The Best Chester Hotels (From $132)

Chester – 8 hotels and places to stay

Holiday Inn Express Hotel & Suites Chester by IHG

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.

Doron

From

Czech Republic

Nice, welcoming, clean and specious room. Free parking. Complementary coffr/tee/juice/water 24/7. Complimentary breakfast. Helpful staff.

Scored out of 10, guest rating 8.3

Very Good - What previous guests thought, 506 reviews

Price from

$139

1 night, 2 adults

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Orange Inn Boutique Hotel

Goshen (Near 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.

Renee

From

United States

Clean, comfortable, soft linens, and two bedroom unit!

Scored out of 10, guest rating 9.7

Exceptional - What previous guests thought, 51 reviews

Price from

$288

1 night, 2 adults

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Stagecoach Inn

Goshen (Near Chester)

Located in Goshen, 16 miles from Metro-North Harriman Station, Stagecoach Inn provides accommodations with a restaurant, free private parking and a bar.

Paige

From

United States

The Stagecoach Inn is a luxurious respite. The property is beautifully curated, the rooms are clean and cozy, and Carrie Ann is a true gem. She attended to our every want and need with joy; she made a good experience excellent!

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 64 reviews

Price from

$245

1 night, 2 adults

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LEGOLAND New York Resort

Goshen (Near 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.

Rebecca

From

Canada

The decor was amazing! Wonderful Staff and clean rooms. We absolutely loved it all, from the first floor to our room.

Scored out of 10, guest rating 8.0

Very Good - What previous guests thought, 279 reviews

Price from

$254.70

1 night, 2 adults

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Sleep Inn & Suites Monroe - Woodbury

Monroe (Near Chester)

Located in Monroe, 6.9 miles from Metro-North Harriman Station, Sleep Inn & Suites Monroe - Woodbury has accommodations with a fitness center, free private parking and a shared lounge.

Mary

From

Ireland

A self service that was in a nice clean dining area. Basic choice for continental Breakfast but very fresh and tasty.

Scored out of 10, guest rating 8.9

Excellent - What previous guests thought, 884 reviews

Price from

$107.10

1 night, 2 adults

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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 accommodations is equipped with free Wi-Fi.

Sivan

From

Canada

The staff was incredible. Shoutout to Kate for going out of her way to make sure we left with a big smile on our faces !

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 252 reviews

Price from

$118

1 night, 2 adults

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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.

Richard

From

United States

Very friendly front desk staff. Rooms were clean and comfortable.

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 1,038 reviews

Price from

$113.98

1 night, 2 adults

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Holiday Inn Express & Suites - Middletown - Goshen by IHG

Middletown (Near Chester)

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

SophieAnn

From

I liked how big the room was and how we had a nice TV that moved.

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 443 reviews

Price from

$132.05

1 night, 2 adults

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Sleep Inn & Suites Middletown - Goshen

Middletown (Near Chester)

Located in Middletown and with Metro-North Harriman Station reachable within 21 miles, Sleep Inn & Suites Middletown - Goshen provides concierge services, non-smoking rooms, a fitness center, free...

Tressa

From

United States

Everything was beautiful, nice and clean

Scored out of 10, guest rating 8.0

Very Good - What previous guests thought, 345 reviews

Price from

$98.01

1 night, 2 adults

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Home2 Suites by Hilton Middletown

Middletown (Near Chester)

Located in Middletown and within 21 miles of Metro-North Harriman Station, Home2 Suites by Hilton Middletown has barbecue facilities, non-smoking rooms, and free WiFi throughout the property.

From

United States

The property was in a great place to go shopping

Scored out of 10, guest rating 8.5

Very Good - What previous guests thought, 139 reviews

Price from

$254.79

1 night, 2 adults

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See all 8 hotels in Chester

Hotels with parking in Chester

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Overlook Lodge and Stone Cottages at Bear Mountain

Hotel in Highland Falls

Free parking

Scored out of 10, guest rating 8.0

Very Good - What previous guests thought, 252 reviews

From $134.62 per night

Hampton Inn Harriman Woodbury

Hotel in Central Valley

Free parking

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 1,038 reviews

From $120.15 per night

Sleep Inn & Suites Monroe - Woodbury

Hotel in Monroe

Free parking

Scored out of 10, guest rating 8.9

Excellent - What previous guests thought, 884 reviews

From $127.27 per night