Find Cheap Hotels in Chester, NY

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Cheap Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Chester Cheap Hotels

Top Chester Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Good "
Shuang 1-night trip
Posted 16 hours ago
Hampton Inn Harriman Woodbury

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is Chester like for travelers on a budget?
Chester has cheap accommodation options and a variety of places to visit, making it a great vacation choice for budget-conscious travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Castle Fun Center, The Rock Sports Complex, and Museum Village.
When is the best time for a budget trip to Chester?
Weather is probably a major factor when you plan your trip to Chester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to see and do in Chester?
Chester is known for its shopping and dining options, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions that interest you most, such as LEGOLAND® New York and Woodbury Common Premium Outlets, and then look for sights and activities that cost little or nothing at all. Take in the local culture at Museum Village and Paramount Theatre, or enjoy the area's natural beauty at The Rock Sports Complex.
How can I get to Chester and get around on a budget?
Scoping out the transportation options in Chester is a smart way to keep your trip affordable. The nearest airport is Stewart Intl. Airport (SWF), situated 13.5 mi (21.7 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. Chester might not have very many public transportation choices so a car rental could be an economical alternative to see the area.