Hotels in Chester, NY

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Chester, NY hotels
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7 Cheap hotels in Chester, NY

Best Chester, NY hotels for families

The Orange Inn Boutique Hotel - Chester, NY
9.8 182 reviews
Chester, NY
10/11 – 17/11
1376 ﺩ.ﺇ/nighttotal: 9632 ﺩ.ﺇ (7 )

The Orange Inn Boutique Hotel

1 2
hotel , Goshen
The Orange Inn Boutique Hotel is located in Goshen, just a short walk from the Orange County Genealogical Society and a short drive from LEGOLAND® New York. This 2-star hotel has received excellent user ratings.
The accommodation offers a range of amenities, including a restaurant, bar, and terrace. Guests can also enjoy free parking, air conditioning, and a fireplace in the lobby.
Sleep Inn & Suites Monroe - Woodbury - Chester, NY
9.1 3660 reviews
Chester, NY
22/06 – 22/07
841 ﺩ.ﺇ/nighttotal: 25230 ﺩ.ﺇ (30 )

Sleep Inn & Suites Monroe - Woodbury

1 2
hotel , South Blooming Grove
The Sleep Inn & Suites Monroe - Woodbury is located in Monroe, New York, about 7 miles from the Metro-North Harriman Station and 13 miles from Bear Mountain State Park. This 3-star hotel offers comfortable accommodation and has received excellent user ratings.
The hotel features a range of amenities including a fitness centre, restaurant, bar, and a terrace. Guests can enjoy a continental breakfast each morning, and the hotel also provides room service and parking.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
743 ﺩ.ﺇ/nighttotal: 22290 ﺩ.ﺇ (30 )

Holiday Inn Express And Suites Montgomery By Ihg

1 2
hotel , Montgomery
The Holiday Inn Express And Suites Montgomery, An Ihg Hotel is located in Montgomery, just 54 miles from LaGuardia Airport. This 2-star hotel is rated "very good" by previous guests for its cleanliness, location, and overall experience.
The hotel offers comfortable accommodation with a TV, air conditioning, a seating area, and a private bathroom with free toiletries. Guests can enjoy amenities such as an indoor pool, fitness centre, free Wi-Fi, and on-site parking.

Best Chester, NY hotels with a pool

Among the 4 accommodations in Chester, NY, here are the 4 best hotels with a pool

Holiday Inn Express Hotel & Suites Chester By Ihg - Chester, NY
8.5 1630 reviews
Chester, NY
12/10 – 24/10
763 ﺩ.ﺇ/nighttotal: 9156 ﺩ.ﺇ (12 )

Holiday Inn Express Hotel & Suites Chester By Ihg

1 2
hotel , Chester
The Holiday Inn Express Hotel & Suites Chester, An Ihg Hotel is located just a short drive from Goose Pond Mountain State Park and around 7 miles from Goshen, New York, offering a convenient base for exploring the area. It is a 2-star hotel that has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities for guests, including a swimming pool, Jacuzzi, fitness centre, and restaurant. It also provides comfortable rooms with modern amenities, such as free Wi-Fi and a complimentary breakfast.
Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1310 reviews
Chester, NY
22/06 – 22/07
819 ﺩ.ﺇ/nighttotal: 24570 ﺩ.ﺇ (30 )

Courtyard By Marriott Middletown Goshen

1 2
hotel , Mechanicstown
The Courtyard by Marriott Middletown Goshen is located in Goshen, a short drive from Middletown, New York, offering easy access to both towns and their attractions. This 3-star hotel is rated very good by guests, who appreciate its convenient location, cleanliness, and comfortable rooms.
The hotel has a modern layout with comfortable rooms equipped with amenities like free Wi-Fi, a mini-fridge, and a microwave. Guests can enjoy a range of features, including an indoor pool, a fitness centre, a Jacuzzi, and a restaurant serving American cuisine.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
743 ﺩ.ﺇ/nighttotal: 22290 ﺩ.ﺇ (30 )

