Chester hotels from HK$549

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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)
"Very clean, good breakfast. Well lit. Packed a few amenities, but good for the price."
United States
Shanen
The price is HK$924
HK$1,137 total
includes taxes & fees
17 May - 18 May
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)
"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 HK$1,683
HK$1,904 total
includes taxes & fees
20 May - 21 May
The Dominion House Bed & Breakfast

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,069 reviews)
"Clean room, polite and friendly staff, and nice location. "
United States
Cheryl
The price is HK$930
HK$1,052 total
includes taxes & fees
10 Jun - 11 Jun
Sleep Inn & Suites Monroe - Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,107 reviews)
"Clean room, friendly staff, good breakfast!"
United States
Sarah
The price is HK$957
HK$1,178 total
includes taxes & fees
27 May - 28 May
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, (1,002 reviews)
"Great hotel for the price!"
United States
Jacqueline
The price is HK$797
HK$921 total
includes taxes & fees
7 Jun - 8 Jun
Quality Inn & Suites Fishkill South near I-84

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (135 reviews)
"Nice, clean motel. Chairs outside to enjoy the mountain view. Would definitely stay here again if in the area."
United States
Gregory
The price is HK$689
HK$769 total
includes taxes & fees
28 May - 29 May
High Point Motel

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (751 reviews)
"Easy parking and clean room. The staff were polite and friendly. "
United States
Sarah
The price is HK$698
HK$824 total
includes taxes & fees
18 May - 19 May
The Crossroads Hotel, Newburgh

Holiday Inn Express Haskell - Wayne Area by IHG

Holiday Inn Express Haskell - Wayne Area by IHG
2.5 star property
Wanaque
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and awesome hotel! We will be back next time we’re in the area"
United States
karine
The price is HK$1,049
HK$1,202 total
includes taxes & fees
17 May - 18 May
Holiday Inn Express Haskell - Wayne Area by IHG

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,493 reviews)
"Lovely breakfast was included. The parking was plentiful & safe"
United States
Teresa
The price is HK$932
HK$1,068 total
includes taxes & fees
17 May - 18 May
Hampton Inn & Suites Mahwah

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was wonderful , very clean hotel"
United States
Edna
The price is HK$1,088
HK$1,340 total
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites by Marriott Goshen Middletown

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,000 reviews)
"I liked the bar drinks and breakfast was good"
United States
Leslie
The price is HK$924
HK$1,075 total
includes taxes & fees
25 May - 26 May
Crowne Plaza Suffern - Mahwah by IHG

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,001 reviews)
"Rooms were so big and very clean the beds were excellent loved the big bathroom "
United States
ROMAN
The price is HK$811
HK$937 total
includes taxes & fees
10 Jun - 11 Jun
Comfort Suites Fishkill near Interstate 84

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,005 reviews)
"Great breakfast, clean rooms "
United States
KASEY
The price is HK$959
HK$1,133 total
includes taxes & fees
9 Jun - 10 Jun
Sleep Inn & Suites Middletown - Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,010 reviews)
"Breakfast is over at 10am, the pool is open in the evening very small but overall good for kids. Great stay and price."
United States
Stacey
The price is HK$1,010
HK$1,193 total
includes taxes & fees
26 May - 27 May
Courtyard by Marriott Middletown Goshen

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
"Large shower, clean, good breakfast, right off the highway, convenient parking "
United States
Michelle
The price is HK$1,021
HK$1,206 total
includes taxes & fees
26 May - 27 May
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Breakfast was great and hotel was clean"
United States
Brigitte
The price is HK$821
HK$969 total
includes taxes & fees
9 Jun - 10 Jun
Hampton Inn by Hilton Middletown

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,000 reviews)
"The place is great! The room was very nice. But the breakfast buffet leaves a lot to be desired! It was very basic, nothing different from any other hotel."
United States
Sunil
The price is HK$1,166
HK$1,349 total
includes taxes & fees
7 Jun - 8 Jun
SpringHill Suites by Marriott Fishkill

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,012 reviews)
"Very good place to stay. Excellent breakfast, great beds/pillows, location, staff. Two thumbs up!"
United States
Robert
The price is HK$916
HK$1,050 total
includes taxes & fees
24 May - 25 May
Holiday Inn Express Ramsey-Mahwah by IHG

