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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, (1,000 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 Rp1.697.911
Rp2.005.657 total
includes taxes & fees
22 Feb - 23 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 Rp3.608.990
Rp4.082.691 total
includes taxes & fees
16 Feb - 17 Feb
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, (823 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 Rp1.477.168
Rp1.671.046 total
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Express & Suites Montgomery by IHG

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,070 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 Rp1.706.800
Rp1.986.289 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very good, (1,078 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 Rp1.498.151
Rp1.743.394 total
includes taxes & fees
15 Feb - 16 Feb
Sonesta Simply Suites Nanuet

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.
"Great hotel, nice and clean "
United States
Andrea
The price is Rp1.362.687
Rp1.585.827 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Nanuet

Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (560 reviews)
  • cleanliness
    Rustic charm in Pine Bush with seasonal pool and complimentary dining perks.
"Staff was friendly and accommodating. The place was very clean."
United States
Shirley
Harvest Inn

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (112 reviews)
  • cleanliness
    Enjoy a peaceful stay near High Point State Park with free Wi-Fi and parking.
"Great place to stay"
United States
Bob
The price is Rp1.477.168
Rp1.648.889 total
includes taxes & fees
15 Feb - 16 Feb
High Point Motel

Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
Nanuet
7.0 out of 10, Good, (1,001 reviews)
  • cleanliness
    Find tranquil comfort at a convenient business motel with free amenities.
"Great stay"
United States
Deon Francine
The price is Rp1.726.440
Rp2.009.142 total
includes taxes & fees
15 Feb - 16 Feb
Days Inn by Wyndham Nanuet / Spring Valley

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (150 reviews)
  • cleanliness
    Experience Victorian elegance at a B&B with facials and garden dining options.
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Embrace American dining in Nanuet with a hot tub and 24-hour fitness centre.
"Great stay"
United States
enmanuel
The price is Rp1.640.417
Rp1.909.037 total
includes taxes & fees
16 Feb - 17 Feb
Hilton Garden Inn Nanuet

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (154 reviews)
  • cleanliness
    Relax in charming Warwick with free perks and easy access to local attractions.
"good accommodations "
United States
Alejandro
The price is Rp1.594.670
Rp1.803.991 total
includes taxes & fees
15 Feb - 16 Feb
The Hamlet Inn at Warwick

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 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 Rp1.997.534
Rp2.259.731 total
includes taxes & fees
16 Feb - 17 Feb
Overlook Lodge at Bear Mountain

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, (1,007 reviews)
  • cleanliness
    Modern riverside hotel near Peekskill with indoor pool and fitness centre.
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is Rp2.047.892
Rp2.342.277 total
includes taxes & fees
16 Feb - 17 Feb
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

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 Rp5.853.362
Rp7.462.742 total
includes taxes & fees
16 Feb - 17 Feb
The Abbey Inn & Spa

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Enjoy peaceful comfort just minutes from Lower Hudson Valley attractions.
"Great place to stay. Great Custumer service and very comfortable rooms."
United States
Samir
The price is Rp1.880.032
Rp2.187.887 total
includes taxes & fees
27 Feb - 28 Feb
Crowne Plaza Suffern - Mahwah by IHG

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (382 reviews)
  • cleanliness
    Comfortable Sussex Motel offers easy access to outdoor adventures and nearby resorts.
"Yes really good people and great stay."
United States
Jordan
The price is Rp1.275.736
Rp1.424.124 total
includes taxes & fees
22 Feb - 23 Feb
Sussex Motel

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155 reviews)
  • cleanliness
    Step into a quaint riverside retreat in Cold Spring with easy access to museums.
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
The price is Rp4.094.105
Rp4.688.776 total
includes taxes & fees
20 Feb - 21 Feb
Cold Spring Hotel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (201 reviews)
  • cleanliness
    Cosy mountain retreat with ski resorts and trails nearby for outdoor adventure.
"Room was very spacious, easy check in and check out procedure, "
United States
KIRK
The price is Rp1.328.069
Rp1.482.394 total
includes taxes & fees
15 Feb - 16 Feb
Rolling Hills Motel

Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point
1.5 star property
Stony Point
5.0 out of 10, (508 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 Rp994.738
Rp1.107.876 total
includes taxes & fees
16 Feb - 17 Feb
Budget Motor Inn - Stony Point
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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 Centre for go-karts, mini-golf, and arcade games.

