hudson
- Hotels with Pools in Castleton-on-Hudson
- Hotels with an Indoor Pool in Castleton-on-Hudson
- Hotels with Room Service in Castleton-on-Hudson
- Pet Friendly Hotels in Castleton-on-Hudson
- Spa Resorts & in Castleton-on-Hudson
- Castleton-On-Hudson Hotels
- Town of Schodack Hotels
- 5 Star Hotels in Nassau
- Hotels with Pools in Nassau
- Nassau Hotels
- 4 Star Hotels in East Nassau
- Apartments in East Nassau
- B&B in East Nassau
- Cabins in East Nassau
- Extended Stay Hotels in East Nassau
- East Nassau Hotels
- Resorts in East Nassau
- Farmstay in Canaan
- Chalets in Canaan
- Condos in Canaan
- Hotels with Pools in Canaan
- Pet Friendly Hotels in Canaan
- Winery Hotels in Canaan
- Canaan Hotels
- Vacation Homes in Canaan
- New Lebanon Hotels
- Hotels near New Lebanon Library
- 4 Star Hotels in Brainard
- Cabins in Brainard
- Extended Stay Hotels in Brainard
- Farmstay in Chatham
- B&B in Chatham
- Chalets in Chatham
- Cottages in Chatham
- Extended Stay Hotels in Chatham
- Guest Houses in Chatham
- Pet Friendly Hotels in Chatham
- Chatham Hotels
- Stuyvesant Falls Hotels
- 5 Star Hotels in Niverville
- Inns in Niverville
- Vacation Homes in Niverville
- Philmont Hotels
- Flights to Old Chatham
- Flights to Austerlitz
- Flights to Coxsackie
- Flights from New York to Coxsackie
- Flights from Columbia County
- Flights from Chicago to Chatham
- Flights from Raleigh to Chatham
- Flights from Milwaukee to Chatham
- Flights from Tampa to Chatham
- Flights from Jacksonville to Chatham
- Flights from Grand Rapids to Chatham
- Flights from Corpus Christi to Chatham