Chester hotels from HK$516

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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 HK$727
HK$858 total
includes taxes & fees
9 Feb - 10 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 HK$1,680
HK$1,900 total
includes taxes & fees
10 Feb - 11 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 HK$695
HK$795 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 HK$2,480
HK$3,193 total
includes taxes & fees
5 Mar - 6 Mar
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 centre.
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is HK$953
HK$1,090 total
includes taxes & fees
16 Feb - 17 Feb
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 HK$794
HK$925 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 HK$737
HK$852 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 HK$683
HK$790 total
includes taxes & fees
14 Feb - 15 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 HK$828
HK$957 total
includes taxes & fees
12 Feb - 13 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 HK$770
HK$872 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 HK$762
HK$862 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 HK$534
HK$618 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 centre 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 HK$1,047
HK$1,184 total
includes taxes & fees
22 Feb - 23 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 centre 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 HK$859
HK$972 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 HK$789
HK$912 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 HK$995
HK$1,150 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
    Cosy 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 HK$742
HK$804 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 HK$463
HK$516 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 HK$1,047
HK$1,218 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 HK$634
HK$738 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Nanuet
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 DoubleTree by Hilton Hotel Nanuet and Crowne Plaza Suffern - Mahwah by IHG. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Chester 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 that 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 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.

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