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

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Check availability on Chatham 4 Star Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 interior with a sectional sofa, a round table, and a large window.
A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.

1. The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
Hudson
United States
JAMES
6.284.740 ₫
7.101.757 ₫ total
includes taxes & fees
25 Oct - 26 Oct
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 modern apartment with a living room, kitchenette, and dining area.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
2.571.030 ₫
2.871.763 ₫ total
includes taxes & fees
7 Oct - 8 Oct
The Central Downtown Inn & Suites
Front of property
Exterior
A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
11.374.341 ₫
13.340.270 ₫ total
includes taxes & fees
30 Sept - 1 Oct
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 dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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
13.414.792 ₫
16.228.217 ₫ total
includes taxes & fees
12 Oct - 13 Oct
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 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.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

5. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
8.570.100 ₫
10.341.514 ₫ total
includes taxes & fees
1 Oct - 2 Oct
The Old Inn On The Green
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.
A row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.

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 bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
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
10.621.730 ₫
11.864.395 ₫ total
includes taxes & fees
30 Oct - 31 Oct
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 room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

8. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
6.598.977 ₫
7.371.065 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
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.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

9. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A two-story house with a balcony, a front porch, and a well-maintained lawn.
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.

10. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
A deck with outdoor furniture, a hot tub, and a grill.
A bedroom with a large bed, a nightstand, a painting, and a view of the outside.
A kitchen with wooden cabinets, a stainless steel refrigerator, a window with a view of greenery, and a countertop with various items.
A cozy living room with a fireplace, a large window, and a dining area set for six.

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 bedroom with a bed, a chair, a table, a lamp, a window, and a chandelier.
A cozy outdoor seating area with wicker chairs, a wooden coffee table, and candles.
A dining area with a wooden table and chairs, a chandelier, and wall-mounted lamps.

12. 1735 Stone Farmhouse

1735 Stone Farmhouse
Selkirk
United States
Christopher
1735 Stone Farmhouse
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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 2.871.763 ₫
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.

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