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Chester hotels from HK$543

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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)
"great stay"
United States
Annette
The price is HK$1,098
HK$1,352 total
includes taxes & fees
1 Jul - 2 Jul
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, (235 reviews)
"I had a perfect stay with my girlfriend for a long weekend. Eric and Susie were amazing hosts, serving delicious breakfast each day. The hot tub was luxurious and the area was beautiful. I’d 100% come back."
United States
Anna
The price is HK$1,686
HK$1,907 total
includes taxes & fees
29 Jun - 30 Jun
The Dominion House Bed & Breakfast

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very good, (60 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is HK$804
HK$990 total
includes taxes & fees
6 Jul - 7 Jul
Comfort Suites Central Valley - Woodbury

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,002 reviews)
"Breakfast menu was poor at best."
United States
Constance
The price is HK$822
HK$942 total
includes taxes & fees
5 Jul - 6 Jul
Quality Inn near Mountain Creek

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is HK$762
HK$861 total
includes taxes & fees
30 Jun - 1 Jul
Days Inn by Wyndham Wurtsboro

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,012 reviews)
"It was a beautiful stay."
United States
Shayla
The price is HK$1,325
HK$1,631 total
includes taxes & fees
30 Jun - 1 Jul
Overlook Lodge at Bear Mountain

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (168 reviews)
"The location was very convenient"
United States
Stephen
The price is HK$670
HK$758 total
includes taxes & fees
29 Jun - 30 Jun
The Hamlet Inn at Warwick

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,105 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"
United States
Akunna
The price is HK$965
HK$1,092 total
includes taxes & fees
8 Jul - 9 Jul
Sleep Inn & Suites Monroe - Woodbury

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (153 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is HK$690
HK$770 total
includes taxes & fees
25 Jun - 26 Jun
High Point Motel

Rolling Hills Motel

Rolling Hills Motel
2.0 star property
Sussex
8.6 out of 10, Excellent, (216 reviews)
"Great staff and clean."
United States
John
The price is HK$721
HK$805 total
includes taxes & fees
30 Jun - 1 Jul
Rolling Hills Motel

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is HK$1,078
HK$1,220 total
includes taxes & fees
25 Jun - 26 Jun
Tin Brook 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, (873 reviews)
"Our stay for a day was great."
United States
Chime
The price is HK$855
HK$967 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is HK$852
HK$993 total
includes taxes & fees
1 Jul - 2 Jul
Borland House Inn

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, (1,000 reviews)
"Our room was clean and comfortable. It was just what we wanted for a short overnight stay. The staff were very friendly and accommodating. I would definitely stay there again."
United States
ANNE
The price is HK$830
HK$959 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn & Suites Fishkill South near I-84

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, (1,001 reviews)
"Staff was wonderful , very clean hotel"
United States
Edna
The price is HK$1,129
HK$1,390 total
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Goshen Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
"Nice Clean Hotel"
United States
James
The price is HK$877
HK$1,036 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn by Hilton Middletown

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very good, (140 reviews)
"Great affordable stay overall."
United States
Caroline
The price is HK$726
HK$840 total
includes taxes & fees
14 Jul - 15 Jul
Spark by Hilton Fishkill

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,041 reviews)
"Another great stay!"
United States
Kimberly
The price is HK$961
HK$1,135 total
includes taxes & fees
29 Jun - 30 Jun
Sleep Inn & Suites Middletown - Goshen

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"staff was very friendly, hotel was very clean, breakfast was nice"
United States
Victoria
The price is HK$829
HK$980 total
includes taxes & fees
7 Jul - 8 Jul
Tru by Hilton Middletown

Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (6 reviews)
"Spectacular stay in Goshen! Beautiful house, breakfast made fresh in front of you, awesome location with the horsetrack right across, and big rooms. "
United States
Daniel
The price is HK$3,246
HK$3,996 total
includes taxes & fees
9 Jul - 10 Jul
Parkway House Goshen Family-Friendly Bed & Breakfast
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.

The Queens Park Bridge, a landmark of Chester

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

  • Charming City Centre: Explore Chester's picturesque city centre, filled with delightful shops and cafes, perfect for a leisurely stroll.
  • Outdoor Activities: Enjoy the stunning Cheshire countryside with opportunities for outdoor adventures, including national parks and lakes.
  • Family-Friendly Attractions: Discover a variety of family-friendly activities, including unique cinema experiences and local leisure centres.
  • Diverse Accommodation: Choose from a range of hotels, including pet-friendly and family-oriented options, ensuring a comfortable stay.
  • Welcoming Community: Experience the friendly atmosphere and vibrant neighbourhoods that make Chester a memorable destination.

Find great hotels near Chester

Discover a delightful range of hotel accommodations in Chester, New York, perfect for every type of traveller. Whether you're seeking a pet-friendly retreat, a family-friendly experience, or business facilities, the local hotels cater to all your needs. With various lodging options, including agritourism properties, you're sure to find the ideal place to relax and unwind during your stay.

