Find Family Hotels in Chester, NY from CA $120
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Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23Our top choices for Chester family-friendly hotels
1. Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
- Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
CA $180
CA $221 total
includes taxes & fees
Sep 8 - Sep 9
2. Hampton Inn by Hilton Middletown
Hampton Inn by Hilton MiddletownMiddletown
- Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
CA $136
CA $161 total
includes taxes & fees
Aug 17 - Aug 18
3. Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown GoshenMiddletown
- Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
CA $147
CA $174 total
includes taxes & fees
Aug 23 - Aug 24
CA $300
CA $339 total
includes taxes & fees
Aug 11 - Aug 12
CA $154
CA $189 total
includes taxes & fees
Aug 30 - Aug 31
6. LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW YorkGoshen
- Splash into family adventure at LEGOLAND Hotel with an outdoor pool, playground, and game room full of toys for endless fun.
CA $291
CA $513 total
includes taxes & fees
Sep 7 - Sep 8
7. La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
CA $172
CA $203 total
includes taxes & fees
Aug 31 - Sep 1
8. Americas Best Value Inn at Central Valley-Woodbury
Americas Best Value Inn at Central Valley-WoodburyCentral Valley
- Kids enjoy daytime adventures while parents relax in cozy rooms at this budget-friendly motel near Woodbury outlets.
CA $135
CA $166 total
includes taxes & fees
Aug 31 - Sep 1
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Top Chester Hotel Reviews
Holiday Inn Express Hotel & Suites Chester by IHG
8/10 Good
"The pool is so good"
DoubleTree by Hilton Hotel Nanuet
10/10 Excellent
"The hotel, pool and restaurant were really good. However there were several issues with doors. It was so odd. Our wardrobe door just fell right off. Another room in our party had their bathroom door fall right off the hinges and they got locked in the bathroom. Husband had to go get help! The third room in our party- they couldn’t get the key to unlock the door. Finally the front door kept opening and closing and then getting stuck open. I’ve never experienced this kind of issue at a hotel before."
Hampton Inn Harriman Woodbury
10/10 Excellent
"Wonderful staffs"
Studio 6 Extended Stay Fishkill Westage Center NY
10/10 Excellent
"Great staff"
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
8/10 Good
"Room was comfortable and clean."
Ramada by Wyndham Newburgh/West Point
10/10 Excellent
"I'm glad I didn't pay any attention to the negative rew"
Mountain Creek
10/10 Excellent
"We had a very pleasant stay at the Appalachian Hotel at Mountain Creek. The room was clean and comfortable, and the pool area was also very clean, well maintained, and safe for children. There are two hot tubs next to the pool, as well as a sauna, which made the stay even more relaxing. Parking is free for hotel guests, which was very convenient. The only downside is that the nearby restaurants close quite early, and there are very limited late-night dinner options either inside the hotel or in the surrounding area. Overall, we enjoyed our stay and would recommend the hotel, especially for families."
Courtyard by Marriott Montvale
10/10 Excellent
"Helpful staff, location convenient, would stay again!"
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