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.0 out of 10, Very good, (756 reviews)
"Staff was professional and attentive to our requests throughout the stay. Patti at the front desk was delightful to interact with."
United States
Ignacio
The price is HK$924
HK$1,091 total
includes taxes & fees
27 May - 28 May
Courtyard by Marriott Newburgh Stewart Airport

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (451 reviews)
"The staff was very nice. Very easy to get to. Breakfast was fine and parking was nice to have. "
United States
Elizabeth
The price is HK$900
HK$1,032 total
includes taxes & fees
27 May - 28 May
Garner Hotel Mahwah by IHG
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

Hotels in Chester with star-rating

Find out more about Chester

Top reasons to visit Chester

  • Family-Friendly Activities: Chester offers a variety of engaging activities, including archaeological digs and batting cages, ideal for families.
  • Stunning Natural Beauty: Explore national and state parks, lakes, and urban parks, perfect for outdoor adventures.
  • Charming Accommodations: A range of lodging options, from family-friendly hotels to agritourism properties, cater to all preferences.
  • Vibrant Community: Experience the warmth of friendly locals and immerse yourself in the vibrant culture of Chester.
  • Picturesque Scenery: Enjoy the stunning landscapes of the Adirondacks, especially during the tranquil autumn months.

Find great hotels near Chester

Experience a delightful stay in Chester, New York, with a variety of accommodation options tailored to suit every visitor's needs. From family-friendly hotels to pet-friendly lodgings, you'll find the perfect base for your adventures. Whether you're seeking business amenities or accessible rooms, Chester's hotels ensure comfort and convenience for all travellers. Explore the charm of agritourism properties alongside popular hotels like Aberdeen and Abode Chester for an unforgettable getaway.

  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: This welcoming hotel is ideal for travellers seeking a pet-friendly and LGBTQIA-friendly environment. Situated 22.5km from Chester, it offers a unique blend of comfort and inclusivity, making it perfect for both business and leisure stays. Guests can enjoy amenities such as in-room pet accommodation, ensuring that your furry friends are well-catered for. The hotel's affiliation with LGBTQI travel guides further enhances its inviting atmosphere, promising a memorable stay for all.
  • Super 8 by Wyndham Middletown: Located 14.5km from Chester, Super 8 by Wyndham Middletown provides a convenient and affordable lodging option with a focus on entertainment. Guests can indulge in a variety of channels with premium television options and satellite TV, perfect for unwinding after a day of exploration. The proximity to nearby shopping outlets adds to the appeal, allowing visitors to experience local culture and retail therapy without straying far from comfort.
  • Howard Johnson by Wyndham Newburgh/West Point: Situated 22.5km from Chester, Howard Johnson by Wyndham Newburgh/West Point caters primarily to business travellers. This hotel combines practicality with modern amenities, ensuring a productive and comfortable stay. With its business-friendly features and convenient location, it serves as an excellent base for those visiting the area for work while still providing the comforts of home.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly adventures and vibrant city life. Discover charming accommodations in the city centre, or escape to the picturesque Adirondack hamlets for a tranquil autumn city break. Enjoy the warmth of friendly locals and explore beautiful landscapes, ensuring a memorable experience for travellers seeking both budget and luxury options. From outdoor activities to cultural experiences, Chester is a perfect destination for a well-rounded vacation.

  • Middletown: Situated 16.1km from Chester, Middletown is a vibrant city known for its family-friendly atmosphere and diverse entertainment options. Visitors can enjoy a variety of activities at local resorts and shopping centres, making it a perfect spot for those seeking a city-themed experience. The area is home to popular attractions such as a theme park and a picturesque lake, providing ample opportunities for fun and relaxation. With peak tourist arrivals in April and the summer months, Middletown offers a lively atmosphere, particularly during these times.
  • Warwick: Located 14.5km away from Chester, Warwick is an outdoor enthusiast's paradise. This city attracts visitors seeking adventure and family experiences, particularly during peak seasons in April, July, and September. Warwick's recreational areas and ski fields offer thrilling activities for all ages, while the stunning nearby mountains and lakes provide a breathtaking backdrop for exploration. Whether you're skiing in winter or hiking in summer, Warwick promises an exciting getaway immersed in nature.
  • Blooming Grove: Just 8.0km from Chester, Blooming Grove is a charming village that combines family entertainment with outdoor adventures. With a peak in visitor numbers during April and the summer months, this village is ideal for those seeking a relaxed yet engaging experience. Blooming Grove boasts shopping centres and resorts, alongside attractions like a theme park and scenic lakes. The village also hosts various events at its conference venues, making it a delightful stop for tourists looking to unwind and enjoy local culture.

