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Top Chester hotels

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $121 total per night from Nov 11 to Nov 12
$121 total
Nov 11 - Nov 12
Total with 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 ...
"Very clean, nice room. Would return."

Reviewed on Oct 13, 2026

Opens in a new windowComfort Suites Fishkill near Interstate 84
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd Suffern NY
$127 nightly
The price is $148 total per night from Oct 18 to Oct 19
$148 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"Spacious comfortable rooms. Breakfast good - no plastic plates/cutlery, and a man making fresh omelettes. Corridors a bit austere, check-in queue was long and took over 20 minutes on arrival late in the evening. Charging $10 for parking for a hotel in the middle of nowhere is just not on though, ..."

Reviewed on Oct 13, 2026

Opens in a new windowCrowne Plaza Suffern - Mahwah by IHG
The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Fully refundable
$179 nightly
The price is $211 total per night from Oct 25 to Oct 26
$211 total
Oct 25 - Oct 26
Total with taxes and fees
Free WiFi in public areas, a terrace, and a computer station are available at this hotel. Traveling on business? Take advantage of the 6 onsite conference rooms. ...
"Amazing Place absolutely wonderful place to stay"

Reviewed on Oct 11, 2026

Opens in a new windowThe Thayer Hotel at West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$101 nightly
The price is $119 total per night from Nov 9 to Nov 10
$119 total
Nov 9 - Nov 10
Total with 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 ...
"Room was clean, bed was uncomfortable. There were no staff at all at the Overlook Lodge. Definitely don’t recommend staying here."

Reviewed on Oct 13, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
$105 nightly
The price is $122 total per night from Oct 27 to Oct 28
$122 total
Oct 27 - Oct 28
Total with 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. ...
"OK"

Reviewed on Oct 14, 2026

Opens in a new windowSonesta Simply Suites Nanuet
Inn on the Hudson

Inn on the Hudson

2 out of 5
634 Main Street Peekskill NY
$104 nightly
The price is $119 total per night from Nov 1 to Nov 2
$119 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"Dirty, disgusting and uncomfortable. Also, very loud trains going by at all hours. Very disappointing."

Reviewed on Oct 11, 2026

Opens in a new windowInn on the Hudson
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $76 total per night from Oct 19 to Oct 20
$76 total
Oct 19 - Oct 20
Total with taxes and fees
A nightclub and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self ...
"To start, when you enter the lobby the front desk is surrouned by plexiglass - you are immediately compelled to wonder why? if this is carry over from Covid - time for it to come down! This property is presenented as "under renovations" - I was assured I would be in a "newly" renovated room! I was ..."

Reviewed on Oct 13, 2026

Opens in a new windowRamada by Wyndham Newburgh/West Point
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
$104 nightly
The price is $128 total per night from Oct 18 to Oct 19
$128 total
Oct 18 - Oct 19
Total with 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 ...
Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
$101 nightly
The price is $119 total per night from Nov 8 to Nov 9
$119 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Opens in a new windowSleep Inn & Suites Middletown - Goshen
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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 $76. 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 1,078 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

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

4 out of 5
Posted 3 hours ago
Travelocity Verified Review
"OK"
A verified traveler stayed at Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet

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