Search Resort Hotels in Chatham

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Chatham Resorts

Hunter Lodge, a Bluebird by Lark
Lobby sitting area

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (580)
"Property was convenient. Chalet was great except the one room was really cold. Staff gave us a small heater which helped a little. But very spacious. Would be nice if bar was open every night."
The price is CA $249
CA $300 total
includes taxes & fees
Mar 3 - Mar 4
Hunter Lodge, a Bluebird by Lark
Hyatt Place Albany/Downtown
Reception

Hyatt Place Albany/Downtown

3.0 star property
9.0 out of 10, Wonderful, (808)
"Tuve problema con el aire, estaba regulado la temperatura y pase calor, los ascensores no sirvieron por un largo rato y estaba en 5 to piso y soy una persona impedida, el estacionamiento esta retirado de el hotel y es complicado con la nieve."
The price is CA $200
CA $228 total
includes taxes & fees
Feb 17 - Feb 18
Hyatt Place Albany/Downtown
Tru By Hilton Albany Airport, NY
Exterior

Tru By Hilton Albany Airport, NY

2.5 star property
9.2 out of 10, Wonderful, (2369)
"Very inviting and quiet."
The price is CA $140
CA $159 total
includes taxes & fees
Mar 2 - Mar 3
Tru By Hilton Albany Airport, NY
AutoCamp Catskills
Premium bedding, down comforters, Tempur-Pedic beds

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (347)
"Amazing experience at AutoCamp Catskills "
The price is CA $240
CA $319 total
includes taxes & fees
Feb 4 - Feb 5
AutoCamp Catskills
Life House Berkshires
Lobby

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (486)
"Rooms were very clean. Entire place smelled amazing. Very comfortable! "
The price is CA $140
CA $156 total
includes taxes & fees
Feb 2 - Feb 3
Life House Berkshires
The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (407)
"Very modern good restaurant convienent"
The price is CA $288
CA $322 total
includes taxes & fees
Feb 3 - Feb 4
The Williams Inn
Hampton Inn & Suites Albany Airport
Exterior

Hampton Inn & Suites Albany Airport

2.5 star property
8.4 out of 10, Very good, (1437)
"It calls itself an “airport hotel” and it is in fact 2 miles from Albany Airport. However the airport shuttle runs from 7am-10pm! My flight was before 7, and the airlines want passengers at the airport 2 hours before. I had to get an uber, ordered it at 4:45am, it arrived at 5:19am!"
The price is CA $139
CA $158 total
includes taxes & fees
Feb 2 - Feb 3
Hampton Inn & Suites Albany Airport
Days Inn & Suites by Wyndham Albany
Exterior

Days Inn & Suites by Wyndham Albany

2.0 star property
4.6 out of 10, (1001)
"Excellent place, big room, quiet, clean. Perfect for the weary traveler who needs some rest on the way home."
The price is CA $80
CA $91 total
includes taxes & fees
Feb 23 - Feb 24
Days Inn & Suites by Wyndham Albany
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (513)
"Everyone was very helpful. Very clean as well"
The price is CA $194
CA $210 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Vienna
Crowne Plaza Albany - The Desmond Hotel, an IHG Hotel
Property amenity

Crowne Plaza Albany - The Desmond Hotel, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Very good Enjoyed the weekend Very cool hotel"
The price is CA $183
CA $208 total
includes taxes & fees
Feb 7 - Feb 8
Crowne Plaza Albany - The Desmond Hotel, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (592)
"Plenty of room. Good location to local skiing. Clean."
The price is CA $171
CA $212 total
includes taxes & fees
Mar 3 - Mar 4
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Wylder Hotel Windham
The Windham Mountain View King with Balcony

Wylder Hotel Windham

3.5 star property
8.4 out of 10, Very good, (38)
"This was an experience to remember! So grateful to the team at Wylder. Attention to detail. Knowledgeable of my needs. Game room 5 🌟. THEY HAVE PACMAN!!!!!!! The icing in the cake was the steam room shaped as a keg. Perfect for 2! (Thank me later) i cant remember the whole teams name.... however to each member of the wylder team; You guys rock! Forever Grateful. See you soon 🙏 My only word of advise: if you wamt to sleep in.... Request a high floor. The skii crowd hits the slops EARLY "
The price is CA $270
CA $364 total
includes taxes & fees
Mar 2 - Mar 3
Wylder Hotel Windham
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1003)
"The hotel was in a very walkable community. I enjoyed the galleries in the lobby and the art museum nearby."
The price is CA $167
CA $187 total
includes taxes & fees
Feb 18 - Feb 19
Hotel Downstreet, Ascend Hotel Collection
Hampton Inn & Suites Albany-Downtown
Lobby

