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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.

Very clean and welcoming ❤️ needs were so comfortable !! Breakfast was great! Will definitely stay here again 🌞
8.0
Scored 8.0
Very Good
Rated very good
565 reviews
Price from$134.10per 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$127per 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.
8.3
Scored 8.3
Very Good
Rated very good
156 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
27 reviews
Price from$292.50per 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
650 reviews
Price from$119per night
Tru By Hilton Middletown, hotel in Chester

Located in Middletown, 20 miles from Metro-North Harriman Station, Tru By Hilton Middletown provides accommodations with a fitness center, free private parking and a shared lounge.

Staff was amazing and hotel was very clean
8.1
Scored 8.1
Very Good
Rated very good
494 reviews
Price from$118.15per night
Microtel Inn & Suites by Wyndham Middletown, hotel in Chester

This Middletown, New York hotel off of Interstate 84 has rooms with free Wi-Fi and a cable TV. It features a 24-hour business center and is just a 5-minute drive from Mirador Golf Club.

Location
6.5
Scored 6.5
Pleasant
Rated pleasant
375 reviews
Price from$98per night
Hampton Inn Middletown, hotel in Chester

Easily accessible from I-84 and close to a large shopping plaza, this Middleton, New York hotel offers a free daily breakfast buffet and free high-speed internet access.

Booking.com booked the wrong day for me and charged me anyway.
8.0
Scored 8.0
Very Good
Rated very good
159 reviews
Price from$118.16per 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.

Location
5.1
Scored 5.1
Average
Rated fair
217 reviews
Price from$90.95per night
Courtyard by Marriott Middletown Goshen, hotel in Chester

Offering an indoor pool and a fitness center, this hotel features guestrooms with cable TV and free WiFi.

Check in was easy and the staff were friendly. The room was clean and in good condition. I like the seat in the shower. Makeup wipes were genius(needs to be more though ) The 4th floor was quiet, which was great. I like that there was actual glasses in the room for drinks.
7.7
Scored 7.7
Good
Rated good
183 reviews
Price from$139.92per 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

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