Middleburg Vacation Packages 2025/2026 from $308

Middleburg flight + hotel vacation packages

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

La Quinta Inn & Suites by Wyndham Manassas Va-Dulles Airport

$308

per person

Sep 23 - Sep 27

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

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

Hilton McLean Tysons Corner

Save 100% on your flight

$678

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and concierge services and wedding services are also offered.

Serene DC-Area Apartments

Crystal City

Save 100% on your flight

$891

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

This apartment features a 24-hour gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking and barbecue grills are also offered on site.

Hilton Garden Inn Reagan National Airport

Crystal City

$348

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

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. Self parking, express check-in, and express check-out are also offered.

Washington Dulles Marriott Suites

$524

per person

Sep 23 - Sep 27

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Free self parking, a coffee shop, and limo/town car service are also offered.

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 1 - Sep 2

Total includes 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

$95 nightly

$109 total

Aug 26 - Aug 27

Total includes 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

Reserve now, pay when you stay

$111 nightly

$128 total

Aug 23 - Aug 24

Total includes 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

Holiday Inn Washington-Dulles International Airport by IHG

45425 Holiday Drive, Sterling, VA

Free Cancellation

$132 nightly

$150 total

Sep 1 - Sep 2

Total includes 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

Hilton Fairfax

12777 Fair Lakes Cir, Fairfax, VA

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$129 total

Aug 29 - Aug 30

Total includes 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

Wingate by Wyndham Chantilly / Dulles Airport

3940 Centerview Dr, Chantilly, VA

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$111 total

Sep 1 - Sep 2

Total includes taxes and fees

This hotel features 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. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

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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

3.5/5(3 reviews)

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

Glenwood Park

5/5(1 review)

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 $308. 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.