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, (1,003 reviews)
  • cleanliness
    Modern hotel near LEGOLAND® New York with indoor pool and complimentary perks.
"great stay. had everything needed. "
United States
Dana
The price is AED 349
AED 412 total
includes taxes & fees
11 Feb - 12 Feb
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
9 Feb - 10 Feb
The Dominion House Bed & Breakfast

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,001 reviews)
  • cleanliness
    Experience the Hudson River views at this Peekskill gem with free breakfast.
"The staff was really welcoming!"
United States
Devis
The price is AED 327
AED 374 total
includes taxes & fees
8 Feb - 9 Feb
Inn on the Hudson

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (239 reviews)
  • cleanliness
    Experience elegant comfort at this spa hotel near Bear Mountain State Park.
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
The price is AED 1,255
AED 1,604 total
includes taxes & fees
16 Feb - 17 Feb
The Abbey Inn & Spa

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Modern riverside hotel near Peekskill with indoor pool and fitness center.
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is AED 466
AED 534 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,063 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

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Experience a peaceful stay near a train station with easy Fishkill access.
"Excellent stay, personnel and breakfast!! "
United States
Wilma L
The price is AED 346
AED 400 total
includes taxes & fees
16 Feb - 17 Feb
Hampton Inn Fishkill

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (24 reviews)
"Room was clean, check-in was easy."
United States
Maureen
The price is AED 321
AED 371 total
includes taxes & fees
13 Feb - 14 Feb
Spark by Hilton Fishkill

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (983 reviews)
  • cleanliness
    Seasonal pool and business-friendly amenities near Van Wyck Homestead Museum.
"Place was amazing "
United States
Neydi
The price is AED 389
AED 450 total
includes taxes & fees
11 Feb - 12 Feb
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.8 out of 10, Excellent, (742 reviews)
  • cleanliness
    Peaceful retreat in central Fishkill offers easy access to area attractions.
"Clean room, kind staff"
United States
Milena
The price is AED 362
AED 410 total
includes taxes & fees
10 Feb - 11 Feb
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Experience Fishkill with an indoor pool and convenient dining on-site.
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
The price is AED 358
AED 405 total
includes taxes & fees
17 Feb - 18 Feb
Hilton Garden Inn Fishkill

Extended Stay America Suites Fishkill Route 9

Extended Stay America Suites Fishkill Route 9
2.5 star property
Fishkill
6.8 out of 10, (969 reviews)
  • cleanliness
    Convenient Fishkill hotel with quiet atmosphere and outdoor adventure access.
"Very friendly staff, very clean accommodations."
United States
Cynthia
The price is AED 251
AED 290 total
includes taxes & fees
8 Feb - 9 Feb
Extended Stay America Suites Fishkill Route 9

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Peaceful stay in Fishkill with a 24-hour fitness center and helpful staff.
"Excellent stay , felt at home during the holiday, sparkled room, excellent breakfast and amazing warm and welcoming staff "
United States
Esther
The price is AED 492
AED 557 total
includes taxes & fees
15 Feb - 16 Feb
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Stylish suites with indoor pool and fitness center in Hudson Valley location.
"Chris and Jennifer went above and beyond working with us the rooms are fantastic the pool was clean a tub was great kitchen was great"
United States
James
The price is AED 404
AED 457 total
includes taxes & fees
15 Feb - 16 Feb
HYATT house Fishkill/Poughkeepsie

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, (1,003 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 371
AED 429 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (414 reviews)
  • cleanliness
    Explore Fishkill's central hotel with a welcoming indoor pool and free breakfast.
"Was clean, staff were friendly, and nice."
United States
Wilson
The price is AED 468
AED 541 total
includes taxes & fees
22 Feb - 23 Feb
Residence Inn by Marriott Fishkill

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (264 reviews)
  • cleanliness
    Cozy motel in Cold Spring with convenient amenities for Hudson Valley adventurers.
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is AED 349
AED 378 total
includes taxes & fees
8 Feb - 9 Feb
Countryside Motel

Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point
1.5 star property
Stony Point
4.8 out of 10, (506 reviews)
  • cleanliness
    Experience upscale comfort just minutes from Bear Mountain State Park with free perks.
"The staff were extremely friendly and accommodating "
United States
Nicole
The price is AED 218
AED 242 total
includes taxes & fees
9 Feb - 10 Feb
Budget Motor Inn - Stony Point

Element Spring Valley

Element Spring Valley
3.0 star property
Spring Valley
8.8 out of 10, Excellent, (455 reviews)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is AED 492
AED 573 total
includes taxes & fees
22 Feb - 23 Feb
Element Spring Valley

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1,001 reviews)
  • cleanliness
    Modern lodgings near Nanuet shops with free breakfast and convenient amenities.
"very helpful and nice staff, room was spacious and clean. good price and had breakfast included. will come back !"
United States
Riachelle
The price is AED 298
AED 347 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn 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 kitchenware, 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 18 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 Museum Village. Additionally, you might want to add Goosepond Mountain State Park 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.