  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: This budget-friendly hotel offers a welcoming atmosphere for families, business travellers, and pet owners. Located 21km from Chester, the Red Roof Inn & Suites features amenities designed for comfort and convenience, including free cribs for children and a pet-friendly policy that allows certain pets with variable fees. Guests appreciate the relaxed vibe and the attentive service, making it an ideal choice for those seeking a practical yet pleasant stay near major attractions.
  • Super 8 by Wyndham Middletown: Situated 14km away from Chester, this budget motel is an excellent option for travellers seeking affordability without sacrificing comfort. The Super 8 by Wyndham Middletown provides entertainment options such as satellite television and premium channels, ensuring guests can unwind after a day of exploring. With nearby outlet shopping and various local attractions, this motel is a convenient base for those looking to experience the surrounding area while enjoying a comfortable stay.
  • Howard Johnson by Wyndham Newburgh/West Point: Located 23km from Chester, this budget hotel is well-suited for business travellers. The Howard Johnson offers essential amenities and a practical setting, allowing guests to focus on their work commitments while enjoying a restful environment. With its convenient access to nearby business hubs, this hotel ensures a straightforward and efficient stay, making it a fitting choice for those on a professional journey through the region.

Where to stay near Chester

Chester offers a delightful blend of family-friendly activities and vibrant city life. Stroll through the charming city centre, explore the picturesque Cheshire countryside, or indulge in a unique shopping experience. Whether you’re seeking a friendly atmosphere or a luxurious getaway, Chester's diverse neighbourhoods provide something for everyone. With its welcoming community and stunning surroundings, your vacation in Chester promises to be both enjoyable and unforgettable.

  • Middletown: Located 16km from Chester, Middletown is a vibrant city that offers a variety of family-friendly activities and entertainment experiences. The city is known for its shopping mall centres and resorts, making it a popular destination for those seeking a city-themed getaway. Visitors can enjoy attractions such as a theme park and a bustling tourist precinct. With its peak travel months in April and the summer season, Middletown provides a lively atmosphere and numerous options for dining and leisure.
  • Warwick: Just 14km away from Chester, Warwick is an adventurous city renowned for its outdoor activities and recreational opportunities. Ideal for thrill-seekers, the area boasts ski fields and recreational areas that cater to both winter sports enthusiasts and summer adventurers. With beautiful lakes and scenic mountains nearby, Warwick is a haven for nature lovers. The city experiences a peak in visitors during April, July, and September, making it an exciting destination for those looking to explore the great outdoors.
  • Blooming Grove: Situated a mere 8km from Chester, Blooming Grove is a charming village perfect for families and outdoor enthusiasts alike. This quaint locale offers access to shopping centres and resorts, ensuring a pleasant stay for all visitors. With attractions like a theme park and a picturesque lake, Blooming Grove is a delightful spot for leisure and entertainment. Visitors often flock here in April and the summer months, making it an ideal destination to unwind and enjoy the serene surroundings.

Things to do near Chester

Shopping

In Chester, you can explore local boutiques for unique gifts and souvenirs. If you're up for a drive, consider visiting Woodbury Common Premium Outlets, approximately 24km away, where you’ll find a variety of well-known brands at discounted prices.

Recreation

In Chester, the Yoga & Wellness Studio offers rejuvenating yoga classes and holistic therapies, set in a tranquil environment. Nearby, the Nature’s Retreat provides guided nature walks and meditation sessions, allowing visitors to connect with the serene landscape and enhance their well-being amidst picturesque surroundings.

Adventure

Experience the thrill of motor racing at Orange County Fair Speedway, located 14km from Chester, where the excitement of speed and competition comes alive. For a soaring adventure, visit Zoom Ziplines, 27km away, or Palisades Climb Adventure, 40km away, both offering exhilarating outdoor ziplining experiences.

Nightlife

In Chester, The Hidden Tavern offers a cosy atmosphere with live music and craft beers, while The Chester Inn features a lively pub vibe with darts and karaoke. For a more relaxed evening, you can unwind at The Corner CafƩ, which serves delightful desserts and warm beverages.

*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, is perfect for family and city-themed vacations, offering a variety of attractions such as national parks, lakes, and urban parks. Visitors can enjoy outdoor activities, cultural experiences, and beautiful scenery. Don't miss out on local highlights like Chester Zoo, Chester Cathedral, and Chester Racecourse. For accommodation, consider staying at hotels in Liverpool for added convenience during your visit.

  • Harriman State Park: Located 21km from Chester, Harriman State Park offers a serene escape into nature with its historical significance and extensive hiking trails. Visitors can explore the remnants of the park’s rich history amid stunning landscapes.
  • Lake Tiorati Beach: Just 18km from Chester, Lake Tiorati Beach presents a picturesque setting for relaxation and outdoor activities. With its beautiful scenery and romantic ambiance, it’s ideal for picnics and leisurely strolls along the shore.
  • National Purple Heart Hall of Honor: Situated 21km away, this military museum celebrates the bravery of Purple Heart recipients. It provides a poignant insight into American military history and culture, making it a meaningful visit for history enthusiasts.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Chester, New York, is convenient with three major airports nearby. John F. Kennedy International Airport (JFK) is located 90km away, with luxury accommodations such as The William Vale, Arlo Williamsburg, and The Boro Hotel, all approximately 18km from the airport. Newark Liberty International Airport (EWR) is 76km from Chester, featuring top hotels like The Dominick, Four Seasons Hotel New York Downtown, and 33 Hotel, each about 14km from the airport. Lastly, LaGuardia Airport (LGA), situated 74km away, offers excellent options such as Hilton Club The Quin New York, The Plaza, and The Luxury Collection Hotel Manhattan Midtown, all within 10km of the airport.

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 Spark by Hilton Fishkill and The Crossroads Hotel, Newburgh. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Lakefront Paradise Pool + Paddle Boats Sleeps 12: This holiday home rental outside of Chester offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your holiday with a garden and a pool table. 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. A top sight in the area is LEGOLANDĀ® New York. 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'll find LEGOLANDĀ® New York in the area. 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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