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Boston Vacation Packages

Save Time and Money with Boston Vacation Packages

Expedia has some top notch Boston vacation packages. Combining your bookings is one of the easiest ways to save money and time — and get your trip off on the right foot.

Savvy travelers can gain savings of up to $583* by booking a package deal on Expedia.

With more than 550 airline partners and 750,000 properties worldwide, our exhaustive database can help make your dream vacation come true.

Feel free to cancel or make changes to almost any reservation and you won't pay any extra fees to us.

Places to Visit in Boston

Itinerary need a little padding? Boston vacation all organized but don't know what's on the cards when you get there? Let us make it simple.

If you're curious to know how your favorite spirits are concocted, check for guided tours of Copper Fox Distillery. And of course, you'll have to taste the finished product for yourself! Travelers have heaps of options close by. A wise man once said 'wine is bottled poetry.' Try the finished product at Gadino Cellars and discover for yourself if you agree. Still have time to spare? Add a little luxury to your getaway by visiting Little Washington Winery. Explore the winery, book a guided tour and enjoy a sample or two of the finished product!

Boston Accommodations

If you're after cheap vacations or luxury getaways in Boston, make sure you book your accommodations in advance. There are just 2 Expedia properties available.

Can't decide where to crash? Why not check out The Inn on Thistle Hill and Walden Hall? The first is located at 5541 Sperryville Pike and the second at 17440 True Blue Ln.

Nearest Airports to Boston

If you're coming in by plane, you'll likely be disembarking at Washington Dulles International Airport (IAD). Once you've retrieved your luggage from the carousel and exited the terminal, the central area of Boston will be waiting 45 miles (72 km) away.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2018, 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.


Best Lodging Options Near Boston

See all 119 Properties in Boston
The Inn on Thistle Hill
Reviewed on Sep 11, 2018
See details
 
The Inn on Thistle Hill

The Inn on Thistle Hill

5541 Sperryville Pike, Boston, VA
     
    3.2 of 5
    2.5 out of 5.0 Stars

    This Inn is extremely run-down and poorly maintained. We did not actually check in when we saw the accommmodations. Avoid.

    Skyland Resort $132
    Reviewed on Sep 11, 2019
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    Skyland Resort

    Skyland Resort

    Skyline Dr Mile 41.7 & 42.5, Luray, VA
       
      4.0 of 5
      2.0 out of 5.0 Stars

      Great location and beautiful view!why this has a minimum 50 characters?????

      Days Inn by Wyndham Luray Shenandoah $59
      Reviewed on Sep 16, 2019
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      Days Inn by Wyndham Luray Shenandoah

      Days Inn by Wyndham Luray Shenandoah

      138 Whispering Hill Rd, Luray, VA
         
        3.1 of 5
        2.0 out of 5.0 Stars

        The staff at the property was pleasant to deal with. Unfortunately, the building was getting repaired the weekend I was staying and we had no hot water but they warned us and offered a substitute location we could stay at but I didn't know the location and wanted to stay close to where our activities ...

        Hillside Motel LLC $68
        Reviewed on Sep 9, 2019
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        Hillside Motel LLC

        Hillside Motel LLC

        1460 US Highway 211 East, Luray, VA
           
          4.2 of 5
          2.5 out of 5.0 Stars

          Nice clean property but needs some basic up keep. People very friendly and know where to send you for want to want.

          Microtel Inn & Suites by Wyndham Culpeper $66
          Reviewed on Sep 14, 2019
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          Microtel Inn & Suites by Wyndham Culpeper

          Microtel Inn & Suites by Wyndham Culpeper

          885 Willis Ln, Culpeper, VA
             
            3.7 of 5
            2.5 out of 5.0 Stars

            Room was great it was big and the sheets felt new and clean. Had everything we needed.

            Big Meadows Lodge $129
            Reviewed on Aug 14, 2019
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            Big Meadows Lodge

            Big Meadows Lodge

            Mile 51.2 Skyline Drive, Luray, VA
               
              3.4 of 5
              3.0 out of 5.0 Stars

              It was an incredible experience. Stwyin at the center of the park was a unique experience that I'd repeat a hundred times. Mine only complain (4.5stsrs) is that the length of the bed mattress is not long enough so I had to sleep in diagonal or with my feet out of the mattress.

              Graves Mountain Farm & Lodges $64
              Reviewed on Sep 9, 2019
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              Graves Mountain Farm & Lodges

              Graves Mountain Farm & Lodges

              Virginia 670, Syria, VA
                 
                4.0 of 5
                3.5 out of 5.0 Stars

                Charming!!! Staff was amazing and view was beautiful

                Hampton Inn & Suites Culpeper $92
                Reviewed on Sep 13, 2019
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                Hampton Inn & Suites Culpeper

                Hampton Inn & Suites Culpeper

                18411 Gate Road, Culpeper, VA
                   
                  5.0 of 5
                  2.5 out of 5.0 Stars

                  Great location and a first class property. Avoid the rundown drug infested motels. Hands down the best lodging in Culpeper is Hampton Inn Culpeper, Va!

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