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

Hampton Inn Middletown - Chester, NY
8.4 1357 reviews
Chester, NY
19/06 – 21/06
$453/nighttotal: $906 (2 )

Hampton Inn Middletown

1 3
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.
The Orange Inn Boutique Hotel - Chester, NY
9.8 182 reviews
Chester, NY
24/07 – 26/07
$594/nighttotal: $1188 (2 )

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
$283/nighttotal: $8490 (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

La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
9.4 1106 reviews
Chester, NY
19/06 – 21/06
$558/nighttotal: $1116 (2 )

La Quinta Inn & Suites By Wyndham Middletown-goshen

1 3
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.
Residence Inn Middletown Goshen - Chester, NY
9.3 502 reviews
Chester, NY
19/06 – 21/06
$609/nighttotal: $1218 (2 )

Residence Inn Middletown Goshen

1 3
hotel , Scotchtown
The Residence Inn Middletown Goshen is located in Middletown, a short drive from Scotchtown, and is close to both Metro-North Harriman Station and Stewart International Airport. The hotel is a 3-star property and consistently receives excellent user ratings for its cleanliness, location, and overall experience.
The hotel offers a range of amenities including an indoor pool, a fitness centre, and a restaurant and grill. Guests can also enjoy a complimentary breakfast, spacious rooms with kitchen facilities, and the option to use free bikes to explore the surrounding area.
Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1310 reviews
Chester, NY
22/06 – 22/07
$312/nighttotal: $9360 (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 1632 reviews
Chester, NY
19/06 – 21/06
$574/nighttotal: $1148 (2 )

Holiday Inn Express Hotel & Suites Chester By Ihg

1 3
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

  • 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.

Destinations nearby

Best Chester, NY hotels with breakfast

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

Days Inn By Wyndham Middletown - Chester, NY
Chester, NY
19/06 – 21/06
$268/nighttotal: $536 (2 )

Days Inn By Wyndham Middletown

1 3
hotel , Middletown
The Days Inn By Wyndham Middletown is situated in the centre of Middletown, within easy walking distance of the town square and just a short drive from the Middletown Museum. This 2-star hotel provides a comfortable and convenient base for exploring the area.
The hotel features a range of facilities for guests including an indoor and outdoor pool, a restaurant, and room service. Guests can also enjoy a variety of amenities such as Wi-Fi, parking, a safe, and a newspaper stand.
La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
8.9 569 reviews
Chester, NY
19/06 – 21/06
$483/nighttotal: $966 (2 )

La Quinta Inn & Suites By Wyndham Middletown-goshen

1 3
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.
Holiday Inn Express Hotel & Suites Chester By Ihg - Chester, NY
8.5 1632 reviews
Chester, NY
19/06 – 21/06
$574/nighttotal: $1148 (2 )

Holiday Inn Express Hotel & Suites Chester By Ihg

1 3
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.
Residence Inn Middletown Goshen - Chester, NY
9.3 502 reviews
Chester, NY
19/06 – 21/06
$609/nighttotal: $1218 (2 )

Residence Inn Middletown Goshen

1 3
hotel , Scotchtown
The Residence Inn Middletown Goshen is located in Middletown, a short drive from Scotchtown, and is close to both Metro-North Harriman Station and Stewart International Airport. The hotel is a 3-star property and consistently receives excellent user ratings for its cleanliness, location, and overall experience.
The hotel offers a range of amenities including an indoor pool, a fitness centre, and a restaurant and grill. Guests can also enjoy a complimentary breakfast, spacious rooms with kitchen facilities, and the option to use free bikes to explore the surrounding area.

Best Chester, NY hotels with parking

Courtyard By Marriott Middletown Goshen - Chester, NY
8.2 1310 reviews
Chester, NY
22/06 – 22/07
$312/nighttotal: $9360 (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.
Orange Inn Boutique Hotel - Chester, NY
9.5 56 reviews
Chester, NY
24/07 – 26/07
$570/nighttotal: $1140 (2 )

Orange Inn Boutique Hotel

1 2
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.
The Orange Inn Boutique Hotel - Chester, NY
9.8 182 reviews
Chester, NY
24/07 – 26/07
$594/nighttotal: $1188 (2 )

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.
La Quinta Inn & Suites By Wyndham Middletown-goshen - Chester, NY
9.4 1106 reviews
Chester, NY
19/06 – 21/06
$558/nighttotal: $1116 (2 )

La Quinta Inn & Suites By Wyndham Middletown-goshen

1 3
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.
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