Find hotels in Chester, NY from AED 242

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Our top choices for Chester hotels

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Modern hotel near LEGOLAND® New York with indoor pool and complimentary perks.
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is AED 298
AED 351 total
includes taxes & fees
28 Jan - 29 Jan
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
  • cleanliness
    Charming bed and breakfast near LEGOLAND® New York and premium shopping outlets.
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is AED 790
AED 893 total
includes taxes & fees
28 Jan - 29 Jan
The Dominion House Bed & Breakfast

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (819 reviews)
  • cleanliness
    Unwind near City Winery in Montgomery with a complimentary hot breakfast.
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is AED 301
AED 341 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Montgomery by IHG

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (22 reviews)
"Nice clean rooms. Updated by Hilton. Well priced, good value "
United States
Lewis
The price is AED 320
AED 370 total
includes taxes & fees
1 Feb - 2 Feb
Spark by Hilton Fishkill

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,047 reviews)
  • cleanliness
    Minutes from premium outlets with a pool, fitness center, and free breakfast.
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is AED 389
AED 478 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Harriman Woodbury

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Enjoy a complimentary breakfast and fitness center at this Fishkill train station hotel.
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is AED 328
AED 379 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn & Suites Fishkill South near I-84

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,020 reviews)
  • cleanliness
    Convenient lodging near Woodbury Common Outlets with free breakfast and parking.
"Room always comfortable and convenient location "
United States
laura
The price is AED 293
AED 332 total
includes taxes & fees
19 Feb - 20 Feb
Sleep Inn & Suites Monroe - Woodbury

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,052 reviews)
  • cleanliness
    Lakeside retreat next to golf course offering quiet relaxation and convenient amenities.
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is AED 373
AED 435 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,010 reviews)
  • cleanliness
    Enjoy peaceful comfort just minutes from Lower Hudson Valley attractions.
"Beautiful hotel, good service"
United States
Frank
The price is AED 393
AED 457 total
includes taxes & fees
30 Jan - 31 Jan
Crowne Plaza Suffern - Mahwah by IHG

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (999 reviews)
  • cleanliness
    Modern hotel near Stewart Airport with a free shuttle service and indoor pool.
"Clean hotel, good breakfast choices and space for eating."
United States
Morgan
The price is AED 419
AED 495 total
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn & Suites Newburgh Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,012 reviews)
  • cleanliness
    Unwind near Stewart Airport with a complimentary shuttle and indoor pool.
"Superb place to stay."
United States
Denessy
The price is AED 364
AED 411 total
includes taxes & fees
27 Jan - 28 Jan
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Serene getaway near Interstate 84, offering complimentary breakfast and indoor pool.
"Yes stay was pleasant "
United States
henry
The price is AED 343
AED 389 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Suites Fishkill near Interstate 84

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (968 reviews)
  • cleanliness
    Modern hotel near LEGOLAND® offering free breakfast and convenient parking.
"Yes I enjoyed my stay"
United States
Vivette
The price is AED 328
AED 388 total
includes taxes & fees
1 Feb - 2 Feb
Tru by Hilton Middletown

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Rejuvenating mountain escape with spa services and seasonal outdoor pool.
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is AED 363
AED 410 total
includes taxes & fees
25 Feb - 26 Feb
Overlook Lodge at Bear Mountain

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Experience comfort near LEGOLAND with a complimentary hot breakfast.
"Clean room, breakfast was plentiful and front desk were great."
United States
Robert
The price is AED 342
AED 421 total
includes taxes & fees
1 Feb - 2 Feb
Fairfield Inn & Suites by Marriott Goshen Middletown

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (994 reviews)
  • cleanliness
    Serene ski retreat near Mountain Creek with peaceful setting and outdoor access.
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is AED 312
AED 358 total
includes taxes & fees
8 Feb - 9 Feb
Quality Inn near Mountain Creek

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Embrace American dining in Nanuet with a hot tub and 24-hour fitness center.
"Great stay"
United States
enmanuel
The price is AED 328
AED 382 total
includes taxes & fees
30 Jan - 31 Jan
Hilton Garden Inn Nanuet

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Quiet retreat near LEGOLAND with seasonal pool and complimentary amenities.
"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is AED 297
AED 350 total
includes taxes & fees
5 Feb - 6 Feb
Hampton Inn by Hilton Middletown

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Relax in scenic Fishkill with an indoor pool and modern comforts.
"Great customer service and breakfast was excellent "
United States
Dennis
The price is AED 375
AED 433 total
includes taxes & fees
20 Feb - 21 Feb
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very Good, (1,052 reviews)
  • cleanliness
    Experience comfort at this Nanuet hotel near train station and The Shops at Nanuet.
"Staff was nice, bed comfortable. "
United States
Misty
The price is AED 287
AED 334 total
includes taxes & fees
2 Feb - 3 Feb
Sonesta Simply Suites Nanuet
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Stay near popular Chester attractions

Learn more about Chester

Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.

