Middleburg Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Stephanie Sutton
Choose two or more items and save on your trip:

Middleburg Vacation Packages

Trying to figure out a way to package your Middleburg flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your Middleburg trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. AARP Travel Center has an incredible choice of flights and hotels, as well as Middleburg things to do to select from.

Middleburg Hotels

Our listings include hotels that are close to all the Middleburg points of interest, and others that are just outside the city center for a more restful retreat.

From Middleburg hotels with pools and on-site restaurants, to boutique accommodations that add all the thoughtful touches, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Middleburg hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Middleburg

Middleburg is the ideal spot when you need to a break from it all. With only around 807 people in the area, this hidden-gem is great for a quite vacation. With the city's burgeoning artistic community and a rich past that is a beacon for history enthusiasts you may have a hard time fitting everything into one trip.

There are few day trips better than trying some of the local vintages. Middleburg has around three wineries in the area which gives you the chance to taste some local vintages. Start your grape adventure at Swedenburg Estate Vineyard, Boxwood Winery Boxwood Winery, or Chrysalis Vineyards.

You can also check out our "Things to Do" page for more inspiration or to reserve an activity in Middleburg.

Book Together and Save

With so much going on in Middleburg, you'll be wanting to focus on your itinerary, not spending time to searching for the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to quickly get all you need, and save some cash. You can coordinate your whole trip, including activities in Middleburg from only one site. So what are you waiting for? Book today and save!

Top Hotel Deals

Don't see what you're looking for?
See all available properties in Middleburg
View all properties
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.

Top Flight Deals

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

JetBlue Airways
JetBlue Airways
United
American Airlines