Find hotels in Chester, NY from SAR 278

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Compare 995 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Dominion House Bed & Breakfast

2.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Game room
  • Business services
9.2 out of 10, Wonderful, (224)
  • cleanliness
    Find your perfect escape where relaxation meets fun. Enjoy games in the arcade or lounge by the pool for an unforgettable getaway.

What verified guests said

"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "

The Dominion House Bed & Breakfast highlights

The Dominion House Bed & Breakfast offers a charming retreat with breakfast, a serene garden, and an outdoor pool. Unwind on the sunny terrace or challenge someone to a game in the arcade/game room; previous guests have loved staying here.
The price is SAR 806
SAR 912 total
includes taxes & fees
30 Jun - 1 Jul
The Dominion House Bed & Breakfast

Inn on the Hudson

2.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
6.8 out of 10, (1000)
  • cleanliness
    A riverside retreat where gardens create peaceful surroundings, staff provide attentive service, and free in-room WiFi keeps travelers connected to home

What verified guests said

"Good for a short stay, nice place, easy to and from train station"

Inn on the Hudson highlights

Inn on the Hudson offers a quiet escape along the river with a peaceful garden setting. Travelers appreciate the to-go breakfast, luggage storage, barbecue grills, and express check-out. Previous guests consistently mention the exceptionally helpful staff.
The price is SAR 484
SAR 553 total
includes taxes & fees
30 Jun - 1 Jul
Inn on the Hudson

The Abbey Inn & Spa

4.0 star property
  • Pool
  • Spa
  • Parking included
  • Restaurant
  • Air conditioning
  • Gym
9.2 out of 10, Wonderful, (182)
  • cleanliness
    This former convent turned inn offers a perfect blend of nature and indulgence, with spa treatments by day and fine dining with wine by night.

What verified guests said

"Thanks for a great stay!!"

The Abbey Inn & Spa highlights

The Abbey Inn & Spa, in a regional park, offers a garden, seasonal outdoor pool, and gym. Start your day with breakfast at Apropos Restaurant and unwind at the bar in the evening. Enjoy massages, facials, and body treatments at the onsite spa.
The Abbey Inn & Spa

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

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.2 out of 10, Wonderful, (1000)
  • cleanliness
    Welcoming staff creates a homey atmosphere at this Hudson Valley hotel where guests start their day with breakfast and recharge at the fitness center

What verified guests said

"Wonderful views and breakfast!"

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

Holiday Inn Express Hotel & Suites Peekskill is in the Lower Hudson Valley near Paramount Hudson Valley Theater and Lincoln Depot Museum. Enjoy complimentary breakfast, dry cleaning services, and WiFi in every room. The attentive staff ensures guests feel welcome.
The price is SAR 491
SAR 562 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

DoubleTree by Hilton Hotel Nanuet

4.0 star property
  • Pool
  • Hot Tub
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
8.8 out of 10, Excellent, (1004)
  • cleanliness
    Guests can relax on their own terms at this riverside retreat, choosing between a warm whirlpool soak or a round at the on-site 18-hole golf course

What verified guests said

"nice hotel"

DoubleTree by Hilton Hotel Nanuet highlights

Just off the Hudson River, DoubleTree by Hilton Hotel Nanuet offers an 18-hole golf course, peaceful garden, spa tub, indoor pool, outdoor pool with sun loungers, high-speed WiFi, and dry cleaning services.
The price is SAR 475
SAR 553 total
includes taxes & fees
17 Jul - 18 Jul
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Fishkill

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (1000)
  • cleanliness
    Travelers can jump-start their day with a workout at the fitness center or enjoy a swim in the indoor pool, with staff ready to assist at every turn.

What verified guests said

"clean, comfortable, helpful employees"

Hampton Inn Fishkill highlights

Hampton Inn Fishkill, located in the business district, caters well to families. Guests love the indoor pool and gym. Practical perks include free self-parking and express check-in. The staff consistently receives praise from visitors.
The price is SAR 466
SAR 527 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Fishkill

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very Good, (1000)

What verified guests said

"friendly staff, clean, would stay again "
The price is SAR 535
SAR 605 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Wingate by Wyndham Fishkill

3.0 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Business services
7.6 out of 10, Good, (425)
  • cleanliness
    Travelers stay productive with free WiFi and a 24-hour business center while enjoying continental breakfast to start the day energized

What verified guests said

"Staff are friendly, hotel has a modern vibe going. Very clean and great prices. "

Wingate by Wyndham Fishkill highlights

Located just north of Beacon, Wingate by Wyndham Fishkill offers a convenient continental breakfast each morning. Amenities include laundry facilities, in-room WiFi, a health club, and a 24-hour business center.
The price is SAR 371
SAR 420 total
includes taxes & fees
20 Jul - 21 Jul
Wingate by Wyndham Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (858)
  • cleanliness
    Guests gather around the welcoming firepit before diving into work or leisure activities, with convenient WiFi and a refreshing seasonal outdoor pool to enjoy.

What verified guests said

"Great stay! "

Best Western Fishkill Inn & Suites highlights

Located near Marist College, Best Western Fishkill Inn & Suites welcomes travelers with a complimentary breakfast buffet and manager's reception. Enjoy a cozy firepit, dry cleaning services, an outdoor pool, self parking, and a helpful staff ready to assist with any needs.
The price is SAR 447
SAR 506 total
includes taxes & fees
20 Jul - 21 Jul
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

3.0 star property
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (665)
  • cleanliness
    Travelers fuel up for business meetings or wind down after a long day with breakfast and drinks at this convenient Fishkill hotel

What verified guests said

"Solid but overbooked when I showed up had to wait in the lobby for a few hours. Good people and staff"

Courtyard by Marriott Fishkill highlights

Located in Fishkill's business district, Courtyard by Marriott Fishkill balances work and relaxation. Start with breakfast at The Bistro or grab coffee from the on-site cafe. In-room WiFi keeps you connected, while the gym and dry cleaning services add convenience.
The price is SAR 470
SAR 532 total
includes taxes & fees
20 Jul - 21 Jul
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

3.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, (1002)
  • cleanliness
    Travelers find comfort by the lobby fireplace after shopping on site, then fuel up at Great American Grille before using high-speed WiFi to plan adventures

What verified guests said

"very responsive staff; "

Hilton Garden Inn Fishkill highlights

The Hilton Garden Inn Fishkill sits in the business district with a welcoming lobby fireplace. Guests enjoy breakfast and dinner at Great American Grille, connect with high-speed WiFi throughout the property, and stay active in the indoor pool and 24-hour gym.
The price is SAR 475
SAR 537 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Garden Inn Fishkill

Extended Stay America Suites Fishkill Route 9

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
6.6 out of 10, (899)
  • cleanliness
    Travelers find a genuine home base at Extended Stay America Suites Fishkill Route 9, complete with warm breakfast and freshly brewed coffee

What verified guests said

"Kind staff. Kinda stinky hotel "

Extended Stay America Suites Fishkill Route 9 highlights

This suburban retreat offers practical comforts for longer stays: laundry facilities, WiFi, lobby coffee, and outdoor barbecue grills. The attentive staff consistently earns positive mentions from previous visitors.
The price is SAR 385
SAR 435 total
includes taxes & fees
6 Jul - 7 Jul
Extended Stay America Suites Fishkill Route 9

SpringHill Suites by Marriott Fishkill

3.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.6 out of 10, Exceptional, (955)
  • cleanliness
    Travelers start their day with a convenient to-go breakfast at this Fishkill property, then maintain routines at the 24-hour gym or gather around barbecue grills

What verified guests said

"Excellent stay."

SpringHill Suites by Marriott Fishkill highlights

SpringHill Suites by Marriott Fishkill offers a practical home base with thoughtful amenities. Guests can grab a to-go breakfast, work out in the 24-hour gym, use WiFi, enjoy the barbecue grills, and use dry cleaning services for their travel wardrobe needs.
The price is SAR 596
SAR 675 total
includes taxes & fees
6 Jul - 7 Jul
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

3.0 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.8 out of 10, Excellent, (1002)
  • cleanliness
    Travelers find their rhythm at this Fishkill retreat near SplashDown Beach, starting with a hearty breakfast and ending by a cozy fireplace.

What verified guests said

"Easy to check in Nice breakfast Great location"

HYATT house Fishkill/Poughkeepsie highlights

Located in central Fishkill, HYATT house Fishkill/Poughkeepsie offers a breakfast buffet and evening bites at the H Bar. Enjoy the indoor pool, sun loungers, or spa tub. Unwind by the lobby fireplace with free WiFi. The staff is praised for their helpfulness.
The price is SAR 416
SAR 471 total
includes taxes & fees
6 Jul - 7 Jul
HYATT house Fishkill/Poughkeepsie

Residence Inn by Marriott Fishkill

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (380)
  • cleanliness
    Fuel up for the day with a delicious breakfast buffet then dive into relaxation at the indoor pool or get down to business in one of our 3 meeting rooms.

