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Chester – 5 hotels and places to stay

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Holiday Inn Express Hotel & Suites Chester by IHG

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.

R
Robert
From
Netherlands
Excellent stay, nice big and clean rooms. Perfect stay for on your way to Woodbury common and New York City
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
Price from
US$161
1 night, 2 adults

Orange Inn Boutique Hotel

Goshen (Near Chester)

Located in Goshen, 26 km from Metro-North Harriman Station, Orange Inn Boutique Hotel provides accommodation with a shared lounge, free private parking, a terrace and a restaurant.

W
Webb
From
United Kingdom
I had a great welcome despite the late hour. It was spotlessly clean and had a great vibe to it.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews
Price from
US$288
1 night, 2 adults

Stagecoach Inn

Goshen (Near Chester)

Located in Goshen, 26 km from Metro-North Harriman Station, Stagecoach Inn provides accommodation with a restaurant, free private parking and a bar.

M
MEGAN
From
United States
Everything! The breakfast was fantastic. The room was clean and comfortable. We had dinner downstairs too and the food was absolutely amazing. This was our second stay at the Stagecoach and we’ll definitely be back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews
Price from
US$245
1 night, 2 adults

LEGOLAND New York Resort

Goshen (Near Chester)

Located in Goshen, 22 km from Metro-North Harriman Station, LEGOLAND New York Resort provides accommodation with a seasonal outdoor swimming pool, private parking, a fitness centre and a garden.

T
Thomas
From
United States
Kids loved it great experience thank you. Especially the limited amount of people, lines on such a nice day. Thank you.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 285 reviews
Price from
US$254.70
1 night, 2 adults

Sleep Inn & Suites Monroe - Woodbury

Monroe (Near Chester)

Situated in Monroe, 11 km from Metro-North Harriman Station, Sleep Inn & Suites Monroe - Woodbury features accommodation with a fitness centre, free private parking and a shared lounge.

R
Richard
From
United States
Great staff, fresh breathfast, always coffee and more
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 891 reviews
Price from
US$111.05
1 night, 2 adults

Fairfield Inn & Suites Goshen Middletown

Goshen (Near 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 accommodation is equipped with free Wi-Fi.

W
Will
From
United Kingdom
We loved that it included breakfast in the price and that there was a swimming pool area, which our kids loved.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 261 reviews
Price from
US$114
1 night, 2 adults

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown (Near Chester)

Featuring a terrace, La Quinta Inn & Suites by Wyndham Middletown-Goshen is located in Middletown in the New York region, 35 km from Metro-North Harriman Station and 38 km from DM Weil Gallery.

S
Stephen
From
Ireland
hotel was really nice ,the rooms were really clean and the staff were very friendly ,i would definetly stay there again next time i'm in middletown
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 588 reviews
Price from
US$143
1 night, 2 adults

Candlewood Suites Middletown - Goshen by IHG

Middletown (Near Chester)

Candlewood Suites Middletown - Goshen by IHG is situated in Middletown, within 32 km of Metro-North Harriman Station and 41 km of DM Weil Gallery.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 34 reviews
Price from
US$153
1 night, 2 adults

Hampton Inn Harriman Woodbury

Central Valley (Near 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.

Y
Yi
From
China
Great location, nice staff, breakfast included; better than expected, nice renovated interior (much nicer than pictures on maps)
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,055 reviews
Price from
US$122.18
1 night, 2 adults

Holiday Inn Express & Suites - Middletown - Goshen by IHG

Middletown (Near Chester)

Located in Middletown, 32 km from Metro-North Harriman Station, Holiday Inn Express & Suites - Middletown - Goshen by IHG provides accommodation with a fitness centre, free private parking, a shared...

n
nigel
From
Canada
Good standard breakfast as expected
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 421 reviews
Price from
US$165
1 night, 2 adults
See all hotels in and around Chester

Popular hotels in Chester

Check out our top picks in Chester

Filter by:

Star rating
Review score

Holiday Inn Express Hotel & Suites Chester by IHG

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.

