Chester Hotels from ₹6,753

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Top 10 Chester hotels and places to stay

Our top choices for Chester hotels

High Point Motel

2.0 star property
8.8 out of 10, Excellent, (65)
"Peaceful and a nice views staff was very friendly and nice definitely will return"
The price is ₹6,973
₹7,783 total
includes taxes & fees
9 Sept - 10 Sept
High Point Motel

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1003)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is ₹8,915
₹10,976 total
includes taxes & fees
28 Sept - 29 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1007)
"great place to stay"
The price is ₹9,930
₹11,233 total
includes taxes & fees
29 Sept - 30 Sept
Sleep Inn & Suites Monroe - Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very good, (1002)
"Great staff and rooms "
The price is ₹8,915
₹10,530 total
includes taxes & fees
11 Sept - 12 Sept
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is ₹18,977
₹21,468 total
includes taxes & fees
23 Sept - 24 Sept
The Dominion House Bed & Breakfast

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1010)
"Clean good breakfast"
The price is ₹8,253
₹9,336 total
includes taxes & fees
21 Sept - 22 Sept
Quality Inn & Suites Fishkill South near I-84

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Great stay great staff great accommodations "
The price is ₹10,428
₹12,840 total
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn Harriman Woodbury

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very good, (1011)
"Great stay"
The price is ₹8,721
₹10,302 total
includes taxes & fees
21 Sept - 22 Sept
Sleep Inn & Suites Middletown - Goshen

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (760)
"Super clean and breakfast was amazing "
The price is ₹8,826
₹10,294 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Montgomery by IHG

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

2.0 star property
8.4 out of 10, Very good, (1004)
"Very comfortable stay! "
The price is ₹9,620
₹10,882 total
includes taxes & fees
9 Sept - 10 Sept
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Appalachian Motel

2.0 star property
7.6 out of 10, Good, (498)
"This is a privately owned hotel the manager didn't bother you It was a quiet place very clean however be careful turning into the driveway it's a very sharp turn but overall it was a great stay and a great value"
The price is ₹5,958
₹6,830 total
includes taxes & fees
14 Sept - 15 Sept
Appalachian Motel

LEGOLAND Hotel NEW York

3.0 star property
7.0 out of 10, Good, (2)
The price is ₹20,212
₹27,525 total
includes taxes & fees
12 Sept - 13 Sept
LEGOLAND Hotel NEW York

Holiday Inn Express West Point by IHG

2.5 star property
9.2 out of 10, Wonderful, (161)
"Close to my destination, clean and neat, good stay"
The price is ₹13,063
₹14,778 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Express West Point by IHG

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1004)
"Would definitely stay there again..."
The price is ₹9,303
₹10,989 total
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn by Hilton Middletown

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1006)
"Quiet cabin/room and lovely grounds around the lake; easy hiking in the area. "
The price is ₹12,232
₹13,838 total
includes taxes & fees
22 Sept - 23 Sept
Overlook Lodge at Bear Mountain

The Crossroads Hotel, Newburgh

3.0 star property
7.4 out of 10, Good, (542)
"Had a good time there "
The price is ₹8,178
₹9,660 total
includes taxes & fees
11 Sept - 12 Sept
The Crossroads Hotel, Newburgh

Quality Inn near Mountain Creek

2.5 star property
7.6 out of 10, Good, (940)
"Would definitely stay here again"
The price is ₹7,972
₹9,138 total
includes taxes & fees
22 Sept - 23 Sept
Quality Inn near Mountain Creek

Rolling Hills Motel

2.0 star property
8.4 out of 10, Very good, (172)
"Great stay"
The price is ₹6,708
₹7,488 total
includes taxes & fees
21 Sept - 22 Sept
Rolling Hills Motel

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.4 out of 10, Exceptional, (828)
"Place was great have stayed here many times."
The price is ₹10,428
₹12,319 total
includes taxes & fees
21 Sept - 22 Sept
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Quiet clean convenient location reasonably priced "
The price is ₹12,710
₹14,537 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley 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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Accommodation near Chester attractions

The Rock Sports Complex

The Rock Sports Complex

Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.

Goosepond Mountain State Park

Goosepond Mountain State Park

You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area or simply enjoy its restaurants.

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

Find out more about 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Chester?

The Dominion House Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and an outdoor pool. Holiday Inn Express Hotel & Suites Chester by IHG is another top choice for your trip based on traveller reviews. 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 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. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. 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 LEGOLAND® New York and Woodbury Common Premium Outlets 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.