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Tonight
Check prices in Chester for tonight, May 17 - May 18
May 17 - May 18
Tomorrow night
Check prices in Chester for tomorrow night, May 18 - May 19
May 18 - May 19
Next weekend
Check prices in Chester for next weekend, May 22 - May 24
May 22 - May 24

Most frequently booked Chester hotels

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
Free cancellation
1.33 km from city centre
The price is CA $149 per night
CA $149
CA $183 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Free cancellation
Reserve now, pay when you stay
36.74 km from city centre
The price is CA $110 per night
CA $110
CA $127 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
Pet-friendly
Parking included
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free cancellation
Reserve now, pay when you stay
23.83 km from city centre
The price is CA $191 per night
CA $191
CA $235 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Free cancellation
Reserve now, pay when you stay
34.95 km from city centre
The price is CA $141 per night
CA $141
CA $164 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Nanuet. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Shops at Nanuet and St. Paul's Episcopal Church are located nearby.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free cancellation
14.63 km from city centre
The price is CA $151 per night
CA $151
CA $178 total
Jun 9 - Jun 10
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Free cancellation
Reserve now, pay when you stay
37.95 km from city centre
The price is CA $162 per night
CA $162
CA $189 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Rockland Bakery and The Shops at Nanuet are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
14.21 km from city centre
The price is CA $167 per night
CA $167
CA $197 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Pool
Breakfast included
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Free cancellation
Reserve now, pay when you stay
36.6 km from city centre
The price is CA $127 per night
CA $127
CA $147 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Blodgett Memorial Library are located nearby.
Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 out of 5
946 Route 17 North Ramsey NJ
Free cancellation
35.12 km from city centre
The price is CA $149 per night
CA $149
CA $170 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Ramsey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tice's Corner and Campgaw Mountain Ski Area are located nearby.
Breakfast included
Parking included
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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.

Top family friendly Chester hotel deals

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY
The price is CA $149 per night from May 25 to May 26
CA $149
CA $183 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)

Top hotels in Chester for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY
The price is CA $330 per night from May 18 to May 19
CA $330
CA $544 total
May 18 - May 19
includes taxes & fees
10/10 Exceptional! (12 reviews)
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 hotels essential information

Accommodation
1,079 hotels
Lowest Price
CA $127
Highest Price
CA $544
Popular hotels
Holiday Inn Express Hotel & Suites Chester by IHG, Studio 6 Extended Stay Fishkill Route 9 NY, Overlook Lodge at Bear Mountain, Sonesta Simply Suites Nanuet, Sleep Inn & Suites Middletown - Goshen, DoubleTree by Hilton Hotel Nanuet, La Quinta Inn & Suites by Wyndham Middletown-Goshen, Spark by Hilton Fishkill, Holiday Inn Express Ramsey-Mahwah by IHG

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 CA $127 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 1,079 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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The room clean and spacious. It seemed to had been updated recently because it didn't have the usual stuffy hotel room smell. The staff were welcoming and helpful. The breakfast was nice with hot and cold options. We visit the area 2-3 times a year to see our child, and we'll definitely come back."
A verified traveller stayed at Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury