Cheap Vacations in Chester

Choose two or more items and save on your trip:

3-night Chester vacations

FairBridge Inn & Suites at West Point
Minnewaska Lodge
Americas Best Value Inn Central Valley
Stonehill's Farmhouse
Days Inn by Wyndham Wurtsboro
Harvest Inn
Howard Johnson by Wyndham Newburgh/West Point
Red Roof Inn & Suites Newburgh – Stewart Airport
Holiday Inn Express & Suites Montgomery, an IHG Hotel

Chester Vacation Deal FAQ's

Where to find Chester package deals?

On CheapTickets, you can find package deals in Chester and save up to $287.

When is peak season in Chester?

are very popular times to visit Chester.

When is the best time to visit Chester?

If you're looking for cheap vacations to Chester, is the best time to visit Chester.

When is the worst time time to visit Chester?

Prices for Chester vacations can peak during .

When is low season in Chester?

We have found to be the least-crowded time of the year to visit Chester.

Where is Chester?

Travel is one of the most worthwhile things money can buy, but you don't have to go broke to do it. If you're planning an escape in Chester, continue reading for inspiration!

It's a neighborhood of Newburgh. You'll discover it 16 miles south-west of the downtown area.

There are around 28,900 locals that live in Newburgh.

Cheap Things to do in Chester

Whether you love to plan your time away hour by hour or you're a little more spontaneous, these free things to see in or near Chester won't hurt your bank account:

  • Cheapskate museum fans will have to head to the Harness Racing Museum and Hall of Fame. It boasts some excellent objects and exhibits, and what's best — there's no entry fee!
  • Goosepond Mountain State Park is the place to be if you want to stretch those legs and do a little exercise. There's nothing like getting out into nature!
  • Grab your smartphone and see if you can discover a few facts about the plant life at Orange County Arboretum. Knowledge is totally free, and guess what... this place is too!

Cheap Chester Vacation Package Deals

Here at CheapTickets, you won't need to stress out about bagging the best deal. We've sorted it out for you, and we haven't compromised on quality for flights, hotels and incredible experiences.

Think of all the awesome things you could do with $287. If you combine your airfare and hotel bookings, that's just how much you could save! And with access to 500 airlines and about 500,000 properties across the world, you won't be at a loss for choice.

How about this for putting your worries to rest? If you find your deal for a better rate within 48 hours, we'll match that price and give back the difference. That's what we call our Price Guarantee.

Get CheapCash

Just like you, we love all things cheap. That's why we've implemented our simple rewards program. All you have to do is book flights and we'll reward you with impressive savings on eligible CheapTickets hotels.

It's amazingly easy to log in to your account or sign up for free and join CheapCash. Once you're up and running the world is your oyster! You'll earn savings on eligible bookings, not to mention the exciting perks and bonus offers that will come your way.

Cheap Car Rentals in Chester

We know you're mad about cheap, so why not rent a car in Chester? It's not only the most convenient way to travel around, it'll save you heaps of money too.

Cheap Hotels in Chester

Grab a cheap deal on your Chester accommodations with CheapTickets. While you won't find a hotel in the middle of this neighborhood, there are 6 fantastic options a short drive away.

Unpack your bags and make yourself comfy at the Holiday Inn Express Hotel & Suites Chester and the James Motel. They're at 2 Bryle Place, Chester 10918, NY and 370 State Route 17M, Monroe 10950, NY respectively.

Flight deals to Chester

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Chester vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.