Holiday Inn Express And Suites Montgomery By Ihg

1 2
hotel , Montgomery
The Holiday Inn Express And Suites Montgomery, An Ihg Hotel is located in Montgomery, just 54 miles from LaGuardia Airport. This 2-star hotel is rated "very good" by previous guests for its cleanliness, location, and overall experience.
The hotel offers comfortable accommodation with a TV, air conditioning, a seating area, and a private bathroom with free toiletries. Guests can enjoy amenities such as an indoor pool, fitness centre, free Wi-Fi, and on-site parking.
Fairfield Inn & Suites Goshen Middletown - Chester, NY
8.8 1990 reviews
Chester, NY
12/10 – 24/10
721 ﺩ.ﺇ/nighttotal: 8652 ﺩ.ﺇ (12 )

Fairfield Inn & Suites Goshen Middletown

1 2
hotel , Goshen
The Fairfield Inn & Suites Goshen Middletown is conveniently located near Route 17, just a short drive from both Good Time Park and the town of Middletown. This 3-star hotel has received very good user ratings, making it a popular choice for travellers.
The hotel offers comfortable rooms with modern amenities. Guests can enjoy a range of facilities including a swimming pool, fitness centre, restaurant, and bar, as well as a complimentary continental breakfast.

Frequently Asked Questions about hotels in Chester, NY

  • What amenities can travelers expect in hotel rooms in Chester, NY?

    Most hotels in Chester will offer standard amenities like Wi-Fi, air conditioning, and a television. You can also find hotels with swimming pools, fitness centres and breakfast included.
  • What are the best hotels with a swimming pool in Chester, NY?

  • When is the best time to book a hotel in Chester, NY?

    The best time to book a hotel in Chester is during the shoulder seasons, spring and autumn, when the weather is still pleasant but the crowds are smaller. You can also find good deals during the week, rather than the weekend.
  • What are the most popular 2, 3 and 4-star hotels in Chester, NY?

  • What are some pet-friendly activities in and around Chester, NY?

    You can enjoy a walk with your furry friend on the Chester Rail Trail, take them for a swim at the dog-friendly beach at Thomas Bull Memorial Park, or visit the nearby Warwick Valley Winery & Distillery, which welcomes well-behaved dogs.
  • What are the best luxury hotels in Chester, NY?

    Orange Inn Boutique Hotel is among the best luxury hotels in Chester, NY.

  • Which towns or cities worth a visit near Chester, NY?

    You can easily visit nearby towns like Warwick, with its charming historic district, and Newburgh, known for its waterfront views and the historic Dia Beacon art museum. A bit further afield, you can explore the vibrant city of New York, just a couple of hours away.
  • What are the best family friendly hotels in Chester, NY?

    The best family friendly hotels in Chester, NY are Legoland New York Resort and Orange Inn Boutique Hotel.

  • What are the best hotels with jacuzzi in Chester, NY?

    Holiday Inn Express Hotel & Suites Chester By Ihg is the best hotel with a jacuzzi in Chester, NY.

Destinations nearby

Best Chester, NY hotels with breakfast

Among the 4 accommodations in Chester, NY, here are the 4 best hotels with breakfast

Holiday Inn Express Hotel & Suites Chester By Ihg - Chester, NY
8.5 1630 reviews
Chester, NY
12/10 – 24/10
763 ﺩ.ﺇ/nighttotal: 9156 ﺩ.ﺇ (12 )

Holiday Inn Express Hotel & Suites Chester By Ihg

1 2
hotel , Chester
The Holiday Inn Express Hotel & Suites Chester, An Ihg Hotel is located just a short drive from Goose Pond Mountain State Park and around 7 miles from Goshen, New York, offering a convenient base for exploring the area. It is a 2-star hotel that has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities for guests, including a swimming pool, Jacuzzi, fitness centre, and restaurant. It also provides comfortable rooms with modern amenities, such as free Wi-Fi and a complimentary breakfast.
Sleep Inn & Suites Monroe - Woodbury - Chester, NY
9.1 3660 reviews
Chester, NY
22/06 – 22/07
841 ﺩ.ﺇ/nighttotal: 25230 ﺩ.ﺇ (30 )

Sleep Inn & Suites Monroe - Woodbury

1 2
hotel , South Blooming Grove
The Sleep Inn & Suites Monroe - Woodbury is located in Monroe, New York, about 7 miles from the Metro-North Harriman Station and 13 miles from Bear Mountain State Park. This 3-star hotel offers comfortable accommodation and has received excellent user ratings.
The hotel features a range of amenities including a fitness centre, restaurant, bar, and a terrace. Guests can enjoy a continental breakfast each morning, and the hotel also provides room service and parking.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
743 ﺩ.ﺇ/nighttotal: 22290 ﺩ.ﺇ (30 )

