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Top 24 Hotels In Chester, New York 10918
Holiday Inn Express Hotel & Suites Chester an IHG Hotel
For a restful stay, Holiday Inn Express Hotel & Suites Chester an IHG Hotel offers inviting accommodations with rooms starting at $189.00, creating a clean, welcoming environment perfect for travelers. Indulge in the added convenience of Holiday Inn Express's express checkout service, allowing for a swift and easy departure process.
Guests at Holiday Inn Express Hotel & Suites Chester an IHG Hotel can enjoy a convenient location just a short walk from Chester’s vibrant downtown, where the best restaurants, shops, and entertainment await. Find the best way to enjoy Chester with accommodations that fit your needs—reserve now!
The Orange Inn Boutique Hotel
With budget-friendly rooms from $301.99, The Orange Inn Boutique Hotel is ideal for travelers visiting Chester, creating a welcoming and inviting atmosphere perfect for relaxation. Stay in a room that provides dependable comfort and practical amenities, making your visit both comfortable and affordable.
With downtown Chester only a short drive away, guests at The Orange Inn Boutique Hotel can explore the city’s top destinations while staying in a quieter, more peaceful setting. Enjoy an affordable stay that keeps comfort in mind while visiting Chester—secure now!
Fairfield Inn & Suites by Marriott Goshen Middletown
With rates from $209.99, Fairfield Inn & Suites by Marriott Goshen Middletown provides inviting accommodations for travelers visiting Chester, creating a comfortable and welcoming space for relaxation. Experience the warmth of Fairfield's guest service, where friendly staff are dedicated to making your stay as comfortable as possible.
Fairfield Inn & Suites by Marriott Goshen Middletown offers an ideal location for guests wanting to visit downtown Chester, where the city’s best destinations are just a brief drive away. Take advantage of Chester travel with lodging that delivers exceptional value—book today!
Sleep Inn & Suites Monroe Woodbury
For a comfortable stay, Sleep Inn & Suites Monroe Woodbury offers inviting accommodations with rates starting at $164.99, creating a warm and welcoming space perfect for those headed to Chester. Enjoy the convenience of nearby dining and entertainment options, with many Sleep Inn locations within walking distance to local hotspots.
From Sleep Inn & Suites Monroe Woodbury, guests can quickly reach downtown Chester, where the city’s most popular destinations are just minutes away. Make your Chester travels stress-free and comfortable with well-rounded accommodations—book today!
Hampton Inn by Hilton Middletown
At Hampton Inn by Hilton Middletown, travelers headed to Chester will find plush comfort with rooms starting at $162.99, creating a warm and inviting environment ideal for relaxation. Access cash when you need it with Hampton's convenient on-site ATMs, located within the hotel for easy withdrawal.
Guests at Hampton Inn by Hilton Middletown will love the quiet surroundings, with downtown Chester still within easy reach for all their sightseeing and exploration needs. Stay refreshed and on budget while discovering Chester—reserve your hotel room now!
Microtel Inn & Suites by Wyndham Middletown
With rates beginning at $269.99, Microtel Inn & Suites by Wyndham Middletown is a practical choice for guests visiting Chester, creating a clean, inviting environment perfect for rest and relaxation. Join the Wyndham Rewards program at Microtel, earning points toward free nights and exclusive benefits during your travels.
At Microtel Inn & Suites by Wyndham Middletown, guests can enjoy the calm of staying further from the city, while downtown Chester remains a short drive away for convenience. Enjoy a convenient, cost-saving hotel for your Chester travels—lock in now!
Courtyard by Marriott Middletown Goshen
Find the perfect balance of comfort and value at Courtyard by Marriott Middletown Goshen as you explore Chester, where inviting accommodations begin at an accessible $229.99 per night. Step into Courtyard by Marriott, a haven where functionality meets relaxation, tailored specifically for today's traveler.
Guests staying at Courtyard by Marriott Middletown Goshen can appreciate the balance of being close to downtown Chester while enjoying the tranquility of staying outside the city’s busiest areas. Plan your Chester travels with a hotel that adds a touch of elegance to your journey—reserve now!
