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Find 3 Star Hotels in Chester, MA from $111

Check availability on Chester 3 Star Hotels

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chester 3-star hotels

An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.
A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

1. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Jim
$142 nightly
$158 total
Oct 26 - Oct 27
Total with taxes and fees
D. Hotel Suites & Spa
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, seating area, and a bar.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
$115 nightly
$128 total
Nov 10 - Nov 11
Total with taxes and fees
Berkshire Mountain Lodge
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
A hotel room with two beds, a TV, a desk, and a chair.
A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

3. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
$165 nightly
$184 total
Oct 14 - Oct 15
Total with taxes and fees
Hotel Northampton
A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.
A spacious lobby with wooden flooring, a reception desk, and two patterned armchairs.
An indoor swimming pool with clear blue water, surrounded by chairs and a high ceiling with visible ductwork.
A hotel dining area with multiple tables and chairs, a patterned carpet, and a reception desk in the background.

4. La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
Metro Center
United States
Heather
$111 nightly
$125 total
Nov 1 - Nov 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Springfield MA
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A café with a display case, a frozen food section, and a marketplace sign.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

5. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
$135 nightly
$150 total
Oct 22 - Oct 23
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A cozy library with bookshelves, a fireplace, and comfortable seating.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
$136 nightly
$152 total
Nov 1 - Nov 2
Total with taxes and fees
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

7. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
$149 nightly
$166 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel On North
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A covered porch with wicker furniture and hanging flower baskets.

8. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
$191 nightly
$214 total
Nov 8 - Nov 9
Total with taxes and fees
The Red Lion Inn
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.
A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.
A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.
A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

9. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
United States
Nancy
$144 nightly
$160 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites Springfield Northampton/Amherst
An outdoor patio area with seating, a fire feature, and a view of the building's exterior.
A hotel room with two beds, a large window with a view of trees, and a wall mural.
A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.
A modern bar area with a long counter, multiple screens, and a seating area with metal chairs.

10. Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
West Springfield
United States
Amy
$131 nightly
$150 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott West Springfield
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
A modern hotel room with a bed, sofa, dining table, and chairs.
A modern hotel room with a dining area, a sofa, a bed, and a TV.
A brick building with a sign reading "The Ellery."

11. The Ellery

The Ellery
Northampton
United States
Travis
$127 nightly
$141 total
Oct 28 - Oct 29
Total with taxes and fees
The Ellery
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.

12. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
$115 nightly
$128 total
Nov 8 - Nov 9
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.
A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.
A modern hotel with a brick facade, multiple windows, and a well-lit entrance.
A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

13. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
United States
Rebecca
$155 nightly
$173 total
Nov 1 - Nov 2
Total with taxes and fees
Homewood Suites by Hilton Hadley Amherst
A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.
An indoor swimming pool with clear signage, a no diving policy, and a seating area with chairs and a table.
A hotel lobby with a reception desk, seating area, and large windows.
A hotel lobby with a seating area, a bar, and a TV screen.

14. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
Holyoke
United States
MONA
$127 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites Springfield Holyoke
An outdoor patio area with a stone fire pit, seating, and a grill.
A hotel room with a kitchenette, a sofa, a desk, and a TV.
A spacious conference room with a high ceiling, large windows, and a variety of seating arrangements including sofas, chairs, and a round table.
A hotel room with a large bed, bedside lamps, a desk, and a TV.

15. Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield
West Springfield
United States
Joseph
$134 nightly
$153 total
Oct 19 - Oct 20
Total with taxes and fees
Residence Inn by Marriott West Springfield
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A dining area with a glass table, red walls, and framed artwork.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
$160 nightly
$179 total
Oct 27 - Oct 28
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
A hotel room with a sofa, a desk with a television, a chair, and a bed.
A hotel room with a bed, a TV, a sofa, a desk, and a chair.
A modern dining area with a long table, cushioned seating, and framed artwork on the wall.
A hotel with a well-maintained garden and a sign indicating it is a Homewood Suites by Hilton.

17. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
Holyoke
United States
Andrew
$147 nightly
$164 total
Oct 25 - Oct 26
Total with taxes and fees
Homewood Suites by Hilton Holyoke-Springfield/North
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
A covered outdoor area with stone pillars and a view of a road and green hills.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
$126 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

19. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
Canada
Kelly
$144 nightly
$160 total
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A large house with a balcony and a grassy yard.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

20. The Little Lion

The Little Lion
Great Barrington
United States
Lidia
$115 nightly
$128 total
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
$99 nightly
$111 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (422 reviews)
The Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Stockbridge MA
$383 nightly
$428 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (107 reviews)
The Inn at Stockbridge
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

26 Glendale Road, RR 183 Stockbridge MA
$376 nightly
$420 total
Nov 1 - Nov 2
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Chester

Experience the hiking, camping, and theater in Chester!

See all hotels in Chester
A snow-covered forest with a narrow stream running through it.
Photo by Elizabeth Massa Peroulakis

Top Chester Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"All good by staff and maids Quiet and Restful"
Glenn 1-night trip
Posted 11 hours ago
D. Hotel Suites & Spa
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Comfortable and cozy suite, large living room/dining area, kitchen and large bedroom, will stay again"
Peter 1-night trip
Posted 14 hours ago
Berkshire Mountain Lodge

Find out more about Chester

Three Star Hotel Guide for Chester

There’s a reason the top 3 star hotels in Chester, Massachusetts are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Chester, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Chester for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chester near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Chester 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Chester?
To lock in a reasonably priced 3-star hotel in Chester, use Expedia's handy filter tool. Determine your budget, choose your preferred amenities and lots more. You also have the ability to arrange your search results so the cheapest options appear at the top.
  • Search for the lowest price per night right now from $111
What is the difference between a 4-star and 3-star hotel in Chester?
Relaxation is easy in 3-star hotels in Chester. Besides cozy surroundings, these more economical properties include a variety of welcome amenities like free WiFi, coffee or tea maker and gym facilities. A 4-star hotel offers a more sophisticated ambience with enhanced features such as an on-site spa center, indoor or outdoor pool and spacious rooms. Regardless of your desired hotel style or budget, we have what you're looking for.
What is the difference between a 3-star hotel and a motel in Chester?
One of the benefits of choosing a motel around Chester is inexpensive rates. This means more bucks in your wallet to tour some leading attractions. Often located near airport terminals and highways, and with plenty of parking, this property style is a popular option among road trippers. When you check in to a 3-star hotel, you'll get more than just a comfortable room to relax in. You'll also usually have access to amenities like business facilities and a gym.

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