Black dirt region farm Chester New York

Top Chester Hotel Reviews

More cheap stays in Chester

Find out more about Chester

Top reasons to visit Chester

  • Family-Friendly Activities: Chester boasts a variety of attractions suitable for all ages, including resorts, batting cages, and archaeological digs.
  • Outdoor Adventures: Explore national and state parks, serene lakes, and urban parks, offering ample opportunities for outdoor pursuits.
  • Charming Accommodations: Enjoy a range of lodging options, from pet-friendly hotels to cosy agritourism properties, catering to diverse preferences.
  • Vibrant City Life: Experience the lively atmosphere of Chester, blending urban charm with natural beauty.
  • Nearby Adirondack Hamlets: Discover charming hamlets nearby, perfect for a picturesque autumn getaway.

Find great hotels near Chester

Discover the charming accommodation options in Chester, New York, perfect for all types of travellers. Whether you're seeking a pet-friendly hotel for a family getaway or a business-friendly stay with essential amenities, Chester offers a range of choices. From cosy agritourism properties to well-equipped hotels, you'll find the ideal lodging to enhance your visit. Experience the warm hospitality and unique character that Chester has to offer during your holiday.

  • Hampton Inn Harriman Woodbury: Experience a blend of comfort and convenience at the Hampton Inn Harriman Woodbury, located only 12.9km from Chester. This hotel is perfect for business travellers and those seeking a pet-friendly stay, welcoming pets with a flexible policy that includes variable fees and specific restrictions. The property proudly supports LGBTQIA travellers, ensuring an inclusive environment for all. Guests appreciate the modern amenities and thoughtful services that make every stay enjoyable, from complimentary breakfast to a well-equipped business centre.
  • The Crossroads Hotel, Newburgh: Situated 22.5km from Chester, The Crossroads Hotel offers a welcoming atmosphere with a strong focus on business travel and inclusivity for LGBTQIA guests. This 3-star hotel combines functionality with comfort, featuring well-appointed rooms that cater to the needs of modern travellers. With its strategic location, guests can easily explore nearby attractions while enjoying a restful retreat at the hotel, making it an excellent choice for both work and leisure.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/West Point: Just 22.5km from Chester, the Red Roof Inn & Suites Newburgh is an ideal choice for families and business travellers alike. This hotel not only embraces LGBTQIA guests but also provides amenities specifically designed for families, such as complimentary cribs. Its proximity to Stewart Airport and West Point makes it a convenient option for those on the go. Guests appreciate the comfortable accommodations and the welcoming environment, making it a preferred choice for a hassle-free stay.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly attractions and vibrant city life, making it an ideal destination for a memorable vacation. Explore the charming Adirondack hamlets nearby, perfect for an autumn city break, or unwind in the beautiful surroundings of Chester itself. With a range of accommodations available, you can easily find a place that suits your budget and taste, ensuring a comfortable stay in this welcoming community.

  • Middletown: Situated 16.1km from Chester, Middletown is a vibrant city that offers a delightful blend of family-friendly activities and urban charm. Visitors are drawn to its entertainment-themed experiences, particularly during peak months such as April and the summer season. The city boasts an array of attractions, including a popular theme park and a scenic lake, making it an ideal destination for outdoor enthusiasts. Shopping aficionados will find bliss in its bustling shopping malls and centres, ensuring a fulfilling retail therapy experience.
  • Goshen: Just 6.4km from Chester, Goshen is another charming city that captivates tourists with its family-oriented atmosphere and entertainment offerings. Popular throughout the year, especially in March and July, the city is home to a variety of engaging activities. Visitors can explore its delightful shopping centres and resorts, perfect for a leisurely day out. The town also features a picturesque square and a theme park, providing ample opportunities for enjoyment and relaxation amidst its quaint surroundings.
  • Monroe: Located 8.0km from Chester, Monroe presents a unique mix of family, business, and city-themed experiences. Peak visitor months include June, July, and September, when the local ski resorts and shopping centres come alive with activity. The city's proximity to natural attractions like a stunning lake and mountains offers outdoor adventures for nature lovers. Additionally, Monroe's vibrant shopping scene ensures that visitors can indulge in a diverse range of retail options while enjoying the city's welcoming atmosphere.

