Chester Hotels from ₹5,940

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Top 10 Chester hotels and places to stay

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.6 out of 10, Excellent, (1007)
"Great for a quick stay 👍"
United States
Jerry
The price is ₹8,369
₹9,886 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"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 ₹19,348
₹21,888 total
includes taxes & fees
11 Dec - 12 Dec
The Dominion House Bed & Breakfast

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1009)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is ₹8,781
₹10,219 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Nanuet

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1005)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ₹8,781
₹9,934 total
includes taxes & fees
14 Dec - 15 Dec
Overlook Lodge at Bear Mountain

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (227)
"We had a very short stay but what i can say is that rooms were extremely clean, the staff was beyond courteous extremely helpful restaurants was not only beautiful but food services once again amazing.. We look foward to coming back for a longer stay and try the spa out as well.."
United States
Paul
The price is ₹24,920
₹32,619 total
includes taxes & fees
11 Dec - 12 Dec
The Abbey Inn & Spa

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1005)
"Always a pleasant place "
United States
Abner
The price is ₹8,009
₹9,160 total
includes taxes & fees
14 Dec - 15 Dec
Inn on the Hudson

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.2 out of 10, Very good, (1008)
"Great hotel"
United States
Adesegun
The price is ₹9,944
₹11,573 total
includes taxes & fees
11 Dec - 12 Dec
Sonesta Simply Suites Nanuet

Hampton Inn Nanuet

2.5 star property
Nanuet
7.8 out of 10, Good, (1006)
"Loved this place! Stayed to go visit Salem and it was the perfect place. "
United States
cesar
The price is ₹10,007
₹11,145 total
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn Nanuet

Hilton Garden Inn Nanuet

3.0 star property
Nanuet
7.8 out of 10, Good, (999)
"Good hotel, i would recommend to others"
United States
Patricia
The price is ₹10,007
₹11,646 total
includes taxes & fees
19 Dec - 20 Dec
Hilton Garden Inn Nanuet

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1002)
"Beautiful hotel, great breakfast!"
United States
Elaine
The price is ₹11,429
₹13,072 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
Suffern
8.8 out of 10, Excellent, (1012)
"The staff, the cleanliness of the room, the food and overall it was a good stay. Will stay again."
United States
Cynthia
The price is ₹9,899
₹11,520 total
includes taxes & fees
1 Jan - 2 Jan 2026
Crowne Plaza Suffern - Mahwah by IHG

Element Spring Valley

3.0 star property
Spring Valley
8.8 out of 10, Excellent, (432)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is ₹12,059
₹14,034 total
includes taxes & fees
14 Dec - 15 Dec
Element Spring Valley

Budget Motor Inn - Stony Point

1.5 star property
Stony Point
4.8 out of 10, (474)
"I'm happy with my room"
United States
Ethan
The price is ₹5,333
₹5,940 total
includes taxes & fees
9 Dec - 10 Dec
Budget Motor Inn - Stony Point

Super 8 by Wyndham Mahwah

2.5 star property
Mahwah
7.4 out of 10, Good, (1001)
"Room was clean and staff was helpful "
United States
Berldwin
The price is ₹6,808
₹7,803 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Mahwah

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
Nanuet
6.8 out of 10, (1003)
"Great stay"
United States
Deon Francine
The price is ₹9,868
₹11,484 total
includes taxes & fees
9 Dec - 10 Dec
Days Inn by Wyndham Nanuet / Spring Valley

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
Monroe
9.4 out of 10, Exceptional, (1004)
"Clean and easy check in. "
United States
chris
The price is ₹7,729
₹8,744 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Middletown - Goshen

2.5 star property
Middletown
8.6 out of 10, Excellent, (1006)
"Love this hotel "
United States
Jennifer
The price is ₹8,564
₹10,116 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Middletown - Goshen

High Point Motel

2.0 star property
Sussex
9.0 out of 10, Wonderful, (100)
"Great place to stay"
United States
Bob
The price is ₹7,762
₹8,664 total
includes taxes & fees
10 Dec - 11 Dec
High Point Motel