Things to do in and around Chester

Chester offers a delightful blend of family-friendly activities and entertainment, making it an ideal destination for a city-themed vacation. Visitors can enjoy resorts, shopping centres, and shopping malls while engaging in exciting activities such as archaeological digs and batting cages. A day trip to Chester promises a variety of experiences that cater to all interests, ensuring a memorable getaway for everyone.

Shopping

The nearest shopping destination is Monroe Federal Plaza Shopping Center, located 9.7km from Chester, offering a vibrant mix of businesses and entertainment. Soons Orchards, 11.3km away, is a charming market with a local atmosphere. Old Glory Mall, 12.9km from Chester, provides a family-friendly shopping experience.

Recreation

At The Rock Sports Complex, immerse yourself in energetic sports vibes while engaging in various recreational activities. A short drive of 9.7km leads you to The Golf Club at Mansion Ridge, where you can indulge in luxury golfing amidst picturesque surroundings, providing a perfect blend of relaxation and enjoyment.

Adventure

Experience the thrill of skiing at the Triple Chair ski lift, 25.7km from Chester, offering an exhilarating adventure in a stunning winter landscape. Alternatively, visit Mount Peter Ski Area, 12.9km away, for more skiing excitement, or enjoy the adrenaline of motor racing at Orange County Fair Speedway, located 14.5km from Chester.

Nightlife

Enjoy a vibrant nightlife in Chester with a visit to the Paramount Theatre, offering romance and culture just 16.1km away. For an adventurous evening, the Castle Fun Center in Chester provides thrilling arcade experiences. Alternatively, the Ritz Theater, located 25.7km away, blends entertainment and romance perfectly.

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

Booking tips and Expedia advantages for Chester

Chester provides numerous opportunities for budget-conscious travellers. Enjoy free entry to local attractions, including the scenic Sterling Forest State Park. For transport, consider using public transit or walking, given the town's compact nature. To save on accommodation, visit between January and March, when prices are lower, and aim for a Tuesday stay rather than a Saturday. Utilise Expedia to find the best deals by filtering for your budget and combining hotel bookings with flights and activities for additional savings. Keep an eye out for advertised rates and special offers to maximise your experience.

  • 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 selections based on your budget, preferred location, and desired type of accommodation. To discover the most economical prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You could potentially save money by combining your hotel reservation in Chester with your flights and activities through an Expedia package deal.

Find the best attractions near Chester

Chester, New York, offers a delightful vacation for families and entertainment seekers alike, featuring popular attractions such as national and state parks, lakes, and urban parks. Visitors can immerse themselves in outdoor adventures, cultural experiences, and stunning scenery, making it an ideal destination for those looking to explore the natural beauty and vibrant community of the area.

  • United States Military Academy: Immerse yourself in history at this prestigious military institution, renowned for its rigorous training and stunning architecture. A visit offers a glimpse into the lives of future leaders and the rich traditions that define the Academy.
  • Harriman State Park: Experience the enchanting historical vibes of this expansive park, where you can hike through picturesque trails, explore serene lakes, and revel in the beauty of nature's untouched landscapes.
  • Lake Tiorati Beach: Indulge in romance and relaxation at this charming lake beach, where you can bask in scenic views, enjoy outdoor activities, and create lasting memories with loved ones in a tranquil setting.

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

Chester, New York, can be conveniently accessed via several major airports. John F. Kennedy International Airport (JFK) is 90.1km away, with luxury options like Arlo Williamsburg, The William Vale, and The Boro Hotel, all situated 17.7km from JFK. Newark Liberty International Airport (EWR) is 75.6km from Chester, offering high-end hotels such as The Dominick, Pendry Manhattan West, and The Beekman, all within 16.1km of EWR. Lastly, LaGuardia Airport (LGA) is 74.0km away, with fine accommodations like Virgin Hotels New York City, The Plaza, and Hilton Club The Quin, all located within 9.7km of LGA. Each airport provides various transportation options for your convenience.

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 Sleep Inn & Suites Middletown - Goshen and Overlook Lodge at Bear Mountain. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Perfect and Spacious Hudson Valley Escape!: This holiday home rental outside of Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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 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's the best family accommodation in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to Castle Fun Center. Find more child-friendly accommodations 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.

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