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Top 24 Hotels In Chester, New York 10918

Holiday Inn Express Hotel & Suites Chester an IHG Hotel

2 Bryle Place Chester, NY

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!

  Call (855) 236-8982 to book with an agent.
  0.4 miles from Chester, NY 10918

Starting at

$189.00

per night

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The Orange Inn Boutique Hotel

159 Main St Goshen, NY

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!

  Call (855) 234-7135 to book with an agent.
  3.9 miles from Chester, NY 10918

Starting at

$301.99

per night

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Fairfield Inn & Suites by Marriott Goshen Middletown

20 Hatfield Ln Goshen, NY

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!

  Call (855) 236-8982 to book with an agent.
  4.2 miles from Chester, NY 10918

Starting at

$209.99

per night

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Sleep Inn & Suites Monroe Woodbury

1 Sleep Way Monroe, NY

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!

  Call (855) 239-4019 to book with an agent.
  4.4 miles from Chester, NY 10918

Starting at

$164.99

per night

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Hampton Inn by Hilton Middletown

20 Crystal Run Crossing Middletown, NY

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!

  Call (855) 233-0132 to book with an agent.
  7.6 miles from Chester, NY 10918

Starting at

$162.99

per night

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Microtel Inn & Suites by Wyndham Middletown

19 Crystal Run Crossing Middletown, NY

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!

  Call (855) 233-7850 to book with an agent.
  7.6 miles from Chester, NY 10918

Starting at

$269.99

per night

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Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown, NY

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!

  Call (855) 233-0132 to book with an agent.
  7.7 miles from Chester, NY 10918

Starting at

$229.99

per night

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Holiday Inn Express & Suites Middletown Goshen an IHG Hotel

20 MED PARC ROAD Middletown, NY

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!

  Call (855) 234-2997 to book with an agent.
  7.9 miles from Chester, NY 10918

Starting at

$219.00

per night

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Hampton Inn Harriman Woodbury

60 Centre Dr Central Valley, NY

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!

  Call (855) 233-0132 to book with an agent.
  8.2 miles from Chester, NY 10918

Starting at

$181.99

per night

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Americas Best Value Inn Central Valley

139 Route 32 Central Valley, NY

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!

  Call (855) 234-2997 to book with an agent.
  8.3 miles from Chester, NY 10918

Starting at

$119.99

per night

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The Hamlet Inn at Warwick

1 Overlook Dr Warwick, NY

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!

  Call (855) 234-2997 to book with an agent.
  8.3 miles from Chester, NY 10918

Starting at

$129.00

per night

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Home2 Suites by Hilton Middletown

600 Route 211 East Middletown, NY

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!

  Call (855) 234-2997 to book with an agent.
  8.7 miles from Chester, NY 10918

Starting at

$203.99

per night

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Super 8 by Wyndham Middletown

563 Route 211 E Middletown, NY

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!

  Call (855) 235-0725 to book with an agent.
  8.9 miles from Chester, NY 10918

Starting at

$138.99

per night

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La Quinta Inn & Suites by Wyndham Middletown

551 Route 211 E Middletown, NY

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!

  Call (855) 235-0725 to book with an agent.
  8.9 miles from Chester, NY 10918

Starting at

$237.99

per night

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Sleep Inn & Suites Middletown Goshen

3491 Route 6 Middletown, NY

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!

  Call (855) 239-5277 to book with an agent.
  9.0 miles from Chester, NY 10918

Starting at

$198.99

per night

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Super 8 by Wyndham Montgomery Maybrook

207 Montgomery Rd Montgomery, NY

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!

  Call (855) 234-5074 to book with an agent.
  10.9 miles from Chester, NY 10918

Starting at

$118.99

per night

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Holiday Inn Express & Suites Montgomery an IHG Hotel

2105 Route 208 Montgomery, NY

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!

  Call (855) 233-0132 to book with an agent.
  11.5 miles from Chester, NY 10918

Starting at

$179.00

per night

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Homewood Suites Stewart Airport

180 Breunig Rd New Windsor, NY

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!

  Call (855) 234-2997 to book with an agent.
  12.9 miles from Chester, NY 10918

Starting at

$216.99

per night

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

915 Union Ave New Windsor, NY

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!

  Call (855) 235-0725 to book with an agent.
  14.1 miles from Chester, NY 10918

Starting at

$179.00

per night

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Courtyard by Marriott Newburgh Stewart Airport

4 Governor Dr Newburgh, NY

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!

  Call (855) 234-7135 to book with an agent.
  14.2 miles from Chester, NY 10918

Starting at

$244.99

per night

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Hampton Inn & Suites Newburgh Stewart Airport

1 Crossroads Ct Newburgh, NY

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!

  Call (855) 234-7135 to book with an agent.
  14.6 miles from Chester, NY 10918

Starting at

$188.99

per night

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Appalachian Motel

367 Route 94 Vernon, NJ

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!

  Call (855) 234-7135 to book with an agent.
  14.6 miles from Chester, NY 10918

Starting at

$110.00

per night

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Howard Johnson by Wyndham Newburgh / West Point

95 Route 17K Newburgh, NY

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!

  Call (855) 233-0132 to book with an agent.
  14.7 miles from Chester, NY 10918

Starting at

$137.99

per night

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Ramada by Wyndham Newburgh / West Point

1289 Route 300 Newburgh, NY

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!

  Call (855) 233-7850 to book with an agent.
  15.0 miles from Chester, NY 10918

Starting at

$141.55

per night

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