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Chester – 1 hotel or place to stay
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Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, hotel in Chester

Located off Route 6 in the Hudson Valley, this Chester hotel features an indoor pool and on-site gym. The Chester Holiday Inn Express offers rooms with a TV and free WiFi.

Suite king room was nice
8.0
Scored 8.0
Very Good
Rated very good
571 reviews
Price from$134.10per night
Sleep Inn & Suites Monroe - Woodbury, hotel in Chester

Located in Monroe and with Metro-North Harriman Station reachable within 6.9 miles, Sleep Inn & Suites Monroe - Woodbury has concierge services, non-smoking rooms, a fitness center, free WiFi and a...

8.8
Scored 8.8
Excellent
Rated excellent
653 reviews
Price from$119per night
Fairfield Inn & Suites Goshen Middletown, hotel in Chester

Located near Route 17, this hotel is just a 3-minute drive away from Good Time Park. It features an outdoor swimming pool, and every accommodations is equipped with free Wi-Fi.

The location is convenient to Legoland, Goshen and Middletown. The staff was very nice and accommodating. Our room was nicely done and the beds were comfortable. We also enjoyed the breakfast and that good coffee and tea is always available in the lobby. :) I would definitely recommend this place.
8.7
Scored 8.7
Excellent
Rated excellent
229 reviews
Price from$178per night
LEGOLAND New York Resort, hotel in Chester

Located in Goshen, 13 miles from Metro-North Harriman Station, LEGOLAND New York Resort provides accommodations with a seasonal outdoor swimming pool, private parking, a fitness center and a garden.

Party in the elevator!! Music and disco ball when the elevator starts to move. Kids treasure hunt in the room. Complimentary waters and juice during your stay. Legos bricks were available in each room for the kids to play with. Free lego movies to watch.
8.2
Scored 8.2
Very Good
Rated very good
157 reviews
Price from$308.70per night
Orange Inn Boutique Hotel, hotel in Chester

Located in Goshen, 16 miles from Metro-North Harriman Station, Orange Inn Boutique Hotel provides accommodations with a shared lounge, free private parking, a terrace and a restaurant.

Great Location - Spacious and comfortable rooms- great Bar and Food - wonderful staff
9.0
Scored 9.0
Wonderful
Rated wonderful
28 reviews
Price from$292.50per night
Days Inn by Wyndham Middletown, hotel in Chester

This Middletown hotel features rooms with free Wi-Fi and a seasonal outdoor pool. The hotel is within a 10-minute drive of shopping at the Galleria Mall.

5.1
Scored 5.1
Average
Rated fair
216 reviews
Price from$85.85per night
Home2 Suites by Hilton Middletown, hotel in Chester

Home2 Suites by Hilton Middletown is set in Middletown, 22 mi from Holiday Mountain Ski and Fun. Each room comes with a flat-screen TV with cable channels. Every room has a private bathroom.

I like the pool
8.5
Scored 8.5
Very Good
Rated very good
135 reviews
Price from$165.85per night
La Quinta Inn & Suites by Wyndham Middletown, hotel in Chester

This hotel features offers cable TV in every room. The Middletown Train Station is a 13-minute walk from the hotel.

It was comfortable and staff was very courteous!
8.9
Scored 8.9
Excellent
Rated excellent
370 reviews
Price from$159per night
Residence Inn Middletown Goshen, hotel in Chester

Located in Middletown, 22 miles from Metro-North Harriman Station, Residence Inn Middletown Goshen has accommodations with free bikes, free private parking, a fitness center and a restaurant.

Overall we had a wonderful time. Very nice room the place was clean and well kept. Room was perfect with enough space and the staff were really nice and approachable.
9.1
Scored 9.1
Wonderful
Rated wonderful
110 reviews
Price from$143per night
Hampton Inn Harriman Woodbury, hotel in Chester

The Hampton Inn Harriman Woodbury features an indoor swimming pool and rooms with a 32” LCD TV. Located off Route 87 and Route 6.

Very clean and comfortable. Wonderful welcoming staff.
8.4
Scored 8.4
Very Good
Rated very good
946 reviews
Price from$152.15per night
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What Guests Said About Chester:

  • 10
    Scored 10

    I am so glad we took our family to Chester for a little...

    I am so glad we took our family to Chester for a little weekend trip. We were pleasantly surprised. We did a little hiking,(sterling state forest) had great food (rustic wheelhouse) and went to an awesome family fun place (castle fun center) we are definitely planning a trip to Chester in the spring. Two thumbs up
    Mandi
    United States of America
  • 10
    Scored 10

    Would enjoyed or stay.

    Would enjoyed or stay. Everything was clean and comfortable from the bed to the bathroom to even the blinders. The breakfast was great, the staff there where helpful (I appreciated there smiles and kindness even early in the morning).
    Daisy
    United States of America

Explore guest reviews of hotels in Chester