Holiday Inn Express & Suites Middletown Goshen an IHG Hotel
With affordable rooms beginning at $219.00, Holiday Inn Express & Suites Middletown Goshen an IHG Hotel provides inviting accommodations for guests bound for Chester, creating a clean, comfortable space. Unwind in Holiday Inn Express's smartly designed public spaces, ideal for casual meetings or simply relaxing with a book.
With downtown Chester still accessible by car, guests at Holiday Inn Express & Suites Middletown Goshen an IHG Hotel can enjoy the city’s offerings while retreating to a more peaceful setting afterward. Take your Chester experience to the next level with cost-effective, well-equipped lodging—reserve now!
Hampton Inn Harriman Woodbury
At Hampton Inn Harriman Woodbury, guests visiting Chester can enjoy affordable comfort with rooms starting at $181.99, creating a warm and welcoming environment perfect for unwinding. Keep your workout routine on track in Hampton's fully equipped fitness center, designed to cater to all your fitness needs.
Guests staying at Hampton Inn Harriman Woodbury can enjoy a peaceful stay while still having easy access to downtown Chester, where the city’s top attractions are just a drive away. Relax and recharge in Chester with a hotel that doesn’t skimp on quality—book today!
Americas Best Value Inn Central Valley
Guests bound for Chester will find affordable, friendly comfort at Americas Best Value Inn Central Valley, with rates starting at $119.99, providing a clean and welcoming atmosphere for relaxation. Consider Americas Best Value Inn for your group travel needs, offering affordable accommodations and group rates.
Guests at Americas Best Value Inn Central Valley can enjoy the best of both worlds: a quiet, peaceful stay and easy access to downtown Chester for city exploration. Enjoy Chester adventures without the expense—book your inviting, cost-effective stay now!
The Hamlet Inn at Warwick
Guests bound for Chester will find inviting accommodations at The Hamlet Inn at Warwick, where rooms start at $129.00, creating a warm and inviting environment ideal for relaxation. Find a delightful stay in accommodations that provide added amenities, offering a more comfortable visit at a budget-friendly price.
From The Hamlet Inn at Warwick, a quick trip into downtown Chester offers guests the chance to explore the city’s top spots while enjoying the tranquility of the hotel. Stay smart in Chester with a hotel that offers comfort and peace of mind—secure now!
Home2 Suites by Hilton Middletown
Encounter a relaxing stay at Home2 Suites by Hilton Middletown near Chester, where inviting rooms provide warmth and quality, with room rates beginning at just $203.99 per night. Enjoy the added privacy and space with Home2 Suites' curtain dividers in studio suites, offering flexible living arrangements.
With Chester still within reach, guests at Home2 Suites by Hilton Middletown can explore the city’s most vibrant spots during the day and return to a more relaxed stay at night. Relax in Chester with a hotel that elevates your stay with added conveniences—secure now!
Super 8 by Wyndham Middletown
At Super 8 by Wyndham Middletown, travelers to Chester will find inviting comfort with rooms beginning at $138.99, creating a comfy and comfortable environment ideal for rest. Find great value without compromise at Super 8, offering affordable rates while maintaining strict standards for quality and cleanliness.
At Super 8 by Wyndham Middletown, guests can unwind in a peaceful environment, while downtown Chester is still within easy reach for a day’s adventures. Find added comfort at a price that lets you enjoy more of Chester—book now!
La Quinta Inn & Suites by Wyndham Middletown
For a restful stay, La Quinta Inn & Suites by Wyndham Middletown offers inviting accommodations with rooms starting at $237.99, creating a clean, welcoming environment perfect for travelers. Enjoy the simple pleasures of travel at La Quinta, where you're treated to complimentary breakfast and high-speed Wi-Fi without the extra cost.
From La Quinta Inn & Suites by Wyndham Middletown, a short drive delivers guests into downtown Chester, where they can explore the city’s top attractions and return to a restful stay. Discover the smart way to stay in Chester with inviting and affordable lodging—reserve now!
Sleep Inn & Suites Middletown Goshen
At Sleep Inn & Suites Middletown Goshen, travelers bound for Chester can unwind in reassuring rooms with rates starting at $198.99, creating a warm and welcoming environment. Explore with ease from Sleep Inn, conveniently located near dining, shopping, and entertainment options to enhance your travel experience.
Guests staying at Sleep Inn & Suites Middletown Goshen will love the relaxing environment, while downtown Chester is still accessible by car for easy exploration. Get the rest and comfort you deserve while exploring Chester—secure your hotel room now!
Super 8 by Wyndham Montgomery Maybrook
At Super 8 by Wyndham Montgomery Maybrook, travelers bound for Chester will find budget-friendly rooms with rates starting at $118.99, creating a mellifluous and welcoming environment perfect for relaxation. Appreciate the convenience of Super 8's express check-out service, allowing for a speedy departure when you're on the move.
From Super 8 by Wyndham Montgomery Maybrook, a brief drive takes guests into downtown Chester, where they can enjoy the city’s highlights and return to the tranquility of their stay. Make the most of your time in Chester with a hotel that enhances your stay—lock in today!
Holiday Inn Express & Suites Montgomery an IHG Hotel
At Holiday Inn Express & Suites Montgomery an IHG Hotel, travelers visiting Chester can unwind in inviting comfort with rooms starting at $179.00, creating a clean and welcoming environment. Relax in Holiday Inn Express's indoor heated pool, a perfect year-round relaxation spot for guests of all ages.
Rest in the quiet surroundings of Holiday Inn Express & Suites Montgomery an IHG Hotel, while downtown Chester remains a comfortable drive away for city adventures. Discover a hotel that makes your Chester adventure stress-free and enjoyable—reserve today!
Homewood Suites Stewart Airport
Relax in the comfortable surroundings of Homewood Suites Stewart Airport on your journey to Chester, where warm-hearted rooms offer quality and warmth, with nightly rates beginning at $216.99. Enjoy the peace of mind with Homewood Suites' emergency preparedness plans, ensuring guest safety in all situations.
Guests staying at Homewood Suites Stewart Airport will enjoy the balance of peaceful surroundings and easy access to downtown Chester for sightseeing. Relax in Chester with a hotel that makes your visit feel effortless and enjoyable—secure now!
Red Roof Inn & Suites Newburgh – Stewart Airport / West Point
For those bound for Chester, Red Roof Inn & Suites Newburgh – Stewart Airport / West Point offers budget-friendly accommodations with rooms starting at $179.00, creating a warm, inviting space for guests to unwind. Savor the hassle-free experience of staying at Red Roof Inn, where the essentials are covered and your comfort is guaranteed.
Unwind in the serene surroundings of Red Roof Inn & Suites Newburgh – Stewart Airport / West Point, where quiet surroundings provide a restful stay and downtown Chester remains close by. Enjoy added perks at a great rate for your Chester trip—book your hotel room now!
Courtyard by Marriott Newburgh Stewart Airport
Courtyard by Marriott Newburgh Stewart Airport is an inviting choice for travelers to Chester, with comfortable rooms that create a warm atmosphere, with budget-friendly rates from $244.99. Savor the convenience of dining in with Courtyard's room service, offering delicious meals delivered straight to your door.
A peaceful retreat awaits at Courtyard by Marriott Newburgh Stewart Airport, where the quiet surroundings provide rest and downtown Chester is still accessible. Discover how easy Chester travel can be with lodging that caters to your every need—lock in today!
Hampton Inn & Suites Newburgh Stewart Airport
With rates beginning at $188.99, Hampton Inn & Suites Newburgh Stewart Airport is a practical choice for guests visiting Chester, providing a tucked away and inviting space ideal for relaxation. Choose Hampton by Hilton for your next journey, where a welcoming atmosphere and value-driven amenities await to make your stay exceptional.
Travelers staying at Hampton Inn & Suites Newburgh Stewart Airport will appreciate the calm surroundings, while still having convenient access to downtown Chester. Stay smart and relaxed in Chester with a hotel that checks every box—book today!
