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Chester – 1 hotel or place to stay
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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...

I liked everything with this hotel. Staff, comfort, cleanliness, location and the breakfast 😊😊
8.8
Scored 8.8
Excellent
Rated excellent
660 reviews
Price from$119per 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
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
231 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.

Size.
8.2
Scored 8.2
Very Good
Rated very good
164 reviews
Price from$333per night
Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel, hotel in Chester

Located in Middletown, 20 miles from Metro-North Harriman Station, Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel provides accommodations with a fitness center, free private parking,...

The breakfast was one of the best based on the facility and price, buffet breakfast with varieties, fruits, coffee and tee. helpful staffs. swimming pool. Nice and clear rooms, the price was affordable. I really love the concept: Free breakfast, free parking, free internet, free pool, free gym - no hidden charges.
8.6
Scored 8.6
Excellent
Rated excellent
582 reviews
Price from$141.55per 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.

Staff was amazing. Great coffee.
8.3
Scored 8.3
Very Good
Rated very good
960 reviews
Price from$152.15per 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.

I love the room
6.6
Scored 6.6
Pleasant
Rated pleasant
371 reviews
Price from$83.30per night
Holiday Inn Express and Suites Montgomery, an IHG Hotel, hotel in Chester

Offering an indoor pool and a fitness center, Holiday Inn Express and Suites Montgomery is located in Montgomery. Free WiFi access is available.

Very cozy and clean. Great breakfast, and all the staff was very friendly
8.2
Scored 8.2
Very Good
Rated very good
240 reviews
Price from$134.10per 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.

Breakfast options were lacking. One person running the whole place, so she told us to be a while for anything that she had to make. Jacuzzi was broken. My son got a rash because we didn’t find out until an hour after he went in.
7.6
Scored 7.6
Good
Rated good
182 reviews
Price from$139.92per 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
108 reviews
Price from$170per 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

  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Our room was spotless and well appointed. The bedding and beds were so comfy. As with most businesses at this time in history, the hotel was unstaffed but still managed to function efficiently and better than most. Shout out to Danielle, Mary Ann, and Simon whose congeniality and professionalism are a credit to the hospitality industry and this Holiday Inn Express. Going to Legoland? Stay here! It’s a short couple miles away from the theme park but you will welcome the quiet calm of this hotel after a day at Legoland.
    Holly
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    friendly front desk people, very updated furnishings, lovely lobby with desk to connect wifi if need, pool was warm, cute lil gym, convenient self serve breakfast, housekeeping brought extra towel immediately, very clean room and entire hotel, loved the mood lighting option around the room, and very comfortable beds, great shower with healthy hair and body products. Highly recommend this place!
    Jack
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Everyone and everything was great. We were agreed when we arrived. The room was clean, fully supplied and the bed was comfortable. The breakfast was delicious and the areas was well keeper. Before checking out we were asked if we took all our items and name some items that possibly we might forget. That was great! Thank you for a wonderful experience at your hotel.
    Milagro
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Very good location close to Resturant and parks . Very new hotel,good average breakfast and nice pool .there was no house keeping to clean the room every day but was ok . I had to get new towels from the reception.
    aziz
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Great selection for breakfast despite the hot breakfast not being available. Good coffee, too. Location of hotel is close to many parks, lakes & family activities.
    Le'Shel
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    I feel that the breakfast was fine but the hotel should constantly restock it. The later eating customer experienced lack of food and water.
    C
    CHARLES
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    This was a 6th stay at this hotel and I have never was left disappointed. staff always very helpful, hotel is kept clean.
    Jolita
    United Kingdom
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Danielle at the front desk was amazing! She was the nicest, most helpful front desk staff I have ever met at a hotel.
    D
    DIANE
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Breakfast was awesome. Nice to have the convenience of it right in hotel.
    Marylou
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Hotel was very clean and comfortable. Staff was friendly and helpful.
    W
    William
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    The hotel staff was very kind. The breakfast was well served.
    KOTA
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Great hotel and very friendly/ helpful hotel staff!
    Michael
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    Excellent staff and wonderful hotel
    K
    Ketharam
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    The people managing the hotel
    ROBERT
    United States of America
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    modern hotel. good location
    Barak
    Israel
  • From $151.69 per night
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 575 reviews
    relatively new hotel
    celestine
    Singapore