Hotels in Chester, NY

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Chester, NY hotels
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12 Cheap hotels in Chester, NY

Best Chester, NY hotels for families

Tru By Hilton Middletown - Chester, NY
8.8 2326 reviews
Chester, NY
30/07 – 01/08
SG$762/nighttotal: SG$1524 (2 )

Tru By Hilton Middletown

2 8
hotel , Mechanicstown
The Tru By Hilton Middletown is located just 20 miles from the Metro-North Harriman Station, making it a convenient base for exploring both the bustling town of Middletown and the scenic Hudson Valley. This 3-star hotel enjoys very good user ratings for its location, cleanliness and overall experience.
The hotel offers a comfortable 28 square metre room with a single bedroom and bathroom. Guests can enjoy a range of amenities including free Wi-Fi, a fitness centre, a restaurant and bar, as well as a sun terrace for relaxing in the fresh air.
Holiday Inn Express & Suites - Middletown - Goshen By Ihg - Chester, NY
8.8 1202 reviews
Chester, NY
30/07 – 01/08
SG$840/nighttotal: SG$1680 (2 )

Holiday Inn Express & Suites - Middletown - Goshen By Ihg

2 8
hotel , Mechanicstown
The Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel is situated in Middletown, a short drive from Mechanicstown, offering easy access to the Metro-North Harriman Station and Stewart International Airport. This 2-star hotel receives very good user ratings for its location, cleanliness, and overall experience.
The hotel features comfortable rooms with modern amenities, as well as a range of facilities including an indoor pool, a fitness centre, and a shared lounge. Guests can enjoy a continental or American breakfast, grab a snack at the on-site bar, or work remotely in the business centre.

Best Chester, NY hotels with a pool

Among the 1 accommodations in Chester, NY, here are the 1 best hotels with a pool

Hampton Inn Harriman Woodbury - Chester, NY
8.9 3803 reviews
Chester, NY
30/07 – 01/08
SG$908/nighttotal: SG$1816 (2 )

Hampton Inn Harriman Woodbury

2 8
hotel , Woodbury
The Hampton Inn Harriman Woodbury is located just off Route 87 and Route 6, a short drive from Harriman State Park and Falkirk Estate and Country Club. This 3-star hotel is popular with visitors, receiving a "very good" user rating.
The hotel offers a range of modern rooms with comfortable features like LCD TVs, microwaves, and refrigerators. Guests can enjoy the indoor swimming pool, hot tub, fitness centre, and a daily hot buffet 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 1 accommodations in Chester, NY, here are the 1 best hotels with breakfast

The Inn At Stony Creek - Chester, NY
9.3 558 reviews
Chester, NY
30/07 – 01/08
SG$1422/nighttotal: SG$2844 (2 )

The Inn At Stony Creek

4 8
hotel , Florida
The Inn at Stony Creek is located in Warwick, New York, 29 kilometres from Metro-North Harriman Station and 40 kilometres from Bear Mountain State Park, offering a peaceful escape from the Florida heat. This 3-star hotel has received excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers comfortable rooms with a floor area of 23 square metres. Guests can enjoy a range of amenities, including a garden, a terrace, a spa, and a Jacuzzi, along with room service and parking.

Best Chester, NY hotels with parking

Hampton Inn Middletown - Chester, NY
8.4 1359 reviews
Chester, NY
30/07 – 01/08
SG$718/nighttotal: SG$1436 (2 )

Hampton Inn Middletown

2 8
hotel , Mechanicstown
The Hampton Inn Middletown is situated just off I-84 in Middleton, New York, close to a shopping plaza and within easy reach of Mechanicstown. This 3-star hotel enjoys very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of amenities and services, including a swimming pool, fitness centre, restaurant, and free Wi-Fi. Guests can also enjoy a terrace, garden, and room service.
La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
8.9 569 reviews
Chester, NY
30/07 – 01/08
SG$768/nighttotal: SG$1536 (2 )

La Quinta Inn & Suites By Wyndham Middletown-goshen

2 8
hotel , Scotchtown
La Quinta Inn & Suites by Wyndham Middletown is located just 1.6 kilometres from Silver Lake and a 13-minute walk from Middletown Train Station, making it a convenient base for exploring the area. The 2-star hotel has received very good user ratings for its cleanliness and location.
The hotel offers a range of amenities, including a swimming pool, jacuzzi, and fitness centre, as well as a meeting room for business travellers. Guests can also enjoy a traditional decor in their rooms, with free Wi-Fi and a work desk.
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.
Orange Inn Boutique Hotel - Chester, NY
9.5 56 reviews
Chester, NY
30/07 – 01/08
SG$1601/nighttotal: SG$3202 (2 )

Orange Inn Boutique Hotel

3 8
hotel , Goshen
The Orange Inn Boutique Hotel is a 5-star establishment in Goshen, conveniently located 22.5km from Stewart International Airport and 25.7km from Metro-North Harriman Station, offering easy access to both.
This family-friendly guesthouse boasts a tennis court, restaurant, bar, terrace, and free private parking, alongside comfortable rooms with air conditioning and flat-screen TVs, all within easy driving distance of Bear Mountain State Park and the DM Weil Gallery.
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