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Top 10 Chester hotels and places to stay

Exterior
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (1001)
"The staff was friendly and accommodating, room was clean spacious. Overall a pleasant stay."
The price is CA $165
CA $187 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Lobby
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
7.2 out of 10, Good, (1000)
"Very nice place "
The price is CA $138
CA $164 total
includes taxes & fees
May 27 - May 28
Microtel Inn & Suites by Wyndham Middletown
Room, 1 King Bed, Non Smoking
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
9.4 out of 10, Exceptional, (937)
"So very clean, comfy and quiet. Slept like a baby, plenty of supplies in the room and every morning breakfast included, a wide variety and freshly made. I would highly recommend."
The price is CA $171
CA $194 total
includes taxes & fees
May 27 - May 28
Sleep Inn & Suites Monroe - Woodbury
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Room, 1 King Bed, Accessible, Bathtub
Super 8 by Wyndham Middletown
2.5 star property
6.4 out of 10, (1000)
"Staff nice"
The price is CA $122
CA $144 total
includes taxes & fees
Jun 3 - Jun 4
Super 8 by Wyndham Middletown
Reception
Tru by Hilton Middletown
2.5 star property
8.2 out of 10, Very good, (688)
"💪"
The price is CA $167
CA $198 total
includes taxes & fees
Jun 3 - Jun 4
Tru by Hilton Middletown
Exterior
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
8.6 out of 10, Excellent, (858)
"Service was excellent"
The price is CA $162
CA $225 total
includes taxes & fees
Jun 3 - Jun 4
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (387)
"The staff was nice. Checking in was very quick and the place is clean. "
The price is CA $173
CA $204 total
includes taxes & fees
Jun 3 - Jun 4
La Quinta Inn & Suites by Wyndham Middletown
Property entrance
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 $353
CA $427 total
includes taxes & fees
May 28 - May 29
Mountain Creek
Property amenity
Courtyard by Marriott Middletown Goshen
3.0 star property
8.6 out of 10, Excellent, (714)
"Staff was very friendly and accommodating. Rooms were clean and spacious. Close to everything."
The price is CA $177
CA $209 total
includes taxes & fees
May 27 - May 28
Courtyard by Marriott Middletown Goshen
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
8.2 out of 10, Very good, (1002)
"Very clean room, staffing -professional, friendly, courteous, breakfast was excellent. We were placed in the end of the building first floor due to having a small dog. Thus, we were very close to the slamming door inside that people did not try to hold door to not slam it. We could hear some dogs barking, after the hrs. in night & one before the 5 am time. They are faint, but our dog would then bark. We were able to stop our dog. I was informed that we could be further away from the hall...
The price is CA $165
CA $179 total
includes taxes & fees
Jun 4 - Jun 5
Best Western Hunt's Landing Hotel Matamoras/Milford
BBQ/picnic area
Sleep Inn & Suites Middletown - Goshen
2.5 star property
8.6 out of 10, Excellent, (850)
"Staff very friendly and room spacious and very clean!"
The price is CA $187
CA $211 total
includes taxes & fees
Jun 10 - Jun 11
Sleep Inn & Suites Middletown - Goshen
Seasonal outdoor pool
Days Inn by Wyndham Middletown
2.0 star property
6.6 out of 10, (554)
"Wish they had smoking rooms.I’m a big 420 supporter so I’m back and forth outside to smoke"
The price is CA $145
CA $164 total
includes taxes & fees
May 30 - May 31
Days Inn by Wyndham Middletown
Standard Room
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (540)
"The property is close to a gas station for easy snacks and necessities."
The price is CA $187
CA $220 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel
Lobby
Hampton Inn Matamoras/Milford
2.5 star property
8.8 out of 10, Excellent, (1002)
"The room was clean comfortable. Entire hotel is nice. Location convenient to several things,placed"
The price is CA $180
CA $197 total
includes taxes & fees
May 26 - May 27
Hampton Inn Matamoras/Milford
Courtyard
Home2 Suites by Hilton Middletown
3.0 star property
9.0 out of 10, Wonderful, (573)
"Nice"
The price is CA $198
CA $239 total
includes taxes & fees
May 27 - May 28
Home2 Suites by Hilton Middletown
Exterior
Quality Inn near Mountain Creek
2.5 star property
7.6 out of 10, Good, (790)
"It was exactly what we were looking for and will use this property again."
The price is CA $145
CA $167 total
includes taxes & fees
May 29 - May 30
Quality Inn near Mountain Creek
Exterior
Hampton Inn by Hilton Middletown
2.5 star property
8.6 out of 10, Excellent, (866)
"I was there for a training, it was very nice to study."
The price is CA $179
CA $212 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Inn by Hilton Middletown
Exterior
Appalachian Motel
2.0 star property
7.6 out of 10, Good, (394)
"Beautiful setting. Scary (dangerous) access to driveway off and onto fast curving hillside road. Would benefit from convex traffic mirror opposite driveway. Beds extremely comfortable. Shower good. Everything else adequate, but that's okay with us. Had all we needed."
The price is CA $102
CA $117 total
includes taxes & fees
May 28 - May 29
Appalachian Motel
Exterior
The Orange Inn Boutique Hotel
2.0 star property
9.8 out of 10, Exceptional, (68)
"We were very impressed with the hotel. Staff was friendly. Our room was spotless and beautifully decorated. Everything was new. Even the elevator I can’t say enough about the Orange inn "
The price is CA $341
CA $403 total
includes taxes & fees
May 29 - May 30
The Orange Inn Boutique Hotel
Exterior
Residence Inn by Marriott Middletown Goshen
3.0 star property
9.4 out of 10, Exceptional, (225)
"We stayed overnight after visiting relatives locally. Plenty of food options, nice room with wooded view."
The price is CA $209
CA $247 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
970
Highest price
CA $353
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