Middleburg Vacation Packages 2025/2026 from $295

Middleburg flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Wingate by Wyndham Springfield

$295

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Miami (MIA) to Washington (DCA)

This hotel doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free area shuttle. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Tysons Corner Marriott

$495

per person

Oct 25 - Oct 28

found 1 day ago

Roundtrip flight included

Norfolk (ORF) to Washington (DCA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 9 conference rooms, 24-hour business center, and express check-in. Self parking, a coffee shop, and a snack bar/deli are also offered.

Hampton Inn Martinsburg

$457

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Memphis (MEM) to Washington (IAD)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD

$514

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Memphis (MEM) to Washington (DCA)

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

The Knolls

$476

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip non-stop flight included

Memphis (MEM) to Washington (IAD)

Top Middleburg hotels deals

Salamander Resort And Spa

500 North Pendleton Street, Middleburg, VA

Free Cancellation

Reserve now, pay when you stay

$641 nightly

$730 total

Sep 22 - Sep 23

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, and arcade/game room. Enjoy the gym and perks like free WiFi.

Pool

Spa

Hyatt Place Herndon Dulles Airport East

13711 Sayward Blvd, Herndon, VA

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$110 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Enjoy the 24-hour gym and free buffet breakfast each morning.

Pool

Breakfast included

Hyatt Regency Dulles

2300 Dulles Corner Blvd, Herndon, VA

Free Cancellation

$119 nightly

$137 total

Sep 26 - Sep 27

Total with taxes and fees

This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Hilton Fairfax

12777 Fair Lakes Cir, Fairfax, VA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$141 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Pet friendly

Parking included

Courtyard by Marriott Dulles Airport Herndon

13715 Sayward Blvd, Herndon, VA

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$109 total

Sep 19 - Sep 20

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Free self parking, a terrace, and a garden are also offered.

Free airport shuttle

Pet friendly

Holiday Inn Washington-Dulles International Airport by IHG

45425 Holiday Drive, Sterling, VA

Free Cancellation

$122 nightly

$139 total

Oct 5 - Oct 6

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Pool

Hot Tub

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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.

Popular places to visit

This winery is fairly new. I think they need a few more years to establish their wine selection. However the wines weren't terrible. I've just had better in this area. But the view from the upper deck is amazing. Definitely worth checking out if you are in the area. Staff is very friendly and knowledgeable. And their sangria was great! #drinkvirginiawine
#winesnob #virginia
#winery #canavineyard
#outdoors

Cana Vineyards and Winery

You can enjoy a tasting or tour at Cana Vineyards and Winery during your travels to Middleburg. While in this trendy area, you can savor the top-notch restaurants.

Greenhill Winery & Vineyards

You can enjoy a tasting or tour at Greenhill Winery & Vineyards during your travels to Middleburg. Discover the bars and entertainment venues in this trendy area.

Glenwood Park

Explore the great outdoors at Glenwood Park, a lovely green space in Middleburg. Visit the area's spas, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Middleburg?

You might be pleasantly surprised — you could find yourself in Middleburg for as low as $295. Allow Travelocity to save you money and time with our fantastic vacation packages. With flights, hotels and experiences all ready to be snapped up, what's stopping you?

How long should my Middleburg vacation be?

Most sightseers vacation in Middleburg for roughly 2 nights. That being said, travel is all about discovering hidden gems and creating unforgettable memories — why not book a few additional nights so you can do just that?

Where can I get the best vacation package deals for Middleburg?

There are amazing Middleburg package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Keep this in mind when you're ready to tick another place off your must-visit list.

Why should I book my Middleburg vacation bundle via Travelocity?

We make traveling the world easy. Whether you're seeking an amazing new place to roam around or want to ensure you get the best price on offer, we've got you covered. Our 24/7 customer care, quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Can I save on my Middleburg car rental if I combine it with hotels and flights?

Combining your flight, hotel and car into a Middleburg vacation package is the easiest way to land the best deal. Plus, having your own set of wheels gives you the freedom to find your way to all those landmarks you're itching to see. Located 40 mi from Middleburg, White House is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.

Which airport is best for Middleburg?

There's a very good chance you'll be arriving at Ronald Reagan Washington National Airport (DCA), located 40 mi east of inner Middleburg. Washington Dulles Intl. Airport (IAD) (16 mi away from central Middleburg) and Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (60 mi away from central Middleburg) are other options.

What is there to do in Middleburg?

While getting off the beaten track is no doubt rewarding, you shouldn't ignore the popular sights that make a place famous. Greenhill Winery & Vineyards and Cana Vineyards and Winery are a couple of them in Middleburg.

Where should I stay when visiting Middleburg?

If you're looking for someplace comfortable to lay your head, have a look at the Magnificent Middleburg Getaway: 2BR w Bucolic Views, Solar Power, & Nearby Shops. It's the top choice for many travelers.