Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Chester Vacation Packages

Newburgh boasts a population of around 29,000 permanent residents. If you base your trip in Chester, you'll no doubt meet quite a few of them! If you're arriving at Stewart International Airport, Chester lies 14 miles to the southwest. Alternatively, it's 16 miles to the southwest of the city's heart.

Save Time and Money with a Chester Package Deal

Expedia hotel and flight deals help you save! We would like to reduce your stress by pairing up your hotel and flight bookings for added savings. Go shopping in Chester with the extra money.

Book now and save up to C$590!

You don't need to click around a whole bunch of websites for your accommodations. With approximately 400 partner airlines and 321,000 hotels worldwide our thorough database has what you are looking for.

Your Newburgh vacation will seem that much sweeter with Expedia's prices.

Almost all hotel reservations can be changed with no extra charge from us.

Chester Vacation Packages

When you're settled in, it's time to go to some close tourist attractions. First off, try The Golf Club at Mansion Ridge or Museum Village. Make sure you don't forget about Harness Racing Museum & Hall of Fame and Goshen Historic Track. To experience a different side of Newburgh, make your way to the nearby neighborhoods Sugar Loaf and Monroe.

Accommodation in Chester

You won't find a wide range of hotel deals in Chester, so be sure to explore the listings and deals on Expedia's hotels page.

The following Chester accommodation options are worth checking out, the Holiday Inn Express Hotel & Suites Chester and Comfort Inn & Suites Goshen - Middletown


Top Hotel Deals

See all 172 properties in Chester
Holiday Inn Express Hotel & Suites Chester C$125
Holiday Inn Express Hotel & Suites Chester

Holiday Inn Express Hotel & Suites Chester

2 Bryle Place, Chester
     
    4.0
    of 5, from 656 reviews
    2.5 out of 5.0

    Situated in the business district, this hotel is 0.4 mi (0.7 km) from Castle Fun Center and 1.4 mi (2.3 km) from The Rock Sports Complex. Woodbury Common Premium Outlets and United States Military Academy are also within 25 mi (40 km).

    The Dominion House Bed & Breakfast C$194
    The Dominion House Bed & Breakfast

    The Dominion House Bed & Breakfast

    50 Old Dominion Road, Chester
       
      4.9
      of 5, from 8 reviews
      3.5 out of 5.0

      Situated in the mountains, this bed & breakfast is 3 mi (4.9 km) from Brotherhood Winery and within 9 mi (15 km) of Castle Fun Center and Museum Village. Museum Village and The Rock Sports Complex are also within 9 mi (15 km).

      NEW 2 Bdrm Apt Hamlet of Sugar Loaf Nearby Warwick and Greenwood Lake C$255
      NEW 2 Bdrm Apt Hamlet of Sugar Loaf Nearby Warwick and Greenwood Lake

      NEW 2 Bdrm Apt Hamlet of Sugar Loaf Nearby Warwick and Greenwood Lake

      , Chester
         
        5.0
        of 5, from 5 reviews
        0.0 out of 5.0

        Situated in Chester, this romantic apartment building is 2.5 mi (4 km) from The Rock Sports Complex and within 6 mi (10 km) of Museum Village and Castle Fun Center. Strazza Art Gallery and Museum Village are also within 9 mi (15 km).

        Ramada by Wyndham Fishkill C$128
        Ramada by Wyndham Fishkill

        Ramada by Wyndham Fishkill

        542 Route 9, Fishkill
           
          2.8
          of 5, from 1,362 reviews
          3.0 out of 5.0

          Situated in Fishkill, this hotel is within 1 mi (2 km) of Van Wyck Homestead Museum, Fishkill Golf Course, and Blodgett Memorial Library. SplashDown Beach is 1.7 mi (2.7 km) away.

          Howard Johnson by Wyndham Newburgh C$100
          Howard Johnson by Wyndham Newburgh

          Howard Johnson by Wyndham Newburgh

          95 Route 17K, Newburgh
             
            3.0
            of 5, from 994 reviews
            2.0 out of 5.0

            Situated in Newburgh, this hotel is 0.3 mi (0.5 km) from Orange County Choppers and within 3 mi (5 km) of Algonquin Park and Delano-Hitch Recreation Park. Ice Time Sports Complex and Motorcyclepedia Museum are also within 3 mi (5 km).

            Hudson Valley Hotel and Conference Center by Fairbridge C$82
            Hudson Valley Hotel and Conference Center by Fairbridge

            Hudson Valley Hotel and Conference Center by Fairbridge

            90 Rt. 17K, Newburgh
               
              2.3
              of 5, from 797 reviews
              2.0 out of 5.0

              Situated near the airport, this hotel is 0.3 mi (0.5 km) from Orange County Choppers and within 3 mi (5 km) of Algonquin Park and Delano-Hitch Recreation Park. Ice Time Sports Complex and Motorcyclepedia Museum are also within 3 mi (5 km).

              Super 8 by Wyndham Middletown C$90
              Super 8 by Wyndham Middletown

              Super 8 by Wyndham Middletown

              563 Route 211 E, Middletown
                 
                3.1
                of 5, from 694 reviews
                2.0 out of 5.0

                Situated in Middletown, this motel is within 3 mi (5 km) of Orange County Fairgrounds, Orange County Fair Speedway, and Paramount Theatre. Soons Orchards and Goshen Historic Track are also within 9 mi (15 km).

                Crowne Plaza Suffern - Mahwah C$142
                Crowne Plaza Suffern - Mahwah

                Crowne Plaza Suffern - Mahwah

                3 Executive Blvd, Suffern
                   
                  4.5
                  of 5, from 961 reviews
                  3.5 out of 5.0

                  Situated in Suffern, this hotel is 0.7 mi (1.1 km) from Lower Hudson Valley Challenger Learning Center and within 3 mi (5 km) of Spook Rock Golf Course and Rockland Community College. Suffern Railroad Museum is 2.8 mi (4.5 km) away.

                  Top Deals On Flights

                  These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.