Appalachian Motel
At Appalachian Motel, guests visiting Chester can unwind in inviting accommodations with rooms from $110.00, creating a warm and welcoming space perfect for rest. Stay in rooms that cater to practical travel needs, offering basic comforts and a straightforward experience.
At Appalachian Motel, guests can enjoy a quiet environment, with downtown Chester still accessible for a day of exploration or adventure. Make the most of your Chester travels with affordable, inviting lodging—book now!
Howard Johnson by Wyndham Newburgh / West Point
With rates from $137.99, Howard Johnson by Wyndham Newburgh / West Point provides budget-conscious comfort for travelers visiting Chester, creating a warm and inviting atmosphere ideal for relaxation. Stay assured with Howard Johnson's satisfaction guarantee, a commitment to addressing any concerns to ensure a happy and comfortable stay.
For those looking to unwind, Howard Johnson by Wyndham Newburgh / West Point offers a quiet retreat, while the convenience of downtown Chester is within reach. Book a welcoming, budget-savvy hotel for your Chester travels—secure now!
Ramada by Wyndham Newburgh / West Point
Guests visiting Chester can unwind at Ramada by Wyndham Newburgh / West Point, where affordable rooms start at $141.55, providing a warm, welcoming space perfect for relaxation. Experience the joy of shopping with Ramada's retail boutiques, offering a selection of local crafts, luxury goods, and travel essentials.
Travelers staying at Ramada by Wyndham Newburgh / West Point will appreciate the quiet atmosphere, with downtown Chester close enough for sightseeing. Book a welcoming hotel for your Chester travels that fits your budget—secure today!
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Chester, NY 10918 Guides & Resources
City Guides in New York - Things To Do With Your Team
Long Island - Things to do with your Team
As a bustling hub of commercial aviation, Long Island contains two of the three major airports in the New York City metropolitan area: JFK International Airport and LaGuardia Airport. Chances are you won’t have any trouble finding an airport to fly to with your team. Once you’ve arrived in Long ...
Albany - Things to do with your Team
When you think about the capital of New York, your first thought is probably politics, but there is much more to this city than political legislature. From spooky ghost tours to a decommissioned Navy Destroyer, Albany has a rich history to explore with your team. The area is full of family friendly ...
Rochester - Things to do with your Team
One of America’s first boomtowns and consistently recognized as a great place to live and visit, Rochester is a city packed with attractions and amusing things to see. Deciding on what to do will be the most challenging thing during your trip since the city has a variety of attractions the team ...
Syracuse - Things to do with your Team
Syracuse has served as a major junction in America’s history a few times since its founding. Because of its location along the Erie Canal and railway system, Syracuse has continued to grow and evolved into an active city full of tourist friendly activities. Most notable for its university, Sy ...
New York City - Things to do with your Team
New York City is known as the city that never sleeps. It is a wonderful place to visit and a daunting city to try and figure out if you're not from there. When visitors talk about New York City, they are generally referring to Manhattan, one of the five boroughs that make up the city. Visiting Ma ...
Buffalo - Things to do with your Team
Situated on the shore of Lake Erie, Buffalo is the second largest city in New York and home to the world-famous Erie Canal, which connects the Great Lakes with the Atlantic Ocean. If your team is heading here for a tournament at the Buffalo Niagara Convention Center or any other facility, and you're ...
Sports Complex Guides in New York - Things To Do With Your Team
Madison Square Garden - Things To Do With Your Team
Going to Madison Square Garden with your team is bound to be an unforgettable experience. It’s a truly epic venue in both history and stature, so being there will make you and your team feel like you’re all at the center of the universe. They don’t call Madison Square Garden “The World’s M ...
Cunningham Park - Things To Do With Your Team
Cunningham Park, located in Fresh Meadows, NY, has a rich history. In the early 1900s, as a result of an economic boom, the state of New York dedicated large portions of land for public use. The property, which would eventually become known as Cunningham Park, was originally the nation's earliest au ...
Alley Pond Sports Tennis Center - Things To Do With Your Team
Alley Pond Sports Tennis Center, located in Queens Village, New York, is a public park and sports education facility. This facility offers indoor and outdoor adult tennis courts. In addition, Alley Pond Sports Center offers semi-private lessons for youth. During these semi-private lessons, two stude ...
Van Cortlandt Park - Things To Do With Your Team
Van Cortlandt Park, in the Northwest Bronx, features the last traces of the original woodland landscape of New York City. Situated on 1,146 acres, Van Cortlandt Park is the third largest park in this expansive city. This park is home to Van Cortlandt Lake, the largest freshwater lake in the Bronx. ...
East River Park at Houston Street - Things To Do With Your Team
East River Park at Houston Street is a 57-acre public park in the Lower East Side of Manhattan that features a variety of sports facilities fit for the Big Apple. These facilities include football and baseball fields; tennis, basketball, and handball courts; running tracks; and a soccer field built ...
Randall's Island Park - Things To Do With Your Team
Randall’s Island Park is an ideal sports complex for a team who would like to explore New York City beyond the limits of their sporting event. Situated between East Harlem, South Bronx, and Astoria Queens, Randall’s Island Park is at the crossroads of fun events and attractions. In 1992, the Ran ...
Cooperstown All Star Village - Things To Do With Your Team
A visit to Cooperstown, New York, is truly an exciting and unforgettable experience. The town is most known for the National Baseball Hall of Fame and Museum. It is only fitting that a town, often times associated with “America’s Favorite Pastime”, should be home to such a wonderful sports c ...
Baseball Heaven - Things To Do With Your Team
Baseball Heaven is a 30-acre sports complex designed for children between the ages of nine and eighteen. Located in Yaphank, Long Island, Baseball Heaven offers a variety of activities, both indoors and out. Steel Sports Academy is a 12,000-square-foot indoor facility. It offers guests a chance to ...
Dyker Beach Park - Things To Do With Your Team
Dyker Beach Park was a long time coming. The park was born after the assemblage of eight pieces of land which took 40 years to accomplish. Through the years, Dyker Beach Park has evolved into a lively park brimming with many sports facilities. Located on the grounds are baseball, football, and socce ...
Olympic Sports Complex - Things To Do With Your Team
Lake Placid is on the map for two large reasons: being the site of the 1932 and 1980 Winter Olympics. The Miracle on Ice occurred in the 1980 Olympics when the United States defeated the heavily favored Soviet Union hockey team. To this day, Lake Placid is a mecca for hockey players, many of which g ...
Convention Center Guides in New York - Things To Do With Your Team
The Conference & Event Center Niagara Falls - Things To Do With Your Team
The Conference & Event Center Niagara Falls is located, you guessed it, in the world famous Niagara Falls, New York. All around the world people know of this giant, magnificent waterfall. You and your team are fortunate enough to see it with your own eyes if you have a tournament at the conventi ...
The Oncenter - Things To Do With Your Team
You and your team will be at the center of it all during your visit to The Oncenter in Syracuse, New York. The Oncenter, located in the city’s downtown area, is a three-building convention and entertainment complex that hosts a wide variety of different events. The three buildings that comprise Th ...
Joseph A. Floreano Rochester Riverside Convention Center
As the home to the Joseph A. Floreano Rochester Riverside Convention Center and a variety of kid-friendly entertainment and dining options, Rochester, New York is a city that’s exceptionally well-suited to be your team’s next travel destination. Located in the city’s downtown area, the Rochest ...
Buffalo Niagara Convention Center - Things To Do With Your Team
Located on the eastern shore of Lake Erie, Buffalo, New York is a city with abundant natural beauty and plenty of historic charm. If you and your team are headed to Buffalo for your next event, there’s a good chance that it’s being held at the Buffalo Niagara Convention Center. The Buffalo Nia ...
Jacob K. Javits Convention Center - Things To Do With Your Team
Located in one of the most iconic cities in the world, New York City, the Jacob K. Javits Convention Center has a lot of amenities that your team will find useful, such as free Wi-Fi, on-site dining, and more. One of the best traits of the Jacob K. Javits Convention Center though is where it's lo ...