Black dirt region farm Chester New York

Top Chester Hotel Reviews

More cheap stays in Chester

Hotels in Chester with star-rating

Find out more about Chester

Top reasons to visit Chester

  • Family-Friendly Activities: Chester offers a variety of entertainment options suitable for all ages, making it perfect for family vacations.
  • Scenic Nature: Enjoy hiking and exploring national and state parks, as well as picturesque lakes and urban parks.
  • Local Culture: Experience the warmth of Chester's friendly locals and vibrant community events.
  • Charming Neighborhoods: Discover quaint neighborhoods that enhance the peaceful atmosphere of your getaway.
  • Diverse Accommodations: From budget-friendly to luxurious stays, Chester provides a range of hotel options for every traveler.

Find great hotels near Chester

Discover the charm of Chester, New York, with a variety of hotel accommodations designed for every type of traveler. Whether you're seeking a family-friendly experience, a pet-friendly stay, or a place equipped for business travel, Chester's hotels offer the perfect blend of comfort and convenience. Explore the best hotels in the area, read reviews, and make your vacation memorable in this picturesque destination.

  • Super 8 by Wyndham Middletown: A budget-friendly motel that offers a comfortable stay just 14.5km from Chester, Super 8 by Wyndham Middletown is perfect for travelers seeking convenience and affordability. Guests can unwind with entertainment options including premium TV channels, satellite TV, and a flat-screen television in their rooms. The property also features nearby outlet shopping for those looking to indulge in a little retail therapy. With its no-frills approach and essential amenities, this motel is a solid choice for a hassle-free getaway.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Ideal for families and business travelers alike, the Red Roof Inn & Suites is situated 22.5km from Chester and prides itself on creating an inclusive atmosphere for all guests, including LGBTQIA travelers. With complimentary cribs available for families, the property provides a comfortable stay that caters to the needs of all ages. The hotel is conveniently located near Stewart Airport and West Point, making it an excellent base for those exploring the area. Its welcoming environment and family-friendly amenities make it a popular choice.
  • Howard Johnson by Wyndham Newburgh/West Point: Situated 22.5km from Chester, Howard Johnson by Wyndham Newburgh/West Point is tailored for business travelers seeking a productive stay. The hotel offers essential business amenities, ensuring guests have everything they need for a successful trip. Its convenient location allows easy access to local attractions and corporate offices, making it a reliable choice for those on work assignments. With a focus on comfort and functionality, this hotel is designed to meet the needs of the modern business traveler.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly charm and vibrant local culture. Visitors can explore its quaint neighborhoods, enjoy the warm atmosphere created by friendly locals, and discover the best spots for entertainment and relaxation. With low crowds and a convenient location, Chester is perfect for those seeking a peaceful getaway while still being close to nearby attractions. Whether you're looking for budget options or a touch of luxury, Chester has something for everyone.

  • Middletown: Situated approximately 16.1km from Chester, Middletown is a vibrant city that offers a diverse travel experience. Known for its family-friendly atmosphere, it attracts visitors year-round, with peak seasons in April and June to July. Travelers can explore an array of entertainment options, including a bustling shopping mall and various resort facilities. Notably, the nearby theme park and scenic lake provide fantastic opportunities for outdoor activities and relaxation. Whether you're seeking a lively city experience or a day of fun with the family, Middletown has something for everyone.
  • Goshen: Only 6.4km from Chester, Goshen is a charming city that captures the essence of family and entertainment-themed adventures. This locale sees consistent traveler arrivals, with peak months in March, July, and September. Visitors can indulge in shopping at the local shopping center or enjoy leisure time at a resort. The vibrant modern square, along with the nearby theme park and tourist precinct, offers a delightful mix of activities for all ages. Goshen is perfect for those looking to immerse themselves in a welcoming community with plenty to explore.
  • Monroe: Just 8.0km from Chester, Monroe is a dynamic city that caters to family, business, and city-themed experiences. With a steady flow of visitors, particularly in June to July and September, Monroe is a hub for shopping and outdoor fun. Guests can enjoy the local shopping mall and ski facilities, while the nearby theme park, picturesque lake, and stunning mountain views offer ample opportunities for adventure. Monroe is ideal for travelers seeking a blend of urban excitement and natural beauty.

Things to do in and around Chester

Chester, New York, offers a family-friendly vacation with a blend of entertainment and city-themed activities. Explore popular attractions like resorts, shopping centers, and malls. Be sure to check out local event calendars, enjoy scenic sightseeing, participate in festive activities, and prepare for hiking adventures in the beautiful surrounding nature.

