Book Hotels in Chester, NY

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Chester hotels

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $130 total per night from Jul 28 to Jul 29
$130 total
Jul 28 - Jul 29
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"New property and comfortable stay located near many shops and restaurants."

Reviewed on Jul 19, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr, Central Valley, NY
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $156 total per night from Jul 27 to Jul 28
$156 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station ...
"Nice Hotel. Big very nice renovated rooms."

Reviewed on Jul 20, 2025

Hampton Inn Harriman Woodbury
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd, Suffern, NY
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $100 total per night from Jul 27 to Jul 28
$100 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"We would stay here again for sure."

Reviewed on Jul 19, 2025

Crowne Plaza Suffern - Mahwah by IHG
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

2.5 out of 5
290 Rt 17s, Mahwah, NJ
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $139 total per night from Jul 27 to Jul 28
$139 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Will stay here again."

Reviewed on Jul 17, 2025

Hampton Inn & Suites Mahwah
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place, Chester, NY
Fully refundable
$122 nightly
The price is $144 total per night from Jul 27 to Jul 28
$144 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...
"Stay was excellent Would recommend this hotel highly Clean and comfortable Friendly, helpful staff Convenient location"

Reviewed on Jul 17, 2025

Holiday Inn Express Hotel & Suites Chester by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $154 total per night from Aug 7 to Aug 8
$154 total
Aug 7 - Aug 8
Total includes taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's ...
"Overall good they should change the bed a the mattress was extra soft and the pillow was very uncomfortable and old"

Reviewed on Jul 16, 2025

Overlook Lodge at Bear Mountain
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd, Nanuet, NY
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Jul 28 to Jul 29
$138 total
Jul 28 - Jul 29
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. ...
"staff are friendly. Close to shopping areas to get stuff that we forgot and needed,"

Reviewed on Jul 8, 2025

Sonesta Simply Suites Nanuet
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from Jul 27 to Jul 28
$117 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
July Weekend
"It was a nice place to stay for a short time. The employees are very nice."

Reviewed on Jul 14, 2025

Wingate by Wyndham Fishkill
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

2.5 out of 5
160 State Route 17 South, Mahwah, NJ
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Jul 27 to Jul 28
$85 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. ...
"Well"

Reviewed on Jul 14, 2025

Super 8 by Wyndham Mahwah
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

Chester Hotel & Travel Guide

So you are looking to spend some time in Newburgh? Need to reserve a place to stay in the Chester area? 3 hotels listed on Travelocity are situated within easy driving distance from the city centre.

The Holiday Inn Express Hotel & Suites Chester is the closest to the center of Chester and the sole Travelocity-listed accommodation option less than a short drive away.

You could also try the Minerals Hotel and the Caldwell House Bed & Breakfast. The Minerals Hotel is just 18 miles (29 kilometers) away from downtown Chester. The Caldwell House Bed & Breakfast, can be found just 9 miles (14 kilometers) away. The Peach Grove Inn and also the Hampton Inn Harriman Woodbury are two more Travelocity-listed options around Chester.

If you have time, you could travel to other parts of Hudson Valley. Spend time at Hudson Valley's historic bridges and open-air markets. Those drawn to nature should also make the time to enjoy its rivers, valleys and rolling hills. Popular activities in this pocket of United States of America include rock climbing.

Looking for more activities? You could spend the day enjoying Dia Beacon and Bannerman Castle, in Beacon, 19 miles (30 kilometers) to the northeast of Chester. When you get to Beacon, be sure to check out the The Roundhouse and Quality Inn & Suites. 15 miles (24 kilometers) to the east of Chester, you can also stay at West Point, which boasts the West Point Motel and FairBridge Inn & Suites at West Point. The United States Military Academy and West Point Museum are some more frequented places to visit when in West Point.

Simply because you are having a getaway, who says you can't indulge in your love for sport. Madison Square Garden is 45 miles (70 kilometers) to the south of Chester. Wise travelers that hope to find a hotel near the stadium can choose from the The St. Regis New York or the Mandarin Oriental, New York.

Stewart International Airport is a practical airport for those flying into Chester. It's located 14 miles (22 kilometers) from the heart of the city. For travelers who would find it convenient to find a base nearby, enquire about Four Points by Sheraton Newburgh Stewart Airport or Hudson Valley Hotel and Conference Center by Fairbridge.

Frequently asked questions

What are the top kid-friendly hotels in Chester?
Family vacations are where the best memories are made, but it's no secret that traveling with little ones can be challenging. These kid-friendly Chester hotels offer perks designed to keep guests of all ages comfortable and happy: Your entourage will love staying at 6 bedroom colonial house. A playground and free WiFi are a few of the things that help make this property a favorite. Alternatively, spend your Chester break at Holiday Inn Express Hotel & Suites Chester, an IHG Hotel. Take advantage of a swimming pool, complimentary breakfast and more here.
Where can I find cheap hotels in Chester?
At Travelocity you'll find really nice hotels in Chester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester rather than in Chester. We may find you even better rates, too.
How do I find the best Chester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chester?
The cheapest hotel in Chester is $85. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chester?
There are 991 hotels in Chester on Travelocity.
What are the best hotels in Chester?
Chester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester for you!
When is the best time to visit Chester?
If you want the joy of a fun-filled trip in peak season, visit Chester during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Chester?
Based on historic data is usually the cheapest month to visit Chester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chester?
There are multiple hotels in Chester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester. We have plenty of kid-friendly hotels in Chester to choose from on Travelocity!
Why book a hotel in Chester through Travelocity?
Because we have the top hotels in Chester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chester hotel reviews by fellow wanderers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very beautiful area "
A verified traveler stayed at DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity