A city street with buildings, parked cars, and solar panels.

Chatham 4 Stars Hotels

  • 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

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chatham 4-star hotels

A mountainous landscape with autumn foliage and a river.
A modern restaurant with a bar area, seating, and a display of plates.
A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.
A modern interior with a sectional sofa, a round table, and a large window.

1. The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
Hudson
United States
JAMES
NT$7,589
NT$8,575 total
includes taxes & fees
Sep 29 - Sep 30
The Wick, Hudson, A Tribute Portfolio Hotel
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A compact living space with a kitchenette, a dining area, and a sofa.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
NT$3,113
NT$3,477 total
includes taxes & fees
Oct 8 - Oct 9
The Central Downtown Inn & Suites
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A stone fountain surrounded by trees in a park setting.

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
NT$13,519
NT$15,856 total
includes taxes & fees
Sep 23 - Sep 24
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A neatly arranged bedroom with a bed, bedside table, and a dresser.

4. 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
Stockbridge
United States
Philippe
NT$16,399
NT$19,838 total
includes taxes & fees
Oct 12 - Oct 13
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

5. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
NT$10,478
NT$12,644 total
includes taxes & fees
Sep 23 - Sep 24
The Old Inn On The Green
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
A row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.

6. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
A large, two-story house with a well-maintained lawn and a fence.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

7. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
NT$13,939
NT$15,570 total
includes taxes & fees
Sep 23 - Sep 24
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
NT$6,951
NT$7,764 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
A breakfast buffet with pastries, fruits, and condiments.
A room with a large bed, a chair, and a decorative hanging light fixture.
A neatly arranged bedroom with a large bed, a chair, and a window with a view of trees.

9. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.
A two-story house with a balcony, a front porch, and a well-maintained lawn.

10. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
A deck with outdoor furniture, a hot tub, and a grill.
A kitchen with wooden cabinets, a stainless steel refrigerator, a window with a view of greenery, and a countertop with various items.
A spacious living area with a brown leather sectional sofa, a wooden coffee table, and a dining area with wooden chairs and a bar.
A bedroom with a large bed, a nightstand, a painting, and a view of the outside.

11. Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
Hancock
Family-friendly Hancock Home: Walk to Slopes!
A rustic kitchen with wooden beams, a sink, and a washing machine.
A wooden interior with a stone wall, a chandelier, a wooden chair, and a fur rug.
A dining area with a wooden table and chairs, a chandelier, and wall-mounted lamps.
A bedroom with a bed, a chair, a table, a lamp, a window, and a chandelier.

12. 1735 Stone Farmhouse

1735 Stone Farmhouse
Selkirk
United States
Christopher
1735 Stone Farmhouse
Save an average of 15% on thousands of hotels when you're signed in

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
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

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 NT$3,477
What's the difference between 5-star and 4-star hotels in Chatham?
If you decide to vacation 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 accommodations. 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 travelers.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream vacation 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, accommodations, entertainment and activities, or go for a standard 4-star resort in or around this much-loved destination.

Explore a world of travel with Expedia