Book Cheap Hotels in Chester

Check hotel availability in Chester

Tonight

Jul 11 - Jul 12

Tomorrow night

Jul 12 - Jul 13

Next weekend

Jul 17 - Jul 19

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 $144

CA $177 total

Jul 26 - Jul 27

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

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Free cancellation

14.63 km from city centre

CA $155

CA $183 total

Aug 2 - Aug 3

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

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 $199

CA $245 total

Jul 19 - Jul 20

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

Spark by Hilton Fishkill

20 Schuyler Blvd Fishkill NY

Free cancellation

Reserve now, pay when you stay

36.6 km from city centre

CA $127

CA $146 total

Aug 9 - Aug 10

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.

Breakfast included

Parking included

Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY

Free cancellation

30.11 km from city centre

CA $145

CA $169 total

Jul 23 - Jul 24

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

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 $173

CA $201 total

Aug 9 - Aug 10

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

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 $115

CA $135 total

Jul 12 - Jul 13

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY

Free cancellation

Reserve now, pay when you stay

14.21 km from city centre

CA $176

CA $208 total

Jul 26 - Jul 27

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

Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe NY

Free cancellation

6.61 km from city centre

CA $156

CA $176 total

Aug 3 - Aug 4

includes taxes & fees

Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village 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

2 Bryle Place Chester NY

CA $144

CA $177 total

Jul 26 - Jul 27

includes taxes & fees

8.6/10 Excellent! (1,025 reviews)

Top hotels in Chester for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY

CA $354

CA $452 total

Jul 14 - Jul 15

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	1,048 hotels
Lowest Price	CA $135
Highest Price	CA $712
Popular hotels	Holiday Inn Express Hotel & Suites Chester by IHG, Sleep Inn & Suites Middletown - Goshen, Overlook Lodge at Bear Mountain, Spark by Hilton Fishkill, Crowne Plaza Suffern - Mahwah by IHG, DoubleTree by Hilton Hotel Nanuet, Ramada by Wyndham Newburgh/West Point, La Quinta Inn & Suites by Wyndham Middletown-Goshen, Sleep Inn & Suites Monroe - Woodbury

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 $135 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 1,048 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

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

4 out of 5

Posted 19 hours ago

Travelocity Verified Review

"Not bad for the price"

A verified traveller stayed at Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Sleep Inn & Suites Middletown - Goshen

4 out of 5

Posted 20 hours ago

Travelocity Verified Review

"The property is very clean and well maintained. The area around the hotel is ok. It is easy to access from the highway. The beds are on the hard side, they aren't the worst I've slept in but they did make my back hurt."

A verified traveller stayed at Sleep Inn & Suites Middletown - Goshen

Inn on the Hudson

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"I booked two rooms for me, my adult daughter and her two teen daughters, one teen son, and my daughter's two dogs, for my grandson's graduation from Air Assault school at West Point. Each room had two double beds. The rooms were generally clean, but worn. The air conditioning worked noisily but well, which was important for the early July weather. My room had water on the floor upon arrival next to the refrigerator, but an extra towel quickly took care of that. The water was due to the refrigerator freezer defrosting because it was turned off prior to our arrival. Bed and bathroom linens were clean and a check of the beds revealed no surprises. The free breakfast was mostly some hard boiled eggs, breakfast cereal, and make your own waffles. I asked about water and was told the bathroom sinks had some. There was a vending machine with drinks and snacks in the lobby area adjacent to the breakfast stuff. In case it's not clear, the pool has been closed for years. There was a $50 charge for each dogs per day, which I knew was coming, so I was not surprised. I was thankful they allowed them. I did not detect any bad smells in our room which sometimes happens with pet-friendly hotels. The lack of bad smells is probably due to the fact that the floors are wood or lvp tile, not carpet. Water pressure and temperature was good for showers. The bathtub lining was cracked/peeling up in a few areas, but not horrible. All in all, not the greatest, but I don't regret staying there."

A verified traveller stayed at Inn on the Hudson