Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Woodstock Vacation Packages

Every city, town and village has its own unique charms. United States of America's Woodstock is no exception.

Save Time and Money with a Woodstock Package Deal

Save money when you purchase accommodation and flight deals via Expedia. Most Savvy travelers know that accommodation and flight packages are an excellent way to save time and money. Just think of all the things you can do in Woodstock with the extra cash.

Buy a package deal simply and conveniently with us and you'll save around $583.

With 400 partner airlines and upwards of 321,000 hotels worldwide, our extensive database will get you to your desired destination.

Check out some of the best deals ever at Expedia and treat yourself to the vacation you've been dreaming of. You'll be surprised you didn't do it sooner.

Almost all bookings can be changed with no hidden fees from us.

Woodstock Vacation Packages

Just 60 miles to the south of Woodstock stands the city of Charlottesville, while 110 miles to the east is where you will find Baltimore.

Put a huge smile on your children's faces with an excursion to Shenandoah County Fairgrounds.

Adventurous types will relish in the beautiful environmental reserves of this region. Winchester-Frederick County Convention & Visitors Bureau is 30 miles from Woodstock, while Front Royal Visitor's Center lies 18 miles away.

Ensure that you visit Woodstock Museum to reflect and indulge in the local culture.

Don your winter woolies and hit the powder! There are two popular options in the area, Timberline Four Season Resort and Bryce Ski Resort. The first is 50 miles away and the second is 14 miles.

Be sure to visit 7 East Gallery or W.O. Riley Park.

Like the sound of Natural Art Garden Center and North Mountain Vineyard and Winery? They're located in Maurertown, roughly 5 miles out of Woodstock. That said, Edinburg is 5 miles away. When you get there, go to Stoney Creek Roller Rink & Fun Center and Edinburg Mill Museum.

When it's time to explore beyond Woodstock, check out a regional hub. Toms Brook sits 7 miles away and features visitor attractions, including Hupp's Hill Civil War Park, Secret Passage Ranch and Strasburg Museum. If there's time for more, some other good options are Strasburg Town Hall and Strasburg Theater.

Looking for something a bit more active? Perhaps you might like to try hiking. There's also caving if that's more to your liking.

The surrounding area offers plenty of relaxing outdoor pursuits. Shore fishing or picnicking usually refocus the mind.

Trying out traditional cuisine is about more than just nutrition. It's a look into a region's personality.

You may not have given much thought to the complexities of peas and okra before, but you will no doubt be an expert on these beloved ingredients by the end of your trip!

You'll appreciate the festivities for Independence Day, a national day of festivities on the 4th of July.

If you want to find the nearest airport, it is 50 miles away.

Accommodation in Woodstock

If you are booking a hotel room in Woodstock itself, you'll find that the list of available options is limited.

Woodstock accommodation options include the Hampton Inn & Suites Woodstock and Holiday Inn Express Woodstock-Shenandoah Valley.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to 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. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Hotel Deals

See all 96 Properties in Woodstock
Hampton Inn & Suites Woodstock $97
Hampton Inn & Suites Woodstock

Hampton Inn & Suites Woodstock

1150 Motel Dr, Woodstock
     
    4.5
    of 5, from 749 reviews
    2.5 out of 5.0

    Situated in Woodstock, this hotel is within 1 mi (2 km) of Shenandoah County Fairgrounds and W.O. Riley Park. Woodstock Museum and 7 East Gallery are also within 2 mi (3 km).

    Comfort Inn Woodstock Shenandoah $72
    Comfort Inn Woodstock Shenandoah

    Comfort Inn Woodstock Shenandoah

    1011 Motel Dr, Woodstock
       
      4.4
      of 5, from 245 reviews
      2.5 out of 5.0

      Located in the heart of Woodstock, this hotel is within 1 mi (2 km) of Shenandoah County Fairgrounds and W.O. Riley Park. Woodstock Museum and 7 East Gallery are also within 2 mi (3 km).

      Holiday Inn Express Woodstock-Shenandoah Valley $100
      Holiday Inn Express Woodstock-Shenandoah Valley

      Holiday Inn Express Woodstock-Shenandoah Valley

      1130 Motel Dr, Woodstock
         
        4.4
        of 5, from 522 reviews
        2.5 out of 5.0

        Situated in Woodstock, this hotel is within 1 mi (2 km) of Shenandoah County Fairgrounds and W.O. Riley Park. Woodstock Museum and 7 East Gallery are also within 2 mi (3 km).

        Econo Lodge $65
        Econo Lodge

        Econo Lodge

        1290 S Main St, Woodstock
           
          3.3
          of 5, from 176 reviews
          2.0 out of 5.0

          Situated in the mountains, this hotel is 1.1 mi (1.7 km) from Shenandoah County Fairgrounds and within 3 mi (5 km) of 7 East Gallery and W.O. Riley Park. Woodstock Museum and Shenandoah Vineyards are also within 3 mi (5 km).

          Days Inn by Wyndham Luray Shenandoah $64
          Days Inn by Wyndham Luray Shenandoah

          Days Inn by Wyndham Luray Shenandoah

          138 Whispering Hill Rd, Luray
             
            3.1
            of 5, from 590 reviews
            2.0 out of 5.0

            Situated in Luray, this hotel is 2.3 mi (3.7 km) from Warehouse Art Gallery and within 6 mi (10 km) of Luray Caverns and Car and Carriage Caravan Museum. The Garden Maze at Luray Caverns and Luray Valley Museum are also within 6 mi (10 km).

            Days Inn by Wyndham New Market Battlefield $54
            Days Inn by Wyndham New Market Battlefield

            Days Inn by Wyndham New Market Battlefield

            9360 George Collin Pkwy, New Market
               
              3.1
              of 5, from 745 reviews
              2.0 out of 5.0

              Situated in New Market, this motel is within a 10-minute walk of New Market Battlefield and Hall of Valor Civil War Museum. Endless Caverns and Shenandoah Caverns are also within 9 mi (15 km).

              Mimslyn Inn Historic Hotels Of America $125
              Mimslyn Inn Historic Hotels Of America

              Mimslyn Inn Historic Hotels Of America

              401 W Main St, Luray
                 
                4.3
                of 5, from 247 reviews
                3.0 out of 5.0

                Situated in Luray, this historic hotel is within 1 mi (2 km) of Warehouse Art Gallery and Luray Caverns. Car and Carriage Caravan Museum and The Garden Maze at Luray Caverns are also within 1 mi (2 km).

                Hampton Inn Front Royal $110
                Hampton Inn Front Royal

                Hampton Inn Front Royal

                9800 Winchester Rd, Front Royal
                   
                  4.3
                  of 5, from 558 reviews
                  2.5 out of 5.0

                  Situated in the mountains, this hotel is within 3 mi (5 km) of Blue Ridge Shadows Golf Club, Bing Crosby Stadium, and Belle Boyd Cottage. Warren Rifles Confederate Museum is 3.1 mi (5 km) away.