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Find 4 Star Hotels in Chester, MA

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Our top choices for Chester 4-star hotels

8 restaurants; breakfast, lunch, and dinner served

MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1,558 reviews)
"Nice hotel"
France
Adam
$195 nightly
The price is $221
Aug 4 - Aug 5
Total with taxes and fees
MGM Springfield
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
$147 nightly
The price is $165
Jul 13 - Jul 14
Total with taxes and fees
The Yankee Inn
Lobby

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
2.0 star property
Windsor Locks
6.8 out of 10, (1,856 reviews)
"Not the cleanest, but cheap, has breakfast, and the shuttle was very good"
United States
Jacob
$81 nightly
The price is $93
Aug 2 - Aug 3
Total with taxes and fees
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Exterior

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center
8.0 out of 10, Very Good, (1,288 reviews)
"Room was clean and worked for family weekend trip!"
United States
Katelyn
$119 nightly
The price is $135
Jul 19 - Jul 20
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Springfield MA
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,033 reviews)
"Nice property good coffee"
United States
Dalila
$155 nightly
The price is $173
Aug 11 - Aug 12
Total with taxes and fees
Berkshire Mountain Lodge
Lobby sitting area

Ramada by Wyndham Hartford North / Bradley Airport

Ramada by Wyndham Hartford North / Bradley Airport
2.5 star property
Windsor Locks
6.4 out of 10, (1,021 reviews)
"Pool was great!! Room was clean and staff was amazing!"
United States
Mildred
$84 nightly
The price is $97
Jul 15 - Jul 16
Total with taxes and fees
Ramada by Wyndham Hartford North / Bradley Airport
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,010 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
$183 nightly
The price is $204
Jul 16 - Jul 17
Total with taxes and fees
Berkshires Untold
Free WiFi, bed sheets

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford
2.0 star property
Enfield
7.0 out of 10, Good, (1,013 reviews)
"Clean room bed was very comfortable"
United States
Samantha
$57 nightly
The price is $65
Jul 21 - Jul 22
Total with taxes and fees
Motel 6 Enfield, CT - Hartford
Seasonal outdoor pool

Quality Inn West Springfield

Quality Inn West Springfield
2.5 star property
West Springfield
7.0 out of 10, Good, (1,016 reviews)
"Easy to get there ."
United States
Saul
$83 nightly
The price is $95
Aug 9 - Aug 10
Total with taxes and fees
Quality Inn West Springfield
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,137 reviews)
"What a fantastic staff! Front desk clerk was one of the best I have ever encountered. Friendly, helpful, cheerful, couldn’t ask for better."
United States
Matthew James
$138 nightly
The price is $154
Jul 14 - Jul 15
Total with taxes and fees
D. Hotel Suites & Spa
Lobby

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.4 out of 10, Exceptional, (241 reviews)
"The decor was beautiful and the rooms were great."
United States
Ashley
$110 nightly
The price is $125
Aug 2 - Aug 3
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel
Exterior

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG
2.5 star property
Windsor Locks
8.4 out of 10, Very Good, (1,016 reviews)
"Everything you could need for a hotel stay was there. Front desk staff was helpful at all hours of the day. Place is getting a facelift, but a nonissue for me"
United States
Anthony
$81 nightly
The price is $93
Aug 9 - Aug 10
Total with taxes and fees
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Free daily buffet breakfast

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
3.0 star property
Windsor Locks
8.4 out of 10, Very Good, (1,507 reviews)
"Overall a nice stay."
United States
Darren
$125 nightly
The price is $144
Jul 19 - Jul 20
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
$203 nightly
The price is $227
Jul 13 - Jul 14
Total with taxes and fees
The Red Lion Inn
Exterior

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG
2.5 star property
Metro Center
9.0 out of 10, Wonderful, (1,226 reviews)
"Great stay. Will stay there again when I get back"
United States
Jason
$106 nightly
The price is $121
Aug 3 - Aug 4
Total with taxes and fees
Holiday Inn Express Springfield Downtown by IHG
Lobby

Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
2.5 star property
South End
8.6 out of 10, Excellent, (1,004 reviews)
"Clean room, breakast, parking, One of the best hotel I’ve stayed at here ,very good cleanliness."
United States
Maisa
$102 nightly
The price is $115
Aug 9 - Aug 10
Total with taxes and fees
Hampton Inn & Suites Springfield/Downtown
Desk, free WiFi, bed sheets

Motel 6 Windsor Locks, CT - Hartford

Motel 6 Windsor Locks, CT - Hartford
2.0 star property
Windsor Locks
6.8 out of 10, (1,019 reviews)
$85 nightly
The price is $98
Jul 19 - Jul 20
Total with taxes and fees
Motel 6 Windsor Locks, CT - Hartford
Standard Room, 2 Queen Beds, Non Smoking | Pillowtop beds, desk, laptop workspace, blackout drapes

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.8 out of 10, Good, (227 reviews)
"I was very impressed with how clean the hotel room and property was and it has all the amenities you need ..and the the over night front desk agent was very helpful..I would recommend this place to everyone."
United States
Everton
$103 nightly
The price is $118
Jul 13 - Jul 14
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
View from property

Fairfield Inn & Suites by Marriott Springfield Enfield

Fairfield Inn & Suites by Marriott Springfield Enfield
3.0 star property
Sherwood Manor
8.8 out of 10, Excellent, (1,009 reviews)
$134 nightly
The price is $154
Aug 6 - Aug 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Springfield Enfield
Free daily buffet breakfast

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1,009 reviews)
"Okay for one night. Would not stay again if traveling alone as entrance was right off parking lot."
United States
Patricia
$118 nightly
The price is $136
Aug 2 - Aug 3
Total with taxes and fees
Homewood Suites by Hilton Windsor Locks Hartford
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Learn more about Chester

Experience the hiking, camping, and riverfront in Chester!

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A stone bridge over a flowing river with rocks and autumn foliage.
Photo by Chris Addams
Open Photo by Chris Addams

Top Chester Hotel Reviews

Find out more about Chester

Chester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Chester, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Chester 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 Chester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Chester, Massachusetts, 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 Chester hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chester?
To book a 4-star hotel in Chester that's within your budget, use Expedia's handy filter tool. Check out the available options during your getaway dates and use our pricing filter to set your limit. You can also list your results by the most wallet-friendly property first.

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What's the difference between 5-star and 4-star hotels in Chester?
If you decide to spend your vacation at a 4-star hotel in Chester, you'll typically find plenty of amenities to keep you comfortable, such as a restaurant, gym and pool. You can experience high-quality service and deluxe accommodations. Pick a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, around-the-clock concierge and indulgent turndown services. You're likely to get more amenities and exclusive services at a 5-star retreat, though both are fabulous options for luxury travelers.
Does Chester have any 4-star all-inclusive resorts?
Finding your dream resort in Chester is as easy as entering in your destination and dates, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your room, meals and activities, or go for a standard 4-star resort in or around this top destination.

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