Find hotels in Chester, NY at the best prices

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Chester, NY hotels
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12 Cheap hotels in Chester, NY

Best Chester, NY hotels for families

Home2 Suites By Hilton Middletown - Chester, NY
8.9 990 reviews

Home2 Suites By Hilton Middletown

hotel, Scotchtown
The Home2 Suites by Hilton Middletown is located in Middletown, New York, around 20 miles from Scotchtown, making it a convenient base for exploring the attractions of the Hudson Valley. This 3-star hotel has received very good user reviews for its cleanliness and overall experience.
The hotel offers a range of modern amenities and facilities, including a swimming pool, a fitness centre, and a restaurant. Guests can enjoy comfortable rooms with free Wi-Fi and a terrace or balcony, perfect for relaxing after a day of exploring.
La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
9.4 1115 reviews

La Quinta Inn & Suites By Wyndham Middletown-goshen

hotel, Scotchtown
La Quinta Inn & Suites by Wyndham Middletown is located in Scotchtown, just a short walk from the Middletown Train Station and within a mile of Silver Lake and the Galleria at Crystal Run Mall. This 2-star hotel is a popular choice for travellers, with excellent user ratings for its cleanliness and location.
The hotel offers a range of amenities to make your stay comfortable, including an indoor heated pool and jacuzzi, an outdoor patio, and a fitness centre. Guests can also enjoy a restaurant on-site, a 24-hour shop, and free Wi-Fi in all rooms.
Hampton Inn Middletown - Chester, NY
8.2 1373 reviews

Hampton Inn Middletown

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.
Fairfield Inn & Suites Goshen Middletown - Chester, NY
8.8 1994 reviews

Fairfield Inn & Suites Goshen Middletown

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 a pool

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

Holiday Inn Express & Suites - Middletown - Goshen By Ihg - Chester, NY
8.9 1206 reviews

Holiday Inn Express & Suites - Middletown - Goshen By Ihg

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.
La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
8.9 566 reviews

La Quinta Inn & Suites By Wyndham Middletown-goshen

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.
Candlewood Suites Middletown Goshen By Ihg - Chester, NY
9.2 104 reviews

Candlewood Suites Middletown Goshen By Ihg

hotel, Mechanicstown
The Candlewood Suites Middletown Goshen, an IHG hotel, is situated in Middletown, within 3 kilometres of Orange Regional Medical Center, Orange County Fair Speedway, and the Galleria at Crystal Run shopping mall, offering convenient access to Mechanicstown.
This 2.5-star lodging provides easy access to the Orange County Fairgrounds and Touro College of Osteopathic Medicine, and its proximity to major roads ensures convenient travel throughout the region.
Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1315 reviews

Courtyard By Marriott Middletown Goshen

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.

Frequently Asked Questions about hotels in Chester, NY

  • How can travelers relax during a week in and arond Chester, NY?

    Chester is a great place to unwind. You can relax by the water at the Chester waterfront, go for a leisurely walk along the scenic Appalachian Trail, or simply enjoy the peace and quiet of the town. If you're looking for something a little more active, you can try kayaking or fishing on the nearby lakes and rivers.
  • What are the best hotels with a swimming pool in Chester, NY?

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

    Hotels in Chester typically offer comfortable rooms with basic amenities like Wi-Fi, air conditioning, and television. Some hotels may also provide additional amenities like a swimming pool, fitness centre, or breakfast. It's always best to check the specific amenities offered by each hotel before booking.
  • 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?

    Chester is a dog-friendly town. You can take your furry friend for a walk along the Chester Village Green, enjoy a picnic at the park, or even take them for a swim at the nearby Lake Tiorati. There are also several pet-friendly restaurants and shops in the area. For a more adventurous outing, you can hike the trails at Sterling Forest State Park 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 can visit the charming town of Warwick, known for its historic buildings and vibrant arts scene. You can also explore the bustling city of Newburgh, which offers a variety of restaurants, shops, and cultural attractions. For a taste of history, visit the nearby West Point Military Academy, a renowned military institution.
  • 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.

Popular destinations

Best Chester, NY hotels with breakfast

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

Parkway House Goshen Family-friendly Bed & Breakfast - Chester, NY
No reviews

Parkway House Goshen Family-friendly Bed & Breakfast

hotel, Goshen
Parkway House Goshen Bed & Breakfast is located in a residential district of Goshen, a short walk from the city centre and close to the Goshen Historic Track.
This B&B offers a peaceful stay for two guests, with amenities including air conditioning, Wi-Fi, a garden, and on-site parking, alongside contactless check-in and cashless payment options.

Best Chester, NY hotels with parking

Orange Inn Boutique Hotel - Chester, NY
9.5 56 reviews

Orange Inn Boutique Hotel

hotel, Goshen
Orange Inn Boutique Hotel, a 5-star establishment in Goshen, is located 22 kilometres from Stewart International Airport, 39 kilometres from Bear Mountain State Park, and 48 kilometres from Historic Huguenot Street.
This family-friendly hotel offers luxurious rooms with air conditioning and private bathrooms, a restaurant serving Italian cuisine with live music and diverse dietary options, and a terrace with outdoor seating, complemented by complimentary on-site parking and free WiFi in public areas.
Candlewood Suites Middletown - Goshen By Ihg - Chester, NY
8.8 60 reviews

Candlewood Suites Middletown - Goshen By Ihg

hotel, Mechanicstown
The Candlewood Suites Middletown-Goshen, an IHG hotel, is situated in Middletown, New York, approximately 27 kilometres from Stewart International Airport and within easy driving distance of attractions such as Bear Mountain State Park and Harriman Station.
This 2-star lodging offers single-bedroom suites, part of the IHG Rewards program, providing access to local amenities and convenient for budget travellers visiting Mechanicstown.
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