Find Pet-friendly Hotels in Chatham, NY

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chatham Pet-friendly Hotels

This weekend
Next weekend

Top Chatham Pet-friendly Hotels

HunnyHAUS: Deluxe TINY*private spa*walk to town

10.0 out of 10, Exceptional, (6)
"No stone left unturned. The hot tub was clean and perfectly situated. the house was clean, with very sweet finishing touches. Within walking distance to shops. Hosts were very responsive. I highly recommend."
The price is SAR 807
SAR 1,326 total
includes taxes & fees
24 Jun - 25 Jun
HunnyHAUS: Deluxe TINY*private spa*walk to town

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is SAR 1,088
SAR 1,313 total
includes taxes & fees
24 Jun - 25 Jun
The Old Inn On The Green

Pilgrim Inn

2.5 star property
5.8 out of 10, (308)
"Great location but no staff at check-in or checkout!"
The price is SAR 308
SAR 344 total
includes taxes & fees
26 Jun - 27 Jun
Pilgrim Inn

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
The price is SAR 447
SAR 583 total
includes taxes & fees
29 Jun - 30 Jun
Deluxe Queen Room with 2 Queen Beds

Spacious 5-bedroom house in charming Lee with WiFi

The price is SAR 1,782
SAR 3,231 total
includes taxes & fees
29 Jun - 30 Jun
Spacious 5-bedroom house in charming Lee with WiFi

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (599)
"Affordable"
The price is SAR 253
SAR 283 total
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very good service and breakfast!"
The price is SAR 478
SAR 534 total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is SAR 737
SAR 823 total
includes taxes & fees
25 Jun - 26 Jun
Hilton Garden Inn Lenox Pittsfield

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Everyone was very nice to us! "
The price is SAR 541
SAR 605 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn & Suites Berkshires-Lenox
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

What's the best time of year to travel to Chatham with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Chatham?
Known for its theaters, Chatham has lots to offer visitors. See the local sights and visit The Mac-Haydn Theatre. When you're in the area, make time for a stop at Art Omi International Arts Center - Fields Sculpture Park.