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.
9.1 3660 reviews
Chester, NY
22/06 – 22/07
£171/nighttotal: £5130 (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.
9.2 1638 reviews
Chester, NY
22/06 – 22/07
£317/nighttotal: £9510 (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.
8.5 1630 reviews
Chester, NY
12/10 – 24/10
£155/nighttotal: £1860 (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.
9.0 2386 reviews
Chester, NY
22/06 – 22/07
£151/nighttotal: £4530 (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.
8.8 1990 reviews
Chester, NY
12/10 – 24/10
£146/nighttotal: £1752 (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.
8.2 1310 reviews
Chester, NY
22/06 – 22/07
£166/nighttotal: £4980 (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.
Popular Family-Friendly Hotels in Chester, NY
Family holidays in Chester, NY work best when the hotel is properly set up with plenty of space and city attractions within easy reach.
9.0 2386 reviews
Chester, NY
22/06 – 22/07
£151/nighttotal: £4530 (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.
9.1 3660 reviews
Chester, NY
22/06 – 22/07
£171/nighttotal: £5130 (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.
9.8 182 reviews
Chester, NY
10/11 – 17/11
£280/nighttotal: £1960 (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.
Guest-Favourite Hotels with a Pool in Chester, NY
Pool access at your hotel in Chester, NY makes a proper swim in the heart of the city a wonderful part of every day. Find your ideal stay here.
8.5 1630 reviews
Chester, NY
12/10 – 24/10
£155/nighttotal: £1860 (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.
9.0 2386 reviews
Chester, NY
22/06 – 22/07
£151/nighttotal: £4530 (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.
8.8 1990 reviews
Chester, NY
12/10 – 24/10
£146/nighttotal: £1752 (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.
8.2 1310 reviews
Chester, NY
22/06 – 22/07
£166/nighttotal: £4980 (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.
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 televisions. Some hotels may also have additional amenities like swimming pools, fitness centres, and complimentary breakfast. You can check the hotel's website or contact them directly to confirm the specific amenities offered.
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, from April to May and September to October. You'll find lower prices and fewer crowds during these months. If you're looking for a more festive experience, you can also book during the summer months, when there are many events and festivals in the area.
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?
Chester is a very dog-friendly town. You can take your furry friend for a walk along the Appalachian Trail, which passes through the town. Many restaurants and cafes in Chester also welcome dogs on their patios. The nearby Sterling Forest State Park is a great place for a hike with your dog, but be sure to keep them on a leash.
Which towns or cities worth a visit near Chester, NY?
If you're looking to explore beyond Chester, you can visit the nearby town of Warwick, known for its charming shops and restaurants. Further afield, you can visit the city of Newburgh, which offers a vibrant waterfront and a historic downtown. For a day trip, you can also head to the city of Middletown, which is home to the Orange County Historical Society Museum.
What are the best family friendly hotels in Chester, NY?
Find the Best Hotels with Breakfast Included in Chester, NY
Sightseeing is easier when you are well fuelled, and these hotels in Chester, NY all include breakfast to get your day started.
9.1 3660 reviews
Chester, NY
22/06 – 22/07
£171/nighttotal: £5130 (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.
9.2 1638 reviews
Chester, NY
22/06 – 22/07
£317/nighttotal: £9510 (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.
8.5 1630 reviews
Chester, NY
12/10 – 24/10
£155/nighttotal: £1860 (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.
9.0 2386 reviews
Chester, NY
22/06 – 22/07
£151/nighttotal: £4530 (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.
Our Favourite Hotels with Parking in Chester, NY
Free on-site parking comes with these hotels in Chester, NY, allowing you to focus on the city centre from day one.
8.8 1990 reviews
Chester, NY
12/10 – 24/10
£146/nighttotal: £1752 (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.
9.8 182 reviews
Chester, NY
10/11 – 17/11
£280/nighttotal: £1960 (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.
9.0 2386 reviews
Chester, NY
22/06 – 22/07
£151/nighttotal: £4530 (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.
8.2 1310 reviews
Chester, NY
22/06 – 22/07
£166/nighttotal: £4980 (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.
