Book Cheap Hotels in Chester

Check hotel availability in Chester

Tonight

Tomorrow night

This weekend

Next weekend

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 $152

CA $187 total

Nov 15 - Nov 16

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

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 $148

CA $174 total

Nov 15 - Nov 16

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.

Pool

Spa

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

Free cancellation

Reserve now, pay when you stay

23.33 km from city centre

CA $91

CA $107 total

Oct 19 - Oct 20

includes taxes & fees

Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Parking included

Free WiFi

Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY

Free cancellation

30.11 km from city centre

CA $174

CA $202 total

Nov 15 - Nov 16

includes taxes & fees

Book a stay at this business-friendly hotel in Suffern. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lower Hudson Valley Challenger Learning Center and Spook Rock Golf Course are located nearby.

Pet-friendly

Free WiFi

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Free cancellation

14.63 km from city centre

CA $144

CA $170 total

Nov 8 - Nov 9

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.

Pool

Breakfast included

Inn on the Hudson

634 Main Street Peekskill NY

Free cancellation

Reserve now, pay when you stay

29.73 km from city centre

CA $148

CA $169 total

Nov 1 - Nov 2

includes taxes & fees

Book a stay at this business-friendly hotel in Peekskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bear Mountain State Park and Peekskill Landing Park are located nearby.

Breakfast included

Pet-friendly

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

Free cancellation

34.52 km from city centre

CA $139

CA $161 total

Nov 15 - Nov 16

includes taxes & fees

Book a stay at this business-friendly 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 Blodgett Memorial Library and Fishkill Ridge are located nearby.

Pool

Breakfast included

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY

Free cancellation

Reserve now, pay when you stay

34.95 km from city centre

CA $149

CA $173 total

Oct 29 - Oct 30

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 Regal Nanuet are located nearby.

Pet-friendly

Parking included

The Thayer Hotel at West Point

674 Thayer Road West Point NY

Free cancellation

Reserve now, pay when you stay

25.92 km from city centre

CA $230

CA $309 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this business-friendly hotel in West Point. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and West Point Museum are located nearby.

Free WiFi

Air conditioning

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.

Top family friendly Chester hotel deals

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

CA $152

CA $187 total

Nov 15 - Nov 16

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Top hotels in Chester for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY

CA $313

CA $399 total

Nov 1 - Nov 2

includes taxes & fees

10/10 Exceptional! (13 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	1,076 hotels
Lowest Price	CA $107
Highest Price	CA $399
Popular hotels	Holiday Inn Express Hotel & Suites Chester by IHG, Overlook Lodge at Bear Mountain, Ramada by Wyndham Newburgh/West Point, Crowne Plaza Suffern - Mahwah by IHG, Sleep Inn & Suites Middletown - Goshen, Inn on the Hudson, Comfort Suites Fishkill near Interstate 84, Sonesta Simply Suites Nanuet, The Thayer Hotel at 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 $107 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 1,076 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.