Hampton Inn & Suites Albany-Downtown

2.5 star property
8.6 out of 10, Excellent, (1003)
"Hotel under some renovation at the moment, but stay was easy, quiet, clean. Friendly. "
The price is CA $191
CA $218 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn & Suites Albany-Downtown
Staybridge Suites Albany Wolf Rd-Colonie Center, an IHG Hotel
Exterior

Staybridge Suites Albany Wolf Rd-Colonie Center, an IHG Hotel

3.0 star property
9.2 out of 10, Wonderful, (1001)
"We stayed here the night before we had a flight. It was clean and quiet. The van was ready at 4:30 AM to take us to the airport. Staff was extremely pleasant."
The price is CA $200
CA $237 total
includes taxes & fees
Feb 2 - Feb 3
Staybridge Suites Albany Wolf Rd-Colonie Center, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent affordable option with a very pretty view of the lake. The 24 hour coffee and tea stand was also great. Staff were very polite and helpful. Room was very clean. Would definitely stay here again. "
The price is CA $147
CA $164 total
includes taxes & fees
Feb 13 - Feb 14
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Express & Suites Albany Airport Area - Latham, an IHG Hotel
Exterior

Holiday Inn Express & Suites Albany Airport Area - Latham, an IHG Hotel

3.0 star property
8.0 out of 10, Very good, (1008)
"Not bad overall!! "
The price is CA $124
CA $146 total
includes taxes & fees
Feb 2 - Feb 3
Holiday Inn Express & Suites Albany Airport Area - Latham, an IHG Hotel
Hampton Inn Albany-Wolf Road (Airport)
Reception

Hampton Inn Albany-Wolf Road (Airport)

2.5 star property
8.8 out of 10, Excellent, (1002)
"Amazing stay. Hotel was doing renovations which there was some noise here and there but overall the day was amazing and room was clean!"
The price is CA $158
CA $180 total
includes taxes & fees
Feb 6 - Feb 7
Hampton Inn Albany-Wolf Road (Airport)
Hilton Garden Inn Albany Airport
Exterior

Hilton Garden Inn Albany Airport

3.0 star property
7.8 out of 10, Good, (1142)
"Good price and good services for overnight for airport pickup"
The price is CA $137
CA $156 total
includes taxes & fees
Feb 7 - Feb 8
Hilton Garden Inn Albany Airport
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"The property is historic, so the lodgings are dated along with some of the amenities. I only stayed one night and most likely would have stayed somewhere more modern if it was longer."
The price is CA $215
CA $304 total
includes taxes & fees
Mar 2 - Mar 3
The Red Lion 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.
Don't see what you're looking for?
See all available properties in Chatham
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chatham

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, (1759)
"Great place "
The price is CA $194
CA $228 total
includes taxes & fees
Feb 2 - Feb 3
Vacation Village in the Berkshires
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
7.4 out of 10, Good, (3)
"This tiny cabin was a dream. It has everything you need for a cozy, nature getaway. "
The price is CA $144
CA $156 total
includes taxes & fees
Feb 5 - Feb 6
Postcard Cabins Eastern Catskills
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is CA $335
CA $374 total
includes taxes & fees
Feb 14 - Feb 15
The Ponds at Foxhollow by Capital Vacations
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 can I expect from a resort vacation in Chatham?
You deserve a break, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing stay in Chatham. One of the comfortable resort hotels in the surrounding area might be just what you’re looking for, whether you’re hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Chatham?
Here are our top-rated resorts around Chatham: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort. 20.4 mi (32.8 km) from Chatham. Has ski-in/ski-out access, a fitness center, and a garden. SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires! - Ski resort. 20.4 mi (32.8 km) from Chatham. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers.
What can I do in Chatham?
Experience the local theater scene at The Mac-Haydn Theatre, or bring the kids to Stoddard Corner for some family fun. In the area, other attractions include Kinderhook Lake and Queechy Lake.
What's the seasonal weather like in Chatham?
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's the best way to get to and around Chatham?
Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) away from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.