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Most frequently booked Chester hotels

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

Free cancellation

1.33 km from city centre

CA $134

CA $159 total

Feb 1 - Feb 2

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.

Pool

Breakfast included

DoubleTree by Hilton Hotel Nanuet

425 E Route 59 Nanuet NY

Free cancellation

Reserve now, pay when you stay

37.95 km from city centre

CA $127

CA $148 total

Feb 1 - Feb 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

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY

34.95 km from city centre

CA $140

CA $163 total

Jan 4 - Jan 5

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.

Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY

Free cancellation

30.11 km from city centre

CA $151

CA $175 total

Feb 1 - Feb 2

includes taxes & fees

Book a stay at this business-friendly hotel in Suffern. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lower Hudson Valley Challenger Learning Center and Suffern Railroad Museum are located nearby.

Pet-friendly

Parking included

Hampton Inn & Suites Mahwah

290 Rt 17s Mahwah NJ

Free cancellation

Reserve now, pay when you stay

31.91 km from city centre

CA $156

CA $179 total

Jan 11 - Jan 12

includes taxes & fees

Book a stay at this business-friendly hotel in Mahwah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Suffern Railroad Museum and Lower Hudson Valley Challenger Learning Center are located nearby.

Breakfast included

Pet-friendly

Hampton Inn Harriman Woodbury

60 Centre Dr Central Valley NY

Free cancellation

Reserve now, pay when you stay

13.03 km from city centre

CA $134

CA $165 total

Jan 11 - Jan 12

includes taxes & fees

Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodbury Common Premium Outlets and Old Glory Mall Shopping Center are located nearby.

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Free cancellation

Reserve now, pay when you stay

23.83 km from city centre

CA $149

CA $169 total

Jan 14 - Jan 15

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.

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Free cancellation

14.63 km from city centre

CA $137

CA $161 total

Jan 11 - Jan 12

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 Paramount Theatre and Soons Orchards are located nearby.

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

915 Union Ave New Windsor NY

Free cancellation

Reserve now, pay when you stay

21.99 km from city centre

Get rates

Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

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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

2 Bryle Place Chester NY

CA $134

CA $159 total

Feb 1 - Feb 2

includes taxes & fees

8.4/10 Very Good! (1,007 reviews)

Top hotels in Chester for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY

CA $215

CA $397 total

Jan 4 - Jan 5

includes taxes & fees

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	1,021 hotels
Lowest Price	CA $148
Highest Price	CA $397
Popular hotels	Holiday Inn Express Hotel & Suites Chester by IHG, DoubleTree by Hilton Hotel Nanuet, Sonesta Simply Suites Nanuet, Crowne Plaza Suffern - Mahwah by IHG, Hampton Inn & Suites Mahwah, Hampton Inn Harriman Woodbury, Overlook Lodge at Bear Mountain, Sleep Inn & Suites Middletown - Goshen, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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 $148 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 1,021 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.