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March 2025

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Browse Select Chester Lodges

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1313)
"So if you want to gamble, this is the place to stay. Had good restraurant, bars, kids enjoyed the food court and the bowling and the movie theater. But no pool so that was a bummer. Rooms were nice."
The price is CA $229
CA $292 total
includes taxes & fees
Mar 12 - Mar 13
MGM Springfield

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2361)
"Safe "
The price is CA $141
CA $163 total
includes taxes & fees
Mar 9 - Mar 10
D. Hotel Suites & Spa

Homewood Suites by Hilton Windsor Locks Hartford

3.0 star property
8.6 out of 10, Excellent, (744)
"Check in was easy, rooms are spacious staff extremely friendly"
The price is CA $161
CA $185 total
includes taxes & fees
Mar 8 - Mar 9
Homewood Suites by Hilton Windsor Locks Hartford

Fairfield Inn & Suites Hartford Airport

2.5 star property
8.4 out of 10, Very good, (713)
"Decent place"
The price is CA $121
CA $139 total
includes taxes & fees
Mar 9 - Mar 10
Fairfield Inn & Suites Hartford Airport

Life House Berkshires

3.5 star property
9.2 out of 10, Wonderful, (513)
"The restaurant and lounge area is so inviting, and staff is all around excellent."
The price is CA $140
CA $156 total
includes taxes & fees
Mar 16 - Mar 17
Life House Berkshires

Fairfield Inn & Suites by Marriott Springfield Enfield

2.5 star property
8.8 out of 10, Excellent, (1004)
"Hotel was was very comfortable and clean! Nice breakfast. My only criticism would be to ask the management to re-think the parking charge. The two large, on-site parking lots were only about one-third full when I stayed, so having to pay $7 per night for parking seemed like a money grab."
The price is CA $158
CA $182 total
includes taxes & fees
Mar 9 - Mar 10
Fairfield Inn & Suites by Marriott Springfield Enfield

HYATT house Hartford North/Windsor

3.0 star property
9.0 out of 10, Wonderful, (1014)
"This vacation waa a last minute change of plans. 13 year old Daughters birthday. She researched and picked the hotel, and she ended up changing our whole trip, We were supposed to go north, ended up going south. Noone will believe there was a Santa convention that weekend, & she was invited into the group and into the workshop class. Who better to trust your child to but a room full of REAL SANTAS and MRS. CLAUS'? Thank You "Santa True"."
The price is CA $193
CA $222 total
includes taxes & fees
Apr 1 - Apr 2
HYATT house Hartford North/Windsor

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2.0 star property
6.6 out of 10, (1482)
"Nice clean rooms. Convenient breakfast. Dining options for everyone. "
The price is CA $98
CA $113 total
includes taxes & fees
Mar 14 - Mar 15
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 star property
8.8 out of 10, Excellent, (1019)
"Overnight staff Friday 2/21/2025, 3:30a and Saturday 2/28/2025, 11:30pm were abrasive and not helpful. He acted annoyed that we interrupted him using his personal cell phone while he was sitting at the front desk (when we were leaving for our flight and again when we returned to pick up our car). Very rude. "
The price is CA $176
CA $203 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Bradley Airport by IHG

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (419)
"This was my first stay at the Williams Inn and I found it the coziest hotel I've stayed at! The furnishings are lovely and the lobby area very inviting (especially in the winter when the fire is always going). There's also - unfortunately, I didn't discover this until the end of my stay - a little nook area off to the side with books, games, and complimentary fruit water. The rooms were lovely and clean. The bathroom and shower were mostly clean except for some black spots near the bottom of one...
The price is CA $293
CA $327 total
includes taxes & fees
Mar 9 - Mar 10
The Williams Inn

Sheraton Hartford Hotel at Bradley Airport

3.5 star property
9.0 out of 10, Wonderful, (1007)
"Very convenient and quiet hotel in the airport "
The price is CA $344
CA $396 total
includes taxes & fees
Mar 30 - Mar 31
Sheraton Hartford Hotel at Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

2.5 star property
8.2 out of 10, Very good, (1515)
"Convenience "
The price is CA $112
CA $129 total
includes taxes & fees
Mar 8 - Mar 9
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1006)
"We had a great stay. The hotel is clean and well maintained. Checkin and checkout were easy. The free breakfast was a bonus. "
The price is CA $181
CA $202 total
includes taxes & fees
Mar 23 - Mar 24
Comfort Inn & Suites

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1007)
"This was a very nice little getaway from everyday life. The room was nice and roomy and we loved the fireplace. "
The price is CA $115
CA $129 total
includes taxes & fees
Mar 16 - Mar 17
The Yankee, Trademark Collection by Wyndham

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1003)
"Great spot to break the drive up between CT and VT. "
The price is CA $170
CA $190 total
includes taxes & fees
Mar 19 - Mar 20
Hotel Downstreet, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Some aspects were great, some not. The hotel restruant is an Indian cuisine which we do not like. The room we stayed in has wall and floor structural problems. There was also a camera pin hole in the ceiling over the tub I stuffed a tissue into. It was noisy between 10 to 11 pm as a group of loud drunks were walking down the hall."
The price is CA $141
CA $158 total
includes taxes & fees
Mar 7 - Mar 8
The Black Swan Lee - Lenox, Ascend Hotel Collection

DoubleTree by Hilton Hartford - Bradley Airport

4.0 star property
8.0 out of 10, Very good, (1009)
"Omg me and my boyfriend love this place it’s so quiet and nice 😍"
The price is CA $182
CA $209 total
includes taxes & fees
Mar 16 - Mar 17
DoubleTree by Hilton Hartford - Bradley Airport

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (606)
"It is convenient for families with little ones during the off-season to have fun with the pool-activities-arcade and movie theatre on site. It is an easy drive from areas of MA-NY and CT to make it a convenient family weekend get away-rooms are getting dated and could use some sprucing and updating but are overall clean "
The price is CA $171
CA $212 total
includes taxes & fees
Mar 16 - Mar 17
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 star property
8.2 out of 10, Very good, (835)
"Staff were extremely helpful when i checked in during an emergency with my little one. Room wasnt up to par and we were switched to another room immediately "
The price is CA $125
CA $144 total
includes taxes & fees
Mar 9 - Mar 10
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Very friendly staff, clean and comfortable room. Good breakfast options. "
The price is CA $186
CA $211 total
includes taxes & fees
Mar 16 - Mar 17
Holiday Inn Express Springfield Downtown by IHG
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.
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Other property types in Chester

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is CA $216
CA $328 total
includes taxes & fees
Mar 6 - Mar 7
Berkshire Village Carriage House - Super Private!!

Peace and quiet on the lake

9.6 out of 10, Exceptional, (210)
"This was a cozy tucked away location that seemed far away from everything which was exactly what we wanted. The host was extremely communicative before and during the stay. The house had fresh linens and towels as well as basic cleaning supplies. It was cozy for a wintery weekend in. We enjoyed snowshoeing on the frozen lake! Pet-friendly was a huge plus! "
Peace and quiet on the lake
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.

Frequently asked questions

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How can I find cheap lodges in Chester?
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What is there to do in Chester near my lodge?
Once you’ve unpacked your bags, head out and explore the incredible things Chester has for you to experience. Chester Town Hall is a top attraction to add to your itinerary.