Holiday Inn Express And Suites Montgomery By Ihg

1 2
hotel , Montgomery
The Holiday Inn Express And Suites Montgomery, An Ihg Hotel is located in Montgomery, just 54 miles from LaGuardia Airport. This 2-star hotel is rated "very good" by previous guests for its cleanliness, location, and overall experience.
The hotel offers comfortable accommodation with a TV, air conditioning, a seating area, and a private bathroom with free toiletries. Guests can enjoy amenities such as an indoor pool, fitness centre, free Wi-Fi, and on-site parking.
Fairfield Inn & Suites Goshen Middletown - Chester, NY
8.8 1990 reviews
Chester, NY
12/10 – 24/10
721 ﺩ.ﺇ/nighttotal: 8652 ﺩ.ﺇ (12 )

Fairfield Inn & Suites Goshen Middletown

1 2
hotel , Goshen
The Fairfield Inn & Suites Goshen Middletown is conveniently located near Route 17, just a short drive from both Good Time Park and the town of Middletown. This 3-star hotel has received very good user ratings, making it a popular choice for travellers.
The hotel offers comfortable rooms with modern amenities. Guests can enjoy a range of facilities including a swimming pool, fitness centre, restaurant, and bar, as well as a complimentary continental breakfast.

Best Chester, NY hotels with parking

Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
743 ﺩ.ﺇ/nighttotal: 22290 ﺩ.ﺇ (30 )

Holiday Inn Express And Suites Montgomery By Ihg

1 2
hotel , Montgomery
The Holiday Inn Express And Suites Montgomery, An Ihg Hotel is located in Montgomery, just 54 miles from LaGuardia Airport. This 2-star hotel is rated "very good" by previous guests for its cleanliness, location, and overall experience.
The hotel offers comfortable accommodation with a TV, air conditioning, a seating area, and a private bathroom with free toiletries. Guests can enjoy amenities such as an indoor pool, fitness centre, free Wi-Fi, and on-site parking.
The Orange Inn Boutique Hotel - Chester, NY
9.8 182 reviews
Chester, NY
10/11 – 17/11
1376 ﺩ.ﺇ/nighttotal: 9632 ﺩ.ﺇ (7 )

The Orange Inn Boutique Hotel

1 2
hotel , Goshen
The Orange Inn Boutique Hotel is located in Goshen, just a short walk from the Orange County Genealogical Society and a short drive from LEGOLAND® New York. This 2-star hotel has received excellent user ratings.
The accommodation offers a range of amenities, including a restaurant, bar, and terrace. Guests can also enjoy free parking, air conditioning, and a fireplace in the lobby.
Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1310 reviews
Chester, NY
22/06 – 22/07
819 ﺩ.ﺇ/nighttotal: 24570 ﺩ.ﺇ (30 )

Courtyard By Marriott Middletown Goshen

1 2
hotel , Mechanicstown
The Courtyard by Marriott Middletown Goshen is located in Goshen, a short drive from Middletown, New York, offering easy access to both towns and their attractions. This 3-star hotel is rated very good by guests, who appreciate its convenient location, cleanliness, and comfortable rooms.
The hotel has a modern layout with comfortable rooms equipped with amenities like free Wi-Fi, a mini-fridge, and a microwave. Guests can enjoy a range of features, including an indoor pool, a fitness centre, a Jacuzzi, and a restaurant serving American cuisine.
Holiday Inn Express Hotel & Suites Chester By Ihg - Chester, NY
8.5 1630 reviews
Chester, NY
12/10 – 24/10
763 ﺩ.ﺇ/nighttotal: 9156 ﺩ.ﺇ (12 )

Holiday Inn Express Hotel & Suites Chester By Ihg

1 2
hotel , Chester
The Holiday Inn Express Hotel & Suites Chester, An Ihg Hotel is located just a short drive from Goose Pond Mountain State Park and around 7 miles from Goshen, New York, offering a convenient base for exploring the area. It is a 2-star hotel that has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of facilities for guests, including a swimming pool, Jacuzzi, fitness centre, and restaurant. It also provides comfortable rooms with modern amenities, such as free Wi-Fi and a complimentary breakfast.
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