The Crossroads Hotel, Newburgh

3.0 star property
Newburgh
7.2 out of 10, Good, (697)
"Great Stay!"
United States
Charles
The price is ₹8,828
₹10,428 total
includes taxes & fees
9 Dec - 10 Dec
The Crossroads Hotel, Newburgh

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
Newburgh
9.2 out of 10, Wonderful, (976)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
The price is ₹9,287
₹10,971 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Newburgh Stewart Airport
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

Find out more about Chester

Top reasons to visit Chester

  • Family-Friendly Activities: Chester offers a variety of engaging activities suitable for all ages, ensuring a fun-filled holiday experience.
  • Scenic Outdoor Adventures: Explore stunning national and state parks, picturesque lakes, and urban parks, perfect for hiking and relaxation.
  • Enchanting Architecture: Discover the beautiful architecture of the ancient borough, reminiscent of the charm of England.
  • Welcoming Atmosphere: Experience the friendly locals and a warm community vibe, making you feel right at home.
  • Diverse Accommodation Options: From pet-friendly retreats to business hotels, Chester provides a range of lodging choices for every traveller.

Find great hotels near Chester

Discover a charming selection of accommodations in Chester, New York, ideal for every type of traveller. Whether you're seeking a pet-friendly retreat for the family or a business-minded hotel with essential amenities like a gym and accessible rooms, Chester has it all. Enjoy the warm hospitality of agritourism properties alongside well-appointed hotels, ensuring a delightful and memorable stay.

  • Super 8 by Wyndham Middletown: Nestled a mere 14.5km from Chester, Super 8 by Wyndham Middletown offers a comfortable and budget-friendly lodging experience. This motel-type accommodation boasts essential amenities including a delightful breakfast option, ensuring you start your day well. Guests can unwind with entertainment options such as television, premium channels, and satellite TV. For those eager to explore, the proximity to nearby outlet shopping provides a perfect opportunity for some retail therapy.
  • Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Located 22.5km away from Chester, this hotel is a welcoming haven for LGBTQIA travellers and those seeking a pet-friendly environment. With a focus on business amenities, it features a meeting room and business centre, making it an ideal choice for corporate guests. The pet policy is accommodating, with specific provisions for dogs and cats. Guests can enjoy a supportive atmosphere, recognised by LGBTQI travel guides, ensuring a comfortable stay.
  • Howard Johnson by Wyndham Newburgh/West Point: Also situated 22.5km from Chester, the Howard Johnson by Wyndham Newburgh/West Point caters primarily to business travellers. The hotel provides essential facilities and services designed to meet the needs of corporate guests. With a convenient location and a focus on professionalism, this hotel promises a productive and comfortable stay for those attending meetings or conferences in the area.

Where to stay near Chester

Chester, New York, offers a delightful blend of family-friendly activities and vibrant city life. Explore the enchanting architecture of the ancient borough, where the beauties of England come to life. Enjoy affordable housing options and immerse yourself in a welcoming atmosphere filled with friendly locals. Whether you're seeking budget-friendly experiences or luxurious escapes, Chester's charm and surrounding regions present countless opportunities for a memorable holiday.

  • Middletown: Situated 16.1km from Chester, Middletown is a vibrant city known for its family-friendly atmosphere and entertainment options. The travel experience here is enhanced by a variety of activities suitable for visitors of all ages, including resorts and shopping centres. Popular venues include the local shopping mall, making it a great spot for retail therapy. Notable landmarks nearby, such as a theme park and a scenic lake, provide additional recreational opportunities, ensuring a well-rounded visit.
  • Goshen: Just 6.4km away from Chester, Goshen is a charming city that attracts visitors year-round, particularly during peak months like March, July, and September. The area is perfect for families and offers a delightful blend of entertainment and city life. Guests can enjoy various activities at local resorts and shopping centres, while the modern square and theme park serve as key attractions. This community is ideal for those looking to explore a lively atmosphere with plenty of options for leisure and fun.
  • Monroe: Located 8.0km from Chester, Monroe is a welcoming city that presents a mix of family, business, and city-themed experiences. Visitors flock here during the summer months of June and July, as well as in September, to take advantage of its shopping malls and resorts. The proximity to natural attractions like lakes and mountains makes Monroe an appealing destination for outdoor enthusiasts. With its diverse offerings, Monroe promises an engaging travel experience for all types of visitors.