R
Robert
From
Netherlands
Excellent stay, nice big and clean rooms. Perfect stay for on your way to Woodbury common and New York City
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
Price from
US$161
1 night, 2 adults

Orange Inn Boutique Hotel

Goshen (Near Chester)

Located in Goshen, 26 km from Metro-North Harriman Station, Orange Inn Boutique Hotel provides accommodation with a shared lounge, free private parking, a terrace and a restaurant.

W
Webb
From
United Kingdom
I had a great welcome despite the late hour. It was spotlessly clean and had a great vibe to it.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews
Price from
US$288
1 night, 2 adults

Stagecoach Inn

Goshen (Near Chester)

Located in Goshen, 26 km from Metro-North Harriman Station, Stagecoach Inn provides accommodation with a restaurant, free private parking and a bar.

M
MEGAN
From
United States
Everything! The breakfast was fantastic. The room was clean and comfortable. We had dinner downstairs too and the food was absolutely amazing. This was our second stay at the Stagecoach and we’ll definitely be back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews
Price from
US$245
1 night, 2 adults

LEGOLAND New York Resort

Goshen (Near Chester)

Located in Goshen, 22 km from Metro-North Harriman Station, LEGOLAND New York Resort provides accommodation with a seasonal outdoor swimming pool, private parking, a fitness centre and a garden.

T
Thomas
From
United States
Kids loved it great experience thank you. Especially the limited amount of people, lines on such a nice day. Thank you.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 285 reviews
Price from
US$254.70
1 night, 2 adults

Sleep Inn & Suites Monroe - Woodbury

Monroe (Near Chester)

Situated in Monroe, 11 km from Metro-North Harriman Station, Sleep Inn & Suites Monroe - Woodbury features accommodation with a fitness centre, free private parking and a shared lounge.

R
Richard
From
United States
Great staff, fresh breathfast, always coffee and more
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 891 reviews
Price from
US$111.05
1 night, 2 adults

Fairfield Inn & Suites Goshen Middletown

Goshen (Near 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 accommodation is equipped with free Wi-Fi.

W
Will
From
United Kingdom
We loved that it included breakfast in the price and that there was a swimming pool area, which our kids loved.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 261 reviews
Price from
US$114
1 night, 2 adults

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown (Near Chester)

Featuring a terrace, La Quinta Inn & Suites by Wyndham Middletown-Goshen is located in Middletown in the New York region, 35 km from Metro-North Harriman Station and 38 km from DM Weil Gallery.

S
Stephen
From
Ireland
hotel was really nice ,the rooms were really clean and the staff were very friendly ,i would definetly stay there again next time i'm in middletown
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 588 reviews
Price from
US$143
1 night, 2 adults

Candlewood Suites Middletown - Goshen by IHG

Middletown (Near Chester)

Candlewood Suites Middletown - Goshen by IHG is situated in Middletown, within 32 km of Metro-North Harriman Station and 41 km of DM Weil Gallery.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 34 reviews
Price from
US$153
1 night, 2 adults

Hampton Inn Harriman Woodbury

Central Valley (Near 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.

Y
Yi
From
China
Great location, nice staff, breakfast included; better than expected, nice renovated interior (much nicer than pictures on maps)
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,055 reviews
Price from
US$122.18
1 night, 2 adults

Holiday Inn Express & Suites - Middletown - Goshen by IHG

Middletown (Near Chester)

Located in Middletown, 32 km from Metro-North Harriman Station, Holiday Inn Express & Suites - Middletown - Goshen by IHG provides accommodation with a fitness centre, free private parking, a shared...

n
nigel
From
Canada
Good standard breakfast as expected
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 421 reviews
Price from
US$165
1 night, 2 adults
See all hotels in and around Chester

Hotels with parking in Chester

Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 247 reviews
From US$134.62 per night
Free parking
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 27 reviews
From US$441.81 per night
Free parking
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,055 reviews
From US$130.25 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 891 reviews
From US$109.25 per night
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 269 reviews
From US$101.82 per night
Free parking
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews
From US$344.16 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 193 reviews
From US$191.10 per night
Free parking
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 472 reviews
From US$124.96 per night
Free parking
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
From US$169.91 per night
Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 235 reviews
From US$88.83 per night

