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

Find 4 Star Hotels in Chatham, NY from $111

Check availability on Chatham 4 Star Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Chatham 4-star hotels

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

1. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
4.5 star property
Hudson
8.6 out of 10, Excellent, (103 reviews)
"Staff were great."
United States
Judith and Robert
$273 nightly
The price is $308
Dec 1 - Dec 2
Total with taxes and fees
Pocketbook Hotel and Bath
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
$99 nightly
The price is $111
Nov 5 - Nov 6
Total with taxes and fees
The Central Downtown Inn & Suites
A mountainous landscape with autumn foliage and a river.

3. 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, (595 reviews)
"Very spacious and comfortable room with great bedding. One of the elevators was out of service and the staff went beyond to help us get our luggage to our room. Great staff and town to walk."
United States
Yolanda
$215 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
The Wick, Hudson, A Tribute Portfolio Hotel
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.

4. 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
A large, two-story house with a well-maintained lawn and a fence.

5. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
$369 nightly
The price is $412
Nov 5 - Nov 6
Total with taxes and fees
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.

6. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (45 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
$230 nightly
The price is $257
Nov 8 - Nov 9
Total with taxes and fees
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.

7. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$414 nightly
The price is $462
Nov 26 - Nov 27
Total with taxes and fees
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.

8. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
$319 nightly
The price is $350
Nov 5 - Nov 6
Total with taxes and fees
The Old Inn On The Green
A modern bathroom with a glass shower, white marble walls, and a large window.

9. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main
A wooden deck with wicker furniture and a view of a lake.

10. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn
Front of property

11. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
$281 nightly
The price is $313
Nov 8 - Nov 9
Total with taxes and fees
The Inn at Stockbridge
A rustic kitchen with wooden beams, a sink, and a washing machine.

12. 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
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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

Find out more about Chatham

Chatham Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Chatham, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Chatham 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Chatham. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Chatham, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Chatham hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chatham?
Expedia can help you easily locate the perfect 4-star hotel for your trip to Chatham. Use our handy filter tool to tailor your search by things like amenities, budget and property star rating and get access to awesome deals in a couple of clicks.

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What's the difference between 5-star and 4-star hotels in Chatham?
If you choose to book a stay at a 4-star hotel in Chatham, you'll typically find loads of conveniences to ensure you're relaxed, such as a pool, gym and restaurant. You can enjoy high-quality service and deluxe accommodations. Choose a 5-star hotel and you'll have access to a few more bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You're likely to get more amenities and first-class services at a 5-star stay, but both are fabulous options for luxury travelers.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream hotel in Chatham is as simple as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodations, meals and activities, or choose a standard 4-star resort in or around this sought-after destination.

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