Things to do in and around Chester

Chester offers a delightful blend of family-friendly activities and entertainment options, making it an ideal vacation spot. Visitors can explore the local arts centre, enjoy thrilling experiences at ape adventures, and indulge in shopping at the bustling shopping mall centre. Whether you're seeking relaxation at a resort or vibrant city-themed attractions, Chester has something for everyone to enjoy.

Shopping

In Chester, you can visit Monroe Federal Plaza Shopping Center, just 9.7km away, offering a lively atmosphere. Soons Orchards, located 11.3km from Chester, showcases local produce. If you're up for a drive, explore Old Glory Mall Shopping Center, situated 12.9km away, bustling with entertainment and family vibes.

Recreation

The Rock Sports Complex in Chester offers an energetic atmosphere with various sports activities to engage in. Meanwhile, The Golf Club at Mansion Ridge, located 9.7km away, provides a luxurious golfing experience amidst beautiful landscapes. For relaxation, Thomas Bull Memorial Park, 12.9km from Chester, is perfect for unwinding in nature.

Adventure

Experience the thrill of motor racing at Orange County Fair Speedway, located 14.5km from Chester, where the excitement of the track will get your heart racing. For winter sports enthusiasts, Mount Peter Ski Area, 12.9km away, offers fantastic skiing opportunities amidst stunning snowy landscapes.

Explore the beauty of nature at Continental Road Trailhead, situated 12.9km from Chester, where you can enjoy delightful outdoor adventures along scenic trails, perfect for hiking and immersing yourself in the great outdoors.

Nightlife

For a vibrant night in Chester, start at Castle Fun Center for an exhilarating arcade adventure. For a touch of culture and romance, head to Paramount Theatre, just 16.1km away, or enjoy a family-friendly show at Ritz Theater, situated 25.7km out.

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

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, consider visiting between January and March, when accommodation prices are at their lowest. Utilise public transport or explore the area on foot, as many attractions, like Sterling Forest State Park, are free to enter. Book your stay on a Tuesday for the best rates, and utilise Expedia’s search tool to find great deals by filtering for your budget and preferences. Combining your hotel and flight bookings may also lead to significant savings. Keep an eye out for special offers to secure the best prices.

  • 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 July to August and 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, desired location, and preferred hotel category. To uncover the most affordable prices and offers, arrange the price filter in ascending order.
  • Consider bundling your trip: You may find that you can save some money by combining your hotel reservation in Chester with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester offers a delightful mix of family-friendly and entertainment-focused activities, making it an ideal holiday spot. Visitors can explore stunning national and state parks, picturesque lakes, and urban parks, catering to those seeking outdoor adventures, cultural experiences, and scenic beauty. Whether you're hiking through lush landscapes or enjoying a leisurely day by the water, Chester promises a memorable getaway for all.

  • United States Military Academy: Located 22.5km from Chester, this prestigious academy offers a glimpse into the training of future military leaders. The stunning campus features historic buildings and beautiful landscapes, making it a significant site for American history enthusiasts.
  • Bear Mountain State Park: Situated 24.1km from Chester, this national park is perfect for outdoor lovers. With its breathtaking scenery, hiking trails, and recreational activities, visitors can enjoy the natural beauty and adventure it has to offer.
  • Harness Racing Museum and Hall of Fame: Just 6.4km from Chester, this unique museum celebrates the rich history of harness racing. With engaging exhibits and memorabilia, it provides an intriguing insight into the culture and sport of harness racing.

Best time to go to Chester

The best time to visit Chester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 HighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
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

For your visit to Chester, New York, you have several major airports to choose from. John F. Kennedy International Airport (JFK) is located 90.1km away, with nearby hotels such as the 5-star Arlo Williamsburg and The William Vale, both situated 17.7km from the airport. Newark Liberty International Airport (EWR) is 75.6km away, offering luxurious options like The Dominick and The Wall Street Hotel, both 14.5km from the airport. Lastly, LaGuardia Airport (LGA) is 74.0km distant, with excellent accommodations including Virgin Hotels New York City and The Mark, both just 8.0km away. Each airport provides convenient access to Chester and its surroundings.

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