Hotels and Motels in or near Chester, NY
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Holiday Inn Express & Suites Chester
2 Bryle Place, Chester, NY 10918
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From $136
Check In 15 00
Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel 5 miles southeast of Woodbury Common Outlet Mall Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 255 reviews
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"The hotel was clean, and the front desk clerks were helpful. I had a great stay and definitely recommend it.2021-07-12 "
"I had an enjoyable stay and recommend this hotel.2019-10-12 "
"The hotel was clean and updated. The AC was too noisy, though. I had a pleasant stay overall.2019-03-05 "
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Glenmere Mansion Chester
634 Pine Hill Road, Chester, NY 10918
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From $650
Check In 15 00
Check Out 11 00
Rated Very High
Luxury, smoke-free bed and breakfast inn
Located on 150-acre estate
3 floors, 18 rooms - elevator
Heated outdoor swimming pool open in summer
Fitness center
2 restaurants
Full-service spa
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 231 reviews
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Legoland Hotel Goshen
1 Legoland Blvd, Goshen, NY 10924
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2.4 miles
2.4 miles from Chester
From $369
Check In 16 00
Check Out 11 00
Rated Average
Upscale, smoke-free, full-service hotel
Next to Legoland New York
4 floors, 250 rooms and suites
Outdoor swimming pool open in summer
Exercise room
Restaurant - lounge - cafe
Free hot breakfast buffet Not pet friendly
Note: This hotel charges a resort fee of $30 per night - includes parking and WiFi.
TripAdvisor Traveler Rating:
Based on 37 reviews
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Sleep Inn & Suites Monroe
1 Sleep Way, Monroe, NY 10950
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4.1 miles
4.1 miles from Chester
From $99
Check In 15 00
Check Out 11 00
Rated Very High
Midscale, smoke-free hotel
10 miles from Schunnemunk State Park
3 floors, 82 rooms and suites - elevator
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 89 reviews
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"Great stay. We loved this hotel.2020-11-11 "
"The hotel room was really nice, and the staff was accommodating.2019-09-05 "
"I had a great hotel stay.2018-05-06 "
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Microtel Inn & Suites by Wyndham Middletown
19 Crystal Run Crossing, Middletown, NY 10941
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8 miles
8 miles from Chester
From $90
Check In 1500
Check Out 1200
Rated Average
Cheap, smoke-free hotel
Near Galleria at Crystal Run Mall
3 floors, 80 rooms and suites - elevator
No swimming pool
Free continental breakfast
Free WiFi
Free parking Pet friendly hotel
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- $35 per night fee for each pet. - May 2022 < Less
TripAdvisor Traveler Rating:
Based on 913 reviews
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"The hotel room needed some new furniture. No one answered the phone when we called to request a wake-up call.2023-08-02 "
"The hotel was clean and updated, and the staff was friendly and helpful. I definitely recommend staying here.2023-02-22 "
"Excellent safety. The hotel staff was friendly and professional. Breakfast needed improvement.2021-10-10 "
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Courtyard by Marriott Hotel Middletown
24 Crystal Run Crossing, Middletown, NY 10941
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8 miles
8 miles from Chester
From $118
Check In 1500
Check Out 1100
Rated High
Upscale, smoke-free hotel Near Galleria at Crystal Run 4 floors, 134 rooms and suites Heated indoor swimming pool - exercise room Restaurant - lounge Restaurant open for breakfast and dinner only Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 368 reviews
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Hampton Inn Middletown
20 Crystal Run Crossing, Middletown, NY 10941
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8 miles
8 miles from Chester
From $115
Check In 15 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free hotel
18 miles from Woodbury Common Outlets
4 floors, 127 rooms and suites
Heated outdoor swimming pool - exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
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- allows dogs only, 1 dog per room - $50 per stay pet fee. - Dec 2021 < Less
TripAdvisor Traveler Rating:
Based on 838 reviews
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"The hotel was clean and beautiful, and I was able to bring my dog. The room was comfortable. All the employees were nice and friendly, and the front desk clerks were amazing. Coffee and tea were available in the lobby, and breakfast was fabulous. Stay here.2019-03-22 "
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Holiday Inn Express & Suites Middletown - I-84, Exit 19
20 Med Parc Road, I-84, Exit 19, Middletown, NY 10940
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8 miles
8 miles from Chester
From $161
Check In 15 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free, interstate hotel 4 floors, 93 rooms and suites Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Pet friendly hotel
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- allows dogs up to 75 pounds only, 1 dog per room - $40 per night pet fee. - Jan 2020 < Less
TripAdvisor Traveler Rating:
Based on 64 reviews
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Days Inn Middletown
4939 Route 17M, New Hampton, NY 10958
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8 miles
8 miles from Chester
From $77
Check In 1500
Check Out 1100
Rated Average
Cheap, smoke-free motel
4 miles southwest of Galleria at Crystal Run Mall
Outdoor swimming pool open in summer
Free continental breakfast
Free WiFi
Free parking - limited truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 219 reviews
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"Not a fancy motel, but it was clean and the beds and pillows were comfortable. Minimal lighting in the room. The exterior looked freshly painted, and I liked the warm colors. The staff accommodated our request for a late checkout. Breakfast was sparse, but got us through until lunch time. Very acceptable for a short stay.2015-08-10 "
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Hampton Inn Central Valley
60 Centre Drive, Central Valley, NY 10917
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8 miles
8 miles from Chester
From $172
Check In 15 00
Check Out 11 00
Rated High
Upper-midscale hotel near Woodbury Common Outlet Mall 3 floors, 136 rooms and suites - elevator Some smoking rooms Heated indoor swimming pool - exercise room Microwave and refrigerator in every room Free hot breakfast buffet Free WiFi Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 1023 reviews
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"Overall, I enjoyed my stay. The hotel was clean and close to stores. My only issue was trouble with the TV. The staff was courteous and helpful, and breakfast was hot.2021-08-22 "
"I loved this hotel.2021-07-07 "
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Americas Best Value Inn Central Valley
139 Route 32, Central Valley, NY 10917
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8 miles
8 miles from Chester
From $81
Check In 15 00
Check Out 11 00
Rated Low Not Recommended
Cheap, smoke-free motel
Near Woodbury Common Outlet Mall
2 floors, 51 rooms - no elevator
No swimming pool
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 360 reviews
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"We called the motel to let them know we'd be arriving late, but the door was locked when we got there. The clerk was rude and made us stand outside in the cold and check in through a little window. The room was badly in need of repairs. There weren't enough electrical outlets, and the one by the bed didn't work half the time; we finally figured out the light switch had to be on. No ice machine. Don't waste your money here.2023-05-31 "
"The motel was affordable and met our needs nicely. The room was clean, the bed was comfortable, and the wireless Internet worked well. We had no complaints.2016-11-18 "
"A satisfactory experience. A no-frills motel, but the room was clean and comfortable.2016-11-08 "
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Home2 Suites by Hilton Middletown
600 NY 211 East, Middletown, NY 10941
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9 miles
9 miles from Chester
From $105
Check In 15 00
Check Out 11 00
Rated Very High
Upper-midscale, smoke-free, all-suite, extended-stay hotel Near Galleria at Crystal Run 4 floors, 95 studio and 1-bedroom suites Indoor swimming pool - exercise room Kitchen in every suite Free continental breakfast Free WiFi Free parking Pet friendly hotel
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- $95 per stay fee for each pet. - Jan 2017 < Less
TripAdvisor Traveler Rating:
Based on 353 reviews
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"The hotel room was clean and well-maintained. Excellent kitchen area with plenty of room. Excellent customer service.2022-06-27 "
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La Quinta Inn & Suites Middletown
