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

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Check availability on Old Chatham 4 Star Hotels

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Old Chatham 4-star hotels

A mountainous landscape with autumn foliage and a river.
A white building with large windows and a sign that reads "The Wick".
A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.
A modern restaurant with a bar area, seating, and a display of plates.

1. The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
Hudson
United States
JAMES
6.472.008 ₫
7.313.370 ₫ total
includes taxes & fees
29 Sept - 30 Sept
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 covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
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
2.573.208 ₫
2.874.195 ₫ total
includes taxes & fees
27 Sept - 28 Sept
The Central Downtown Inn & Suites
A living room with a fireplace, leather sofas, and a dog.
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
11.383.976 ₫
13.351.570 ₫ total
includes taxes & fees
27 Sept - 28 Sept
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

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
13.424.088 ₫
16.239.463 ₫ total
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
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.
A room with a large bay window, a wooden bench with cushions, and a chandelier.

5. 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 dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
10.630.728 ₫
11.874.445 ₫ total
includes taxes & fees
25 Oct - 26 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 dining room with a large table set for a meal, surrounded by ornate chairs.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
6.919.070 ₫
7.728.461 ₫ total
includes taxes & fees
29 Sept - 30 Sept
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 breakfast buffet with pastries, fruits, and condiments.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

8. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A hallway with wooden flooring, a wooden bench, a vase with flowers, and a mirror on the wall.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A view of a lakeside property with a deck and a white building.

9. 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 bedroom with a large bed, a nightstand, a painting, and a view of the outside.
A cozy living room with a fireplace, a large window, and a dining area set for six.

10. 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 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.
A cozy outdoor seating area with wicker chairs, a wooden coffee table, and candles.

11. 1735 Stone Farmhouse

1735 Stone Farmhouse
Selkirk
United States
Christopher
1735 Stone Farmhouse
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Learn more about Old Chatham

Tucked in the Hudson Valley, this historic hamlet offers peaceful countryside walks and the charming Old Chatham Country Store for local provisions. Nearby Shaker Museum preserves artefacts from America's oldest Shaker settlement, while Chatham's Main Street features independent shops and farm-to-table dining.

See all hotels in Old Chatham
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top Old Chatham Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Old Chatham?
With Expedia's handy filter tool, scoring a terrific deal on a 4-star hotel in Old Chatham just got easier. Start by entering your chosen arrival date and length of your holiday. Then list the results by price and choose the option that best suits your style and budget.
  • Search for the lowest price from 2.874.195 ₫
What's the difference between 5-star and 4-star hotels in Old Chatham?
Treat yourself to luxury during your Old Chatham escape by staying at a 4-star hotel. As well as featuring upscale accommodation, these properties are typically packed with amenities such as large beds, complimentary bathrobes and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and unforgettable one. 24-hour concierge assistance, elegant décor and gourmet dining are only the start of the superior services and conveniences you'll likely have access to.
Does Old Chatham have any 4-star all-inclusive resorts?
Enjoy a carefree holiday experience where everything is included in one upfront price by using our "All inclusive" filter. Budgeting is easy when your room, food and many activities are already taken care of. Eager for more ideas? Check out the terrific offers on Expedia's standard 4-star stays in and around Old Chatham.

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