Most booked hotels in Chester and surroundings in the past month

See all

Popular with guests booking hotels in Chester

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews

Popular with guests booking hotels in Monroe

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 891 reviews

Popular with guests booking hotels in Goshen

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 285 reviews

Popular with guests booking hotels in Goshen

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 261 reviews

Popular with guests booking hotels in Goshen

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews

Popular with guests booking hotels in Goshen

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews

Popular with guests booking hotels in Goshen

Budget hotels in Chester and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 891 reviews

Situated in Monroe, 11 km from Metro-North Harriman Station, Sleep Inn & Suites Monroe - Woodbury features accommodation with a fitness centre, free private parking and a shared lounge.

From US$109.25 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 261 reviews

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 accommodation is equipped with free Wi-Fi.

From US$129.29 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 285 reviews

Located in Goshen, 22 km from Metro-North Harriman Station, LEGOLAND New York Resort provides accommodation with a seasonal outdoor swimming pool, private parking, a fitness centre and a garden.

Situated in Goshen in the New York region, Pond and Gazebo Expansive Hudson Valley Escape! has a patio.

Situated in Goshen, 25 km from Metro-North Harriman Station and 38 km from Bear Mountain State Park, Historic Barn 2 Bedroom Apartment - Racetrack View & Minutes To Legoland offers air conditioning.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 60 reviews

Located in Goshen, 26 km from Metro-North Harriman Station, Stagecoach Inn provides accommodation with a restaurant, free private parking and a bar.

From US$289.36 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Monroe, Hudson Valley Retreat with Pool Near Greenwood Lake offers accommodation with an outdoor pool.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Lakeside Haven - Ultimate Relaxation Spot is set in Monroe. With free private parking, the property is 9 km from Metro-North Harriman Station and 25 km from Bear Mountain State Park.

Best hotels with breakfast in Chester and nearby

Located in Monroe, 11 km from Metro-North Harriman Station and 27 km from Bear Mountain State Park, Scenic View - Fire Pit - Near Legoland Woodbury Commons and the Castle provides air-conditioned...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Monroe in the New York region, Secluded Sanctuary in Nature has a patio.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, Family Home Close to Warwick, 5 Mi to Lake! is set in Monroe.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 19 reviews

Boasting garden views, Hudson Valley Cottage Rental 3 bedrooms Monroe NY features accommodation with a garden and a balcony, around 10 km from Metro-North Harriman Station.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Monroe, Spacious Home with Pool, Hot Tub, Mins to Parks Skiing provides accommodation with a private pool and private parking.

See reviews by guests who stayed at hotels in Chester

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From US$169.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
This property should have at least a 4 Star rating. It provides all the amenities, hair dryer, iron, coffee machine, free parking, etc. That you would expect from a 5 star hotel. The staff are very helpful and friendly I would seriously recommend this hotel to anyone travelling with family. It has been very well maintained. Thank you to Dev for really understanding my situation and being very supportive.
Guest review by
jay
United Arab Emirates
From US$169.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
The hotel was busy, however the staff were great. If I was to say to give constructive comment. You need to look at the detail. 2 rooms booked our room had no soap in the shower, my friends room the toilet didn’t flush. To be honest these are the details that turn a great experience into a good experience.
Guest review by
Chris
United Kingdom
From US$169.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
The only thing that I liked was the price of the hotel. Room was spacious and the parking was large enough. The hotel is near main roads, so it is easy to reach by car.
Guest review by
Stavros
Greece
From US$169.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
Danielle at the front desk was amazing! She was the nicest, most helpful front desk staff I have ever met at a hotel.
Guest review by
DIANE
United States
From US$169.91 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 499 reviews
Breakfast was awesome. Nice to have the convenience of it right in hotel.
Guest review by
Marylou
United States