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

Sleep Inn & Suites Monroe - Woodbury - Chester, NY
9.1 3660 reviews
Chester, NY
22/06 – 22/07
SG$294/nighttotal: SG$8820 (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.
The Orange Inn Boutique Hotel - Chester, NY
9.8 182 reviews
Chester, NY
10/11 – 17/11
SG$482/nighttotal: SG$3374 (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.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
SG$260/nighttotal: SG$7800 (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

Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1310 reviews
Chester, NY
22/06 – 22/07
SG$287/nighttotal: SG$8610 (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
SG$260/nighttotal: SG$7800 (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
SG$252/nighttotal: SG$3024 (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.
Holiday Inn Express Hotel & Suites Chester By Ihg - Chester, NY
8.5 1630 reviews
Chester, NY
12/10 – 24/10
SG$267/nighttotal: SG$3204 (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.

Frequently asked questions about hotels in Chester, NY

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

    Most hotels in Chester offer standard amenities like comfortable beds, private bathrooms, and Wi-Fi. Some hotels also have additional features such as swimming pools, fitness centres, and on-site restaurants. You can find a range of options, from budget-friendly motels to luxurious boutique hotels.
  • 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 off-season, from late autumn to early spring, when prices are generally lower. You'll also find fewer crowds and more availability during these months.
  • What are the most popular 2, 3 and 4-star hotels in Chester, NY?

    Among 2, 3 and 4-star hotels in Chester, NY, Fairfield Inn & Suites Goshen Middletown, Holiday Inn Express Hotel & Suites Chester By Ihg and The Orange Inn Boutique Hotel are the most popular ones.

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

    You can bring your furry friend to the Chester Village Green for a picnic and some playtime. The nearby Harriman State Park also has many dog-friendly trails, perfect for a long walk in the woods. And don't forget to check out the local pet-friendly restaurants and cafes, where you can enjoy a meal with your canine companion.
  • 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?

    Just a short drive from Chester, you'll find the charming village of Cold Spring, known for its historic architecture and scenic riverfront. A bit further afield, you can visit the bustling city of Newburgh, with its lively arts scene and vibrant waterfront. And for a taste of history, head to the historic town of Goshen, home to the Orange County Fairgrounds and the Goshen Historic Track, a renowned harness racing track.
  • What are the best family friendly hotels in Chester, NY?

  • 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

Fairfield Inn & Suites Goshen Middletown - Chester, NY
8.8 1990 reviews
Chester, NY
12/10 – 24/10
SG$252/nighttotal: SG$3024 (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.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
SG$260/nighttotal: SG$7800 (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.
Homewood Suites By Hilton Newburgh-stewart Airport - Chester, NY
9.2 1638 reviews
Chester, NY
22/06 – 22/07
SG$547/nighttotal: SG$16410 (30 )

Homewood Suites By Hilton Newburgh-stewart Airport

1 2
hotel , Orange Lake
The Homewood Suites By Hilton Newburgh-stewart Airport is located in New Windsor, just a short drive from Orange Lake, making it a convenient option for those exploring the area. This 3-star hotel has consistently received excellent user reviews for its cleanliness and overall experience.
The hotel offers spacious suites with separate living and sleeping areas, perfect for families or groups. Guests can enjoy a range of amenities including an indoor pool, fitness centre, complimentary breakfast, and a business centre.
Sleep Inn & Suites Monroe - Woodbury - Chester, NY
9.1 3660 reviews
Chester, NY
22/06 – 22/07
SG$294/nighttotal: SG$8820 (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.

Best Chester, NY hotels with parking

Fairfield Inn & Suites Goshen Middletown - Chester, NY
8.8 1990 reviews
Chester, NY
12/10 – 24/10
SG$252/nighttotal: SG$3024 (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.
Holiday Inn Express And Suites Montgomery By Ihg - Chester, NY
9.0 2386 reviews
Chester, NY
22/06 – 22/07
SG$260/nighttotal: SG$7800 (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
SG$482/nighttotal: SG$3374 (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.
Homewood Suites By Hilton Newburgh-stewart Airport - Chester, NY
9.2 1638 reviews
Chester, NY
22/06 – 22/07
SG$547/nighttotal: SG$16410 (30 )

Homewood Suites By Hilton Newburgh-stewart Airport

1 2
hotel , Orange Lake
The Homewood Suites By Hilton Newburgh-stewart Airport is located in New Windsor, just a short drive from Orange Lake, making it a convenient option for those exploring the area. This 3-star hotel has consistently received excellent user reviews for its cleanliness and overall experience.
The hotel offers spacious suites with separate living and sleeping areas, perfect for families or groups. Guests can enjoy a range of amenities including an indoor pool, fitness centre, complimentary breakfast, and a business centre.
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