Things to do in and around Chester

Chester offers a delightful blend of family-friendly activities and entertainment-themed attractions, making it an ideal destination for your holiday. Visitors can enjoy various options, including resorts, shopping centres, and shopping malls. Notable experiences include batting cages, intriguing archaeological digs, and the opportunity for memorable day trips, ensuring that there is something for everyone to enjoy during their stay in this charming town.

Shopping

In Chester, you can visit Harriman Plaza Shopping Center and Monroe Federal Plaza Shopping Center, both within 11.3km, offering a mix of family entertainment and city vibes. If you're up for a drive, Soons Orchards, located 11.3km away, provides a charming market atmosphere ideal for gifts and souvenirs.

Recreation

The Rock Sports Complex offers an energetic atmosphere with various sports activities, perfect for those seeking an active getaway. The Golf Club at Mansion Ridge, with its luxurious setting, promises a relaxing day of golfing. Meanwhile, Thomas Bull Memorial Park provides a tranquil environment for wellness and relaxation amidst nature.

Adventure

For thrilling motor racing, visit Orange County Fair Speedway, located 14.5km from Chester, where you can feel the adrenaline and excitement of the sport. Alternatively, enjoy the slopes at Mount Peter Ski Area, 12.9km away, perfect for skiing enthusiasts seeking adventure in a stunning winter landscape.

Nightlife

In Chester, Castle Fun Center offers an exhilarating arcade adventure atmosphere perfect for a fun night out. For a more romantic evening, the nearby Paramount Theatre and Ritz Theater provide captivating cultural experiences, both showcasing entertaining performances just a short distance away.

*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 various ways to save for tourists. Enjoy free entry to attractions like Sterling Forest State Park and explore the town at no cost. For accommodation, consider visiting between January and March for lower prices, avoiding the busier August to October period. Tuesdays are typically the cheapest days to stay, while Saturdays are pricier. Use Expedia's search tool to filter by budget and location, and consider booking package deals that combine hotels, flights, and activities for additional savings.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and desired hotel type. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You may find that you can save money by combining your Chester hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chester

Chester is an excellent destination for family-friendly vacations, offering a blend of entertainment and urban charm. Visitors can explore a variety of popular attractions, including national and state parks, serene lakes, and urban parks. These points of interest provide ample opportunities for outdoor activities, cultural experiences, and stunning scenery, making Chester a delightful spot for travellers seeking both adventure and relaxation.

  • Goosepond Mountain State Park: Experience the beauty of nature at Goosepond Mountain State Park, where outdoor enthusiasts can enjoy hiking trails, stunning vistas, and the thrill of adventure amidst picturesque scenery.
  • Algonquin Park: Located 25.7km away from Chester, Algonquin Park is a perfect family-friendly urban park, offering spacious green areas for picnics, playgrounds for children, and trails for leisurely strolls, all nestled within the city atmosphere.
  • National Purple Heart Hall of Honor: Just 20.9km from Chester, this military museum is dedicated to honouring the sacrifices of veterans. Explore its rich cultural exhibits that tell the poignant stories of bravery and honour associated with the Purple Heart.

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

For your journey to Chester, New York, you have several airport options. John F. Kennedy International Airport (JFK) is located 90.1km away, with nearby hotels including the 4-star TWA Hotel at JFK, just 483m from the airport, and the Allegria Hotel, 11.3km away. LaGuardia Airport (LGA) is 74.0km from Chester, offering luxurious stays like The Plaza, 8.0km away, and Hilton Club The Quin, 9.7km distant. Westchester County Airport (HPN) is the closest at 39.7km, with good options such as J House Greenwich, 11.3km away. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What's the best place to stay in Chester?
Based on our traveller 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 choices for your stay in 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.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What is the favourite LGBTQ-friendly accommodation in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.
What are some accommodation options 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 staying in Chester like?
Visitors to Chester will definitely enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffee shops. In Chester, there are 18 hotels and other accommodation options to choose from. Find out more about Chester.
What are the top places to visit in Chester?
Favourite 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. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.