What verified guests said

"Wonderful stay! Great breakfast and front desk:)"

Residence Inn by Marriott Fishkill highlights

At Residence Inn by Marriott Fishkill, unwind with a free breakfast buffet and explore the beautiful garden. Enjoy convenient amenities like an indoor pool, dry cleaning services, in-room WiFi, a bar to relax at night and free self-parking for your vehicle.
The price is SAR 567
SAR 641 total
includes taxes & fees
20 Jul - 21 Jul
Residence Inn by Marriott Fishkill

Extended Stay America Suites Fishkill Westage Center

2.5 star property
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Laundry
  • 24/7 front desk
6.4 out of 10, (823)
  • cleanliness
    Travelers find everything they need for a hassle-free stay: laundry facilities, on-site coffee and tea, vending options, and attentive staff.

What verified guests said

"The beautiful pond behind the hotel. "

Extended Stay America Suites Fishkill Westage Center highlights

Experience the comfort and convenience of Extended Stay America Suites Fishkill Westage Center, with perks like a 24-hour front desk and laundry facilities. Fuel up for your day with to-go breakfast and stay connected with in-room WiFi. Guests rave about the helpful staff.
The price is SAR 403
SAR 456 total
includes taxes & fees
6 Jul - 7 Jul
Extended Stay America Suites Fishkill Westage Center

Countryside Motel

2.0 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
7.0 out of 10, Good, (235)
  • cleanliness
    Travelers find fresh country air and peaceful surroundings at this charming rural motel where guests can truly connect with nature just steps away

What verified guests said

"Good price for a basic, clean, humble quiet place along the way"

Countryside Motel highlights

The Countryside Motel offers a genuine escape with simple comforts and views of the scenic landscape. Guests appreciate the free in-room WiFi that lets them stay connected while unwinding, and the property makes an ideal base for exploring nearby Boscobel House and Gardens.
The price is SAR 356
SAR 386 total
includes taxes & fees
2 Jul - 3 Jul
Countryside Motel

Gorgeous Garrison Gem Pool Sauna Hot Tub More

2.0 star property
  • Parking included
  • Free WiFi
  • Outdoor Space
  • Toys/Games
The price is SAR 3,921
SAR 5,983 total
includes taxes & fees
6 Jul - 7 Jul
Gorgeous Garrison Gem Pool Sauna Hot Tub More

Budget Motor Inn - Stony Point

1.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
4.8 out of 10, (432)

What verified guests said

"Good"
The price is SAR 278
SAR 309 total
includes taxes & fees
30 Jun - 1 Jul
Budget Motor Inn - Stony Point

Element Spring Valley

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (371)
  • cleanliness
    Wellness-focused eco-certified hotel offers both indoor pool workouts and bike adventures through scenic surroundings for active travelers

What verified guests said

"Great place , great breakfast, great staff!! "

Element Spring Valley highlights

Element Spring Valley offers a refreshing retreat with an indoor pool and fitness center. Stay connected with free in-room WiFi while exploring nearby attractions on rental bikes. The 24-hour front desk and express check-out add convenience to this eco-conscious getaway.
The price is SAR 536
SAR 624 total
includes taxes & fees
13 Jul - 14 Jul
Element Spring Valley
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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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 Center for go-karts, mini-golf, and arcade games.

Frequently asked questions

What's the best place to stay in Chester?

Based on our traveler 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 options for your trip to the area are HYATT house Fishkill/Poughkeepsie and Extended Stay America Suites Ramsey Upper Saddle River. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 8: Visitors like this Chester vacation home rental. It is located on a lake and offers a barbecue grill, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For more details about updating your trip to Chester or cancelling it, click here.

What is the favorite LGBTQ-friendly place to stay in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip.

Where is the best hotel to stay with easy access to The Rock Sports Complex?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.

What about the best place to stay near Castle Fun Center?

One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.

What are some accommodations 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 the best hotel near Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Chester, there are 17 hotels and other accommodations to choose from. Find out more about Chester.

What are the top places to visit in Chester?

Favorite 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. Check out what more 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 temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.