A sunrise over a mountainous landscape with layers of clouds.

Middleburg Vacations from $280

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Your Middleburg Vacation

With every last detail planned before you go away, our Middleburg vacation packages mean you can focus more on letting the good times roll. Whether you stay in the neighborhood of Stone Ridge, which is good for walking, or someplace else in town, this lively city promises a world of discoveries. You'll want to take in the sights during your trip to Middleburg. Carve out some time for major attractions such as Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards. A few quick clicks is all it takes to put together the ultimate Middleburg vacation on Expedia.

The Latest Middleburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 25

    Convention center Indoor free parking + Flight

    Downtown Baltimore
    5 nights
    4.0 star property
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop BWI - ATL • Nonstop
    $453
    $280
    per traveler
    found 1 day ago
    Convention center Indoor free parking
  • Jan 20 - Jan 25

    Eurostars Saint Gregory Dupont Circle Georgetown + Flight

    Downtown Washington D.C.
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,005 reviews)
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop BWI - ATL • Nonstop
    Save 100% on your flight
    $681
    $425
    per traveler
    found 1 day ago
    Eurostars Saint Gregory Dupont Circle Georgetown
  • Feb 4 - Feb 7

    The Potomac Hotel, Autograph Collection + Flight

    Southwest
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,062 reviews)
    "This a beautiful property! Rooms are huge! Great place to stay."
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop IAD - ATL • Nonstop
    $731
    $472
    per traveler
    found 1 day ago
    The Potomac Hotel, Autograph Collection
  • Feb 4 - Feb 7

    Sofitel Washington DC Lafayette Square + Flight

    Downtown Washington D.C.
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,300 reviews)
    "Rooms were short on closet space and no dressers to put clothes for an 8 day stay"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop IAD - ATL • Nonstop
    $575
    $374
    per traveler
    found 1 day ago
    Sofitel Washington DC Lafayette Square
  • Jan 20 - Jan 25

    The Hotel at Arundel Preserve + Flight

    Arundel Mills
    5 nights
    3.5 star property
    9.4/10 - Exceptional (2,033 reviews)
    "Clean room just wish parking was free for guests"
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop BWI - ATL • Nonstop
    $498
    $324
    per traveler
    found 1 day ago
    The Hotel at Arundel Preserve

Where to stay in and around Middleburg

Discover the charm of Middleburg, an elegant hideaway nestled in wine country. Experience the mystique of Middleburg while exploring nearby mountain towns, perfect for outdoor adventures and relaxation. Whether you're seeking culture or scenic views, visiting Middleburg promises an unforgettable getaway.

Ashburn

For travelers seeking a family-friendly destination, Ashburn is the perfect base to explore the natural beauty and vibrant activities of the region. Visitors can enjoy the serene landscapes at Ashburn Park, delve into aviation history at the Steven F. Udvar-Hazy Center, or attend events at the National Conference Center. Located about 14 miles by car from Middleburg, Ashburn offers a seamless blend of recreational and urban experiences, making it a smart choice for your stay.

Leesburg

Experience the charm of Leesburg, an excellent hub for travelers seeking a family-friendly weekend getaway or a nature escape. With attractions like the historic Morven Park, the National Conference Center, and Ashburn Park, visitors can enjoy a blend of outdoor activities and cultural experiences. Located about 14 miles by car from Middleburg, Leesburg offers easy access to its recreational areas and shopping venues, making it a smart choice for your stay in Virginia.

Aldie

If you are a weekend getaway traveler, look no further than Aldie, which features a charming mix of outdoor activities and city experiences. Here, you can explore the serene Aldie Mill Historic Park, shop at local centers, or visit the fascinating Steven F. Udvar-Hazy Center. With its close proximity to Middleburg, about a 6-mile drive, Aldie offers a relaxing retreat while remaining easily accessible. Choosing Aldie for your stay ensures a memorable vacation filled with adventure and tranquility.

Dover

Immerse yourself in Dover, where family travelers can easily access the charming Middleburg Historic District, explore the serene Aldie Mill Historic Park, and appreciate the local talent at Red Fox Fine Art. Nestled in Middleburg, Dover provides a perfect base for a weekend getaway or a nature-filled retreat. With its inviting atmosphere and rich history, booking a stay in Dover ensures a memorable experience in this picturesque village.

Zulla

Looking for the perfect spot? Zulla is ideal for history enthusiasts, nature lovers, and weekend getaway seekers. With attractions like Sherwood Lake for serene outdoor moments, the charming Middleburg Historic District for a taste of local heritage, and Red Fox Fine Art for artistic inspiration, Zulla offers a delightful escape. Located about 8 miles by car from Middleburg, it provides easy access to the area's vibrant culture while ensuring a peaceful retreat, making it a smart hotel choice for your vacation.

Discover the most popular places to visit in Middleburg

What to do in Middleburg

Middleburg Hotel Deals

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.

Frequently Asked Questions

What's the best vacation package for Middleburg?

For a romantic Middleburg vacation package, consider a stay at the 4-star Goodstone Inn & Restaurant, rated 9.4 out of 10. This property, about 2 miles from central Middleburg, offers a hot tub, outdoor pool, and a bar/lounge, with travelers frequently praising its beautiful facilities and delicious food.


If you're seeking a luxury Middleburg vacation package, the 5-star Salamander Resort And Spa, rated 9.1 out of 10, is an excellent choice. Located about a 10-minute walk from central Middleburg, it features a spa, indoor and outdoor pools, and a bar/lounge, with guests often describing their overall stay as perfect and highlight the lovely facilities.


Families looking for the best vacation packages in Middleburg can also find a great option at Salamander Resort And Spa. This resort offers family rooms, a game room, and both indoor and outdoor pools, making it well-suited for all ages, and travelers frequently note the spacious rooms and delicious breakfast.

How can I save money on a Middleburg vacation package?

When you bundle, you can save up to 30%*. To save money on a Middleburg package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What are the top things to do in Middleburg?

Middleburg, a charming outdoor and nature destination, offers a variety of activities for your Middleburg vacation:


Browse and book things to do in Middleburg on Expedia.

Do you need to rent a car in Middleburg, or is public transport enough?

For Middleburg vacation packages with flights, a rental car is highly recommended for exploring this outdoor and nature destination. Middleburg is primarily served by U.S. Route 50, which connects it to other towns and attractions, making a car the most flexible option for reaching sights spread across the area.


While some hotels, like the 5-star Salamander Resort And Spa and the 4-star Goodstone Inn & Restaurant, offer airport shuttle services to and from Washington, DC (DCA-Ronald Reagan Washington National) and Washington Dulles Intl. (IAD), having your own vehicle allows for independent day trips to places like Harpers Ferry National Historical Park or the various vineyards.

Are Middleburg vacation package hotels conveniently located?

Middleburg vacation package hotels offer convenient access to the town's attractions, with many properties located within easy reach of central Middleburg.


Salamander Resort And Spa, a 5-star property rated 9.1 out of 10, is about a 10-minute walk from central Middleburg, offering spacious rooms and lovely facilities, praised by travelers for its perfect overall experience. The Red Fox Inn & Tavern is about a 5-minute walk from central Middleburg, with guests highlighting its great location and beautiful rooms. For a stay slightly outside the immediate center, Goodstone Inn & Restaurant, a 4-star inn rated 9.4 out of 10, is located about 2 miles from central Middleburg and is noted for its beautiful facilities and attentive staff.


Choosing a package hotel in Middleburg means you'll be well-situated to explore the area's charm and natural beauty.

Can I change or cancel my Middleburg vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Middleburg vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Middleburg vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Middleburