Compare and book 4 Star hotels in Chatham, New York

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham 4 Star Hotels

Our top choices for Chatham 4-star hotels

Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (554 reviews)
"Nice accommodation! Clean and very convenient"
United States
Abby
The price is 4.844.904 ₫
5.474.743 ₫ total
includes taxes & fees
27 Apr - 28 Apr
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is 2.685.252 ₫
2.999.321 ₫ total
includes taxes & fees
15 Apr - 16 Apr
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (297 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
Lakehouse Inn
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is 8.148.655 ₫
9.857.747 ₫ total
includes taxes & fees
25 Apr - 26 Apr
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is 7.872.969 ₫
8.794.027 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Devonfield Inn B&B
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is 6.603.815 ₫
7.745.527 ₫ total
includes taxes & fees
25 Apr - 26 Apr
The Inn at Stockbridge
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.029.430 ₫
9.689.284 ₫ total
includes taxes & fees
19 Apr - 20 Apr
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is 13.007.514 ₫
14.529.393 ₫ total
includes taxes & fees
12 Apr - 13 Apr
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is 5.763.856 ₫
6.438.193 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Hampton Terrace Inn
Laundry room

1735 Stone Farmhouse

1735 Stone Farmhouse
4.5 star property
Selkirk
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautifully restored historical house. Seven, our host, was very attentive and accommodating without being intrusive. This was a great secluded location yet quickly accessible to Albany for many dining options. The grounds are beautiful to walk. Great for a quick getaway! Will definitely consider returning. "
United States
Christopher
1735 Stone Farmhouse
Front of property – evening/night

Garden Gables

Garden Gables
4.0 star property
Lenox
Garden Gables
Apartment (4 Bedrooms) | Interior

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

See all hotels in Chatham
Tracy Memorial Village Hall, Chatham, New York

Top Chatham Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chatham?
With Expedia's search and sort filters, scoring a superb deal on a 4-star hotel in Chatham just got easier. Start by keying in your chosen arrival date and length of your getaway. Then list the results by price and pick a hotel that best suits your budget and style.

  • Search for the lowest price from 2.999.321 ₫

What's the difference between 5-star and 4-star hotels in Chatham?
If you decide to holiday at a 4-star hotel in Chatham, you'll typically find plenty of amenities to keep you comfortable, such as a gym, pool and restaurant. You can experience excellent service and upscale accommodation. Choose a 5-star hotel and you'll have access to a few more perks — think on-site spas, 24-hour front desk and indulgent turndown services. You'll most likely get more amenities and first-class services at a 5-star getaway, though both are fabulous options for luxury travellers.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream holiday in Chatham is as easy as typing in your travel details and clicking on our "All inclusive" filter. Stay and play where just about everything is already taken care of like your meals, accommodation, entertainment and activities, or go for a standard 4-star resort in or around this much-loved destination.