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Our top choices for Chester hotels

1. 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, (1,001 reviews)
"great stay"
United States
Annette
The price is Rp2.186.484
Rp2.692.109 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Hotel & Suites Chester by IHG

2. 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 Rp3.853.230
Rp4.358.989 total
includes taxes & fees
30 Jun - 1 Jul
The Dominion House Bed & Breakfast

3. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,101 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"
United States
Akunna
The price is Rp2.258.351
Rp2.554.758 total
includes taxes & fees
29 Jul - 30 Jul
Sleep Inn & Suites Monroe - Woodbury

4. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,119 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is Rp2.336.670
Rp2.877.024 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Harriman Woodbury

5. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (156 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is Rp1.577.133
Rp1.760.474 total
includes taxes & fees
30 Jun - 1 Jul
High Point Motel

6. Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
9.0 out of 10, Wonderful, (1,001 reviews)
"Good stay"
United States
Jeffrey
The price is Rp2.276.094
Rp2.648.804 total
includes taxes & fees
9 Jul - 10 Jul
Crowne Plaza Suffern - Mahwah by IHG

7. 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, (1,004 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 Rp1.680.367
Rp1.942.924 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn & Suites Fishkill South near I-84

8. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,000 reviews)
"I spoiled myself and had a room with a little balcony that overlooked very well landscaped garden/outdoor seating areas. This was definitely an escape from home restful stay!"
United States
Diane
The price is Rp2.117.484
Rp2.501.279 total
includes taxes & fees
27 Jul - 28 Jul
Courtyard by Marriott Middletown Goshen

9. 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)
"Good location for our visit to West Point. Good size rooms with a nice breakfast"
United States
Margaret
The price is Rp2.189.710
Rp2.586.594 total
includes taxes & fees
12 Jul - 13 Jul
Hampton Inn & Suites Newburgh Stewart Airport

10. 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 confortable, we will go back"
United States
damari
The price is Rp2.580.768
Rp2.958.206 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Haskell - Wayne Area by IHG

11. 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 Rp1.967.836
Rp2.223.583 total
includes taxes & fees
29 Jun - 30 Jun
Days Inn by Wyndham Wurtsboro

12. 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 Rp2.580.768
Rp3.177.571 total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Goshen Middletown

13. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,042 reviews)
"Another great stay!"
United States
Kimberly
The price is Rp2.247.419
Rp2.654.786 total
includes taxes & fees
26 Jul - 27 Jul
Sleep Inn & Suites Middletown - Goshen

14. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"Nice Clean Hotel"
United States
James
The price is Rp2.021.602
Rp2.387.927 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn by Hilton Middletown

15. 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)
"I just experienced a lovely stay at Comfort suites, the room was very comfortable, the bed was like floating on a cloud, the staff were very friendly accommodating, the breakfast buffet was excellent. Highly recommend staying there, also close to Rt 84 easy access"
United States
Marlene
The price is Rp1.787.003
Rp2.066.224 total
includes taxes & fees
20 Jul - 21 Jul
Comfort Suites Fishkill near Interstate 84

16. Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,497 reviews)
"Great hotel and in an area where you have access to necessities like food or drinks and gas!"
United States
Carl
The price is Rp2.249.390
Rp2.578.364 total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Mahwah

17. Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,001 reviews)
"Perfect for my weekend at the spartan race."
United States
Anthony
The price is Rp1.827.686
Rp2.095.082 total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn near Mountain Creek

18. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,002 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is Rp1.757.969
Rp2.076.443 total
includes taxes & fees
12 Jul - 13 Jul
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

19. The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (747 reviews)
"Great stay, beautiful hotel and staff was great"
United States
Amanda
The price is Rp3.484.037
Rp4.581.401 total
includes taxes & fees
1 Jul - 2 Jul
The Thayer Hotel at West Point

20. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.6 out of 10, Excellent, (877 reviews)
"Our stay for a day was great."
United States
Chime
The price is Rp1.971.420
Rp2.230.214 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Montgomery 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.

A bridge with a plaque reading "City of Chester Queens Park Bridge 1923".

Top Chester Hotel Reviews

More cheap stays in Chester

Find out more about Chester

Top reasons to visit Chester

  • Family-Friendly Attractions: Chester boasts a variety of family-oriented activities, from the Chester Zoo to local parks, ensuring fun for all ages.
  • Charming City Centre: Stroll through the delightful city centre filled with friendly locals, shops, and eateries that reflect the town's vibrant character.
  • Picturesque Countryside: The beautiful Cheshire countryside offers serene landscapes, perfect for leisurely walks and outdoor activities.
  • Diverse Accommodation: Chester provides a range of lodging options, from cosy hotels to agritourism properties, catering to various needs and preferences.
  • Unique Leisure Experiences: Enjoy local leisure centres and a distinctive cinema experience for relaxation and entertainment during your stay.

Find great hotels near Chester

Discover a range of delightful accommodation options in Chester, New York, where you'll find hotels that cater to business travellers, families, and pet owners alike. With an emphasis on comfort and a welcoming atmosphere, these lodgings provide the perfect base for exploring the area. Whether you're seeking a cosy hotel or an agritourism property, Chester offers a variety of choices to suit your needs.