551 NY 211, Middletown, NY 10941
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9 miles
9 miles from Chester
From $104
Check In 15 00
Check Out 11 00
Rated Very High
Midscale, smoke-free hotel
6 miles from Hall of Fame of the Trotters
19 miles from Stewart Airport
4 floors, 87 rooms and suites
Heated indoor swimming pool - exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking - truck parking Pet friendly hotel
More >
- $40 per stay fee for each pet. - Feb 2022 < Less
TripAdvisor Traveler Rating:
Based on 31 reviews
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"Nice, clean hotel. The front desk clerks were helpful and pleasant. Stay here.2023-04-29 "
"The hotel was clean and modern. Bring your swimsuit.2023-03-31 "
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Super 8 Hotel Middletown
563 NY 211, Middletown, NY 10940
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9 miles
9 miles from Chester
From $78
Check In 1500
Check Out 1100
Rated Very Low Not Recommended
Cheap hotel near Galleria at Crystal Run Mall Some smoking rooms No swimming pool Free continental breakfast Free WiFi Free parking - truck parking Pet friendly hotel
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- $15 per night fee for each pet. - Nov 2015 < Less
TripAdvisor Traveler Rating:
Based on 406 reviews
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"The room was clean, but pretty bare-bones. Only had one wastebasket and one roll of toilet paper. The hotel clerk was inefficient, slow to respond, and unprofessional. Think twice about staying here.2015-08-18 "
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Residence Inn by Marriott Middletown
57 Tower Drive, Middletown, NY 10941
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9 miles
9 miles from Chester
From $211
Check In 1500
Check Out 1200
Rated Very High
Upscale, smoke-free, all-suite, extended-stay hotel
Near NY 17, Exit 120
1 mile from Galleria at Crystal Run Mall
4 floors, 125 studio to 2-bedroom suites
Heated indoor swimming pool - exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 43 reviews
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Sleep Inn & Suites Middletown
3491 Route 6, Middletown, NY 10940
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9 miles
9 miles from Chester
From $112
Check In 15 00
Check Out 11 00
Rated High
Midscale, smoke-free hotel near US 6 at I-84
4 floors, 108 rooms and suites
Heated indoor swimming pool - exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating:
Based on 111 reviews
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Hotels near Me
Hotels near Frozen Ropes 1.1 miles south
Hotels near Legoland New York 2.7 miles NW
Hotels near Brotherhood Winery 7 miles NE
Hotels near West Hills Country Club 7 miles NW
Hotels near Orange Regional Medical Center 7 miles NW
Hotels near Villa Venezia 8 miles NW
Hotels near Mt Peter Ski Area 8 miles south
Hotels near New York Renaissance Faire 8 miles south
Hotels near Woodbury Common Premium Outlets 8 miles east
Hotels near Falkirk Estate and Country Club 9 miles east
Hotels near Warwick Winery 10 miles SW
Hotels near Warwick Drive-In Theater 10 miles SW
Hotels near Sterling Forest State Park 11 miles south
Hotels near Storm King Art Center 12 miles east
Hotels near City Winery Hudson Valley 12 miles north
Goshen NY Hotels 3.9 miles NW
Monroe NY Hotels 4.9 miles SE
Washingtonville NY Hotels 7 miles NE
Warwick NY Hotels 9 miles SW
Greenwood Lake NY Hotels 10 miles south
Middletown NY Hotels 10 miles NW
Tuxedo Park NY Hotels 11 miles south
Montgomery NY Hotels 12 miles north
Cornwall NY Hotels 13 miles NE
Walden NY Hotels 14 miles north
New Windsor NY Hotels 15 miles NE
Orange Lake NY Hotels 15 miles NE
Newburgh NY Hotels 17 miles NE
West Milford NJ Hotels 17 miles south
Cold Spring NY Hotels 17 miles east
On place pages like this, we order hotels from lowest cost to highest except we list low-rated hotels at the bottom of the page.
Most of our competitors order these same hotels in other ways that make them more money.
To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.
At hotels , on the other hand, you can enter your room only through a hall inside the building.
Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. + Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas? -
Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. + Often you cannot because some hotels' profit strategy is to get paid more than once for the same room for the same night. -
Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty? - More >
When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.
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