Find Family Hotels in Chester, NY from CA $119
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Chester family-friendly hotels
CA $297
CA $336 total
includes taxes & fees
Sep 7 - Sep 8
2. 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 $164
CA $202 total
includes taxes & fees
Sep 8 - Sep 9
3. 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 $135
CA $159 total
includes taxes & fees
Aug 31 - Sep 1
4. 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 $140
CA $165 total
includes taxes & fees
Aug 30 - Aug 31
5. 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 $279
CA $510 total
includes taxes & fees
Sep 7 - Sep 8
CA $152
CA $187 total
includes taxes & fees
Aug 30 - Aug 31
7. La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
CA $173
CA $204 total
includes taxes & fees
Aug 30 - Aug 31
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 $134
CA $165 total
includes taxes & fees
Aug 23 - Aug 24
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Top Chester Hotel Reviews
Inn on the Hudson
8/10 Good
"Free breakfast was so good."
Spark by Hilton Fishkill
10/10 Excellent
"Good place to stay. Clean and neat"
DoubleTree by Hilton Hotel Nanuet
10/10 Excellent
"Room was clean."
Overlook Lodge at Bear Mountain
10/10 Excellent
"This was a great place to stay."
Crowne Plaza Suffern - Mahwah by IHG
10/10 Excellent
"nice place"
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
8/10 Good
"Very skeptical of staying at a Red Roof Inn as I think they have a bad rep, but we were very pleased with this hotel. It was very reasonable, the view was lovely of the river and the rooms were comfortable. Location wasn't great, especially if you don't have a vehicle (which we didn't) but if we had a car it would have been fine. Lots of parking."
Courtyard by Marriott Montvale
10/10 Excellent
"Great location! Would stay there again"
Ramada by Wyndham Newburgh/West Point
8/10 Good
"Nice place to stay."
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