  • Super 8 by Wyndham Middletown: Nestled just 14km from Chester, Super 8 by Wyndham Middletown offers a budget-friendly motel experience ideal for travellers seeking comfort without breaking the bank. Guests can unwind in rooms equipped with premium TV channels, satellite TV, and standard televisions, ensuring entertainment options are at hand. The motel’s proximity to nearby outlets allows for an engaging shopping experience, making it a practical choice for those who appreciate accessibility to local attractions.
  • Howard Johnson by Wyndham Newburgh/West Point: Located 23km away from Chester, Howard Johnson by Wyndham Newburgh/West Point provides a budget-conscious lodging option tailored for business travellers. This hotel features essential amenities catering to those on professional trips, ensuring a seamless stay. With a focus on convenience and practicality, it is an ideal choice for guests looking to balance work commitments with relaxation.
  • Hampton Inn Harriman Woodbury: Situated a mere 13km from Chester, the Hampton Inn Harriman Woodbury boasts an impressive guest rating of 9.2 out of 10. This welcoming hotel is conducive for both pet owners and business travellers, offering a pet-friendly environment with specific policies in place. Guests can enjoy comfortable accommodations alongside a range of amenities tailored to enhance their stay, making this property a top choice for those seeking a friendly and efficient experience.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly activities and vibrant city life. Explore the charming city centre, where friendly locals welcome you to an array of shops and eateries. Just a stone's throw away, the picturesque Cheshire countryside beckons with its serene landscapes. Whether you're seeking a leisurely shopping experience or a luxurious retreat, Chester provides the perfect backdrop for your memorable vacation.

  • Middletown: Situated approximately 16km from Chester, Middletown is a vibrant city that offers a diverse range of experiences for travellers. Known for its family-friendly atmosphere, visitors flock here for city-themed entertainment, particularly during the peak months of April and June to July. The area boasts a variety of popular venues, including resorts and shopping centres, ensuring ample opportunities for leisure and retail therapy. Notable local landmarks, such as a theme park and a lively tourist precinct, make Middletown a delightful destination for families and anyone seeking a fun-filled day out.
  • Goshen: Located a mere 6km from Chester, Goshen is a charming city known for its welcoming environment and diverse entertainment options. Visitors are drawn to Goshen for its family-friendly and city-themed experiences, with peak travel seasons occurring in March, July, and September. The city's attractions include shopping malls and resorts, making it ideal for those looking to indulge in some retail therapy or relaxation. Local highlights, such as a theme park and an inviting tourist precinct, provide a perfect backdrop for creating memorable experiences with loved ones.
  • Monroe: Just 8km from Chester, Monroe presents a delightful mix of family, city, and business-themed experiences. The city sees a rise in traveller numbers during June to July and September, making it a popular choice for quick getaways. Monroe offers numerous shopping centres and a ski area for winter sports enthusiasts. Moreover, its proximity to local attractions like a theme park, scenic lakes, and majestic mountains makes Monroe an excellent choice for those looking to explore the great outdoors while enjoying urban conveniences.

Things to do near Chester

Shopping

In Chester, you can explore charming local shops for unique souvenirs. If you're up for a drive, head to the Woodbury Common Premium Outlets, offering a variety of designer brands, or the Galleria at White Plains for an extensive shopping experience.

Recreation

In Chester, the Mohonk Mountain House offers a serene environment with its spa featuring treatments inspired by nature. Nearby, the Minnewaska State Park Preserve invites you to explore scenic trails and tranquil lakes, allowing for relaxation amidst stunning landscapes.

Adventure

At the Orange County Fair Speedway, located 14km from Chester, experience the thrill of motor racing amidst an energetic atmosphere. For an exhilarating day outdoors, head to Zoom Ziplines, 27km away, or Palisades Climb Adventure, 40km away, both offering adventurous ziplining experiences in scenic settings.

Nightlife

In Chester, the lively atmosphere at The Chester Theatre offers engaging performances, while local pubs like The Black Bear provide a cosy setting for socialising with friends. For a relaxed evening, the nearby wine bars feature exquisite selections, making for a delightful night out.

*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 ideal for family and entertainment-themed holidays, offering a variety of attractions such as national and state parks, lakes, and urban parks. Visitors can enjoy outdoor activities and cultural experiences while exploring the Chester Zoo, Chester Cathedral, and the famous Chester Racecourse. Additionally, finding suitable accommodation in Liverpool is convenient for those wanting to explore this charming city and its scenic surroundings.

  • Algonquin Park: Located 26km from Chester, Algonquin Park offers a vibrant urban atmosphere, ideal for family outings and outdoor activities. Enjoy leisurely strolls, picnics, and the chance to connect with nature amidst the city’s hustle.
  • National Purple Heart Hall of Honor: Situated 21km away, this military museum is steeped in cultural significance. Visitors can explore the rich history of the Purple Heart and pay tribute to the sacrifices of U.S. military veterans, making it a poignant experience.
  • Goosepond Mountain State Park: Nestled within Chester, this national state park is a haven for outdoor enthusiasts. With stunning scenery and numerous trails, it presents an opportunity for adventure, hiking, and appreciating nature’s beauty.

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

Reaching Chester, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is located 90km away, with notable hotels such as The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport (LGA) is 74km from Chester, offering luxury options like Hilton Club The Quin and The Plaza, both within 10km. White Plains Airport (HPN) is the closest at 58km, with excellent hotels including The Opus Westchester, only 6km away. Transportation services from these hotels to the airports generally include shuttles and transfers to ensure a smooth journey.

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 Overlook Lodge at Bear Mountain and Sleep Inn & Suites Middletown - Goshen. 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'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 22 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.