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
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, (820 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 HK$688
HK$778 total
includes taxes & fees
22 Feb - 23 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, (1,062 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

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very good, (1,073 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 HK$697
HK$812 total
includes taxes & fees
11 Feb - 12 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.
"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

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

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (149 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

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (111 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 HK$633
HK$707 total
includes taxes & fees
12 Feb - 13 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 HK$770
HK$897 total
includes taxes & fees
8 Feb - 9 Feb
Days Inn by Wyndham Nanuet / Spring Valley

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 HK$762
HK$863 total
includes taxes & fees
9 Feb - 10 Feb
Overlook Lodge at Bear Mountain

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Embrace American dining in Nanuet with a hot tub and 24-hour fitness centre.
"Great stay"
United States
enmanuel
The price is HK$762
HK$887 total
includes taxes & fees
15 Feb - 16 Feb
Hilton Garden Inn Nanuet

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.4 out of 10, Good, (153 reviews)
  • cleanliness
    Relax in charming Warwick with free perks and easy access to local attractions.
"good accommodations "
United States
Alejandro
The price is HK$742
HK$840 total
includes taxes & fees
8 Feb - 9 Feb
The Hamlet Inn at Warwick

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (381 reviews)
  • cleanliness
    Comfortable Sussex Motel offers easy access to outdoor adventures and nearby resorts.
"The room was clean, staff is kind."
United States
PAVLO
The price is HK$594
HK$663 total
includes taxes & fees
22 Feb - 23 Feb
Sussex Motel

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

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,000 reviews)
  • cleanliness
    Enjoy a relaxing stay just minutes from Hudson Valley's cultural attractions.
"Nice place"
United States
Jason
The price is HK$551
HK$624 total
includes taxes & fees
23 Feb - 24 Feb
Super 8 by Wyndham Montgomery Maybrook

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,006 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 HK$891
HK$1,037 total
includes taxes & fees
22 Feb - 23 Feb
Crowne Plaza Suffern - Mahwah 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 HK$2,479
HK$3,193 total
includes taxes & fees
24 Feb - 25 Feb
The Abbey Inn & Spa

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 HK$1,753
HK$2,018 total
includes taxes & fees
20 Feb - 21 Feb
Cold Spring Hotel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.4 out of 10, Very good, (198 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 HK$617
HK$689 total
includes taxes & fees
8 Feb - 9 Feb
Rolling Hills Motel
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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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