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Top 10 Chester hotels and places to stay

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (1002)
"The staff was friendly and accommodating, room was clean spacious. Overall a pleasant stay."
The price is CA $183
CA $207 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
7.2 out of 10, Good, (1002)
"My stay here was very pleasant. My only complaint; since im traveling with my service dog, I got a room on the bottom floor. My guess is that's where they put everyone with dogs since it is a dog friendly hotel. Well we found several baby ticks around the room and mostly in the bathroom, we even caught one right as it climbed my dog's arm. Thank God my dogs are treated monthly for fleas and ticks but this location, even though it is absolutely not their fault, may want to spray the rooms for...
The price is CA $149
CA $177 total
includes taxes & fees
Jun 9 - Jun 10
Microtel Inn & Suites by Wyndham Middletown
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
9.4 out of 10, Exceptional, (948)
"Amazing experience. The staff, hotel all are excellent. "
The price is CA $157
CA $177 total
includes taxes & fees
Jun 3 - Jun 4
Sleep Inn & Suites Monroe - Woodbury
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Super 8 by Wyndham Middletown
2.5 star property
6.4 out of 10, (1004)
"The Staff was very friendly and helpful!"
The price is CA $123
CA $145 total
includes taxes & fees
Jun 9 - Jun 10
Super 8 by Wyndham Middletown
Tru by Hilton Middletown
2.5 star property
8.2 out of 10, Very good, (695)
"Very good stay. Front desk was extremely nice."
The price is CA $173
CA $204 total
includes taxes & fees
Jun 9 - Jun 10
Tru by Hilton Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
8.6 out of 10, Excellent, (861)
"Stayed overdoing the memorial day weekend after visiting Legoland. The hotel was pretty full judging from all the people at breakfast, no complaints this was a very convenient hotel would definitely come back again!"
The price is CA $161
CA $224 total
includes taxes & fees
Jun 9 - Jun 10
Fairfield Inn & Suites by Marriott Goshen Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (391)
"The staff was nice. Checking in was very quick and the place is clean. "
The price is CA $183
CA $216 total
includes taxes & fees
Jun 3 - Jun 4
La Quinta Inn & Suites by Wyndham Middletown
Mountain Creek
3.0 star property
8.0 out of 10, Very good, (481)
"The views are beautiful and the lobby so pretty! Our room could have been nicer the carpet was coming up in areas and was covered by a floor mat. Love the area not a bad stay. "
The price is CA $352
CA $427 total
includes taxes & fees
Jun 5 - Jun 6
Mountain Creek
Courtyard by Marriott Middletown Goshen
3.0 star property
8.6 out of 10, Excellent, (716)
"Staff was very friendly and accommodating. Rooms were clean and spacious. Close to everything."
The price is CA $173
CA $204 total
includes taxes & fees
Jun 9 - Jun 10
Courtyard by Marriott Middletown Goshen
Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
8.2 out of 10, Very good, (1002)
"Best coffee of any hotel that I have visited recently. Appreciate the cleanliness and staff."
The price is CA $159
CA $173 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Hunt's Landing Hotel Matamoras/Milford
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.6 out of 10, Excellent, (855)
"Great place.. "
The price is CA $197
CA $223 total
includes taxes & fees
Jun 16 - Jun 17
Sleep Inn & Suites Middletown - Goshen
Days Inn by Wyndham Middletown
2.0 star property
6.6 out of 10, (556)
"The barth tub had rust"
The price is CA $138
CA $156 total
includes taxes & fees
Jun 9 - Jun 10
Days Inn by Wyndham Middletown
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (547)
"This place was clean and the breakfasts were were great. There was lots of variety and everyone in the famil could find something they liked."
The price is CA $193
CA $228 total
includes taxes & fees
Jun 10 - Jun 11
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
Hampton Inn Matamoras/Milford
2.5 star property
8.8 out of 10, Excellent, (1007)
"Very friendly staff, excellent experience."
The price is CA $184
CA $201 total
includes taxes & fees
Jun 9 - Jun 10
Hampton Inn Matamoras/Milford
Home2 Suites by Hilton Middletown
3.0 star property
9.0 out of 10, Wonderful, (577)
"Perfect stay for Legoland visit"
The price is CA $207
CA $250 total
includes taxes & fees
Jun 9 - Jun 10
Home2 Suites by Hilton Middletown
Quality Inn near Mountain Creek
2.5 star property
7.6 out of 10, Good, (792)
"It was exactly what we were looking for and will use this property again."
The price is CA $134
CA $153 total
includes taxes & fees
Jun 3 - Jun 4
Quality Inn near Mountain Creek
Hampton Inn by Hilton Middletown
2.5 star property
8.6 out of 10, Excellent, (869)
"I was there for a training, it was very nice to study."
The price is CA $196
CA $231 total
includes taxes & fees
Jun 9 - Jun 10
Hampton Inn by Hilton Middletown
Appalachian Motel
2.0 star property
7.6 out of 10, Good, (398)
"Couldn’t get tv to work. Wanted to watch important NBA game"
The price is CA $102
CA $117 total
includes taxes & fees
Jun 3 - Jun 4
Appalachian Motel
The Orange Inn Boutique Hotel
2.0 star property
9.8 out of 10, Exceptional, (70)
"Updated rooms and bathroom"
The price is CA $341
CA $402 total
includes taxes & fees
Jun 3 - Jun 4
The Orange Inn Boutique Hotel
Residence Inn by Marriott Middletown Goshen
3.0 star property
9.4 out of 10, Exceptional, (228)
"Staff is always so welcoming"
The price is CA $215
CA $254 total
includes taxes & fees
Jun 9 - Jun 10
Residence Inn by Marriott Middletown Goshen
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See all available properties in Chester
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.

More cheap stays in Chester

Hotels near Popular Chester Attractions

Chester Travel Info

Number of hotels
977
Highest price
CA $352
Lowest price
CA $102
Known attractions
Mount Peter Ski Area, Brotherhood Winery and Demarest Hill Winery
Hotels with family-friendly amenities
6
Hotels with skiing
3

Frequently asked questions

What's the best place to stay in Chester?

The Dominion House Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and an outdoor pool. Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is another top choice for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits: You might want to consider this vacation rental near Chester, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For more details about updating your trip to Chester or cancelling it, click here.

What's the best accommodation for a budget-friendly stay in Chester?

Based on reviews, Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a popular 2.5-star hotel for our travelers looking for an economical choice, and features free breakfast and free WiFi. View all budget hotels in Chester.

What's the best hotel for a couple visiting Chester?

The Dominion House Bed & Breakfast is a favorite 3.5-star B&B for couples, and features wedding services and free breakfast. See all romantic hotels in Chester.

What is the favorite LGBTQ-friendly place to stay in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.

Where is the best hotel to stay with easy access to The Rock Sports Complex?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.

What about the best place to stay near Castle Fun Center?

One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.

What's the best place to stay for a winter vacation in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a top hotel for hitting the ski slopes, and features free breakfast and free WiFi. This hotel is located 21 minutes by car from Mount Peter Ski Area. See all ski hotels in Chester.

What are some accommodations with pools in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a top hotel with a pool, free on-the-go breakfast, and free WiFi. View all hotels with pools in Chester.

What is the best spa hotel in Chester?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is a highly recommended spa hotel with a pool. See all spa hotels in Chester.

Recent Reviews in Chester
Expedia verified reviews