Shopping

In Chester, you can visit Monroe Federal Plaza Shopping Center, just 9.7km away, offering a family-friendly atmosphere. Soons Orchards, 11.3km away, features a charming market vibe. If you're up for a drive, Old Glory Mall Shopping Center is 12.9km away, providing entertainment and shopping options.

Recreation

The Rock Sports Complex in Chester offers an energetic atmosphere with various sports activities to engage in. The Golf Club at Mansion Ridge, a short drive away, provides a luxurious golfing experience, while Thomas Bull Memorial Park is perfect for wellness and relaxation, surrounded by nature.

Adventure

Experience the thrill of motorsports at Orange County Fair Speedway, located 14.5km from Chester, where the adrenaline of racing fills the air. For winter fun, head to Mount Peter Ski Area, 12.9km away, offering exciting skiing and snowboarding opportunities. Explore the scenic Continental Road Trailhead, also 12.9km from Chester, for outdoor adventures on beautiful trails.

Nightlife

For a fun night, visit Castle Fun Center for arcade games and family-friendly adventures. If you're in the mood for romance and culture, catch a show at Paramount Theatre or Ritz Theater, both offering captivating performances just a short drive from Chester.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

Chester, New York, offers excellent savings for tourists with free entry to attractions like Sterling Forest State Park. To save on accommodation, plan your visit between January and March, when prices are lower, and consider staying on Tuesdays for the best rates. Utilize public transport to minimize travel costs, and explore Expedia for package deals that combine flights, hotels, and activities for extra savings. Remember to filter your search from lowest to highest price to find great deals and last-minute offers for your stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are January to March, where the prices are slightly lower. This is in comparison to August to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package.

Find the best attractions in and around Chester

Chester, New York, is an ideal destination for family-friendly and entertainment-themed vacations. Visitors can explore a variety of attractions, including national and state parks, lakes, and urban parks. The area's points of interest offer a perfect blend of outdoor activities, cultural experiences, and scenic beauty, making it a delightful spot for travelers seeking adventure and relaxation amidst nature.

  • Bear Mountain State Park: Experience the breathtaking beauty of Bear Mountain State Park, located 24.1km from Chester. Enjoy hiking trails, scenic vistas, and outdoor adventures that highlight the park's natural charm. The park offers a perfect escape for nature lovers and thrill-seekers alike.
  • United States Military Academy: Located 22.5km from Chester, the United States Military Academy at West Point is a prestigious institution with rich history. Take a guided tour to explore its historic grounds, stunning architecture, and learn about the military traditions that shape future leaders.
  • Museum Village: Situated within Chester, Museum Village is a charming historic site that immerses visitors in local culture. Explore authentic 19th-century buildings and exhibits that bring history to life, offering a unique glimpse into the region's past.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.0°F (-2.2°C)Light RainMostly SunnyAverageSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnySlightly LowSlightly Low
March37.4°F (3.0°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighAverage
August72.0°F (22.2°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnySlightly HighSlightly High
October54.0°F (12.2°C)Light RainMostly SunnyAverageSlightly High
November42.1°F (5.6°C)Light RainMostly SunnySlightly LowAverage
December34.2°F (1.2°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Chester

When planning your trip to Chester, New York, you can choose from several major airports. John F. Kennedy International Airport (JFK) is 90.1km away, with nearby hotels like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 75.6km away, offering luxury options such as The Dominick and The Beekman, both 14.5km from EWR. LaGuardia Airport (LGA) is the closest at 74.0km, featuring hotels like Virgin Hotels New York City and The Plaza, just 5 to 9.7km away. Each airport provides convenient transportation services to and from these hotels.

Frequently asked questions

What's the best place to stay in Chester?
Based on our traveler data, Holiday Inn Express Hotel & Suites Chester by IHG is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip to the area are DoubleTree by Hilton Hotel Nanuet and Crowne Plaza Suffern - Mahwah by IHG. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental in Chester?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Chester vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For more details about updating your trip to Chester or cancelling it, click here.
What is the favorite LGBTQ-friendly place to stay in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip.
Where is the best hotel to stay with easy access to The Rock Sports Complex?
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.
What about the best place to stay near Castle Fun Center?
One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.
What are some accommodations with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a top hotel with a pool, free on-the-go breakfast, and free WiFi. View all hotels with pools in Chester.
What is the best hotel near Stewart International Airport (SWF)?
Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.
What is staying in Chester like?
Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffeehouses. In Chester, there are 19 hotels and other accommodations to choose from. Find out more about Chester.
What are the top places to visit in Chester?
Favorite places to visit include Castle Fun Center, The Rock Sports Complex, and Goosepond Mountain State Park. Additionally, you might want to add Museum Village to your itinerary. Check out what more to see and do in Expedia's Chester guide.
What's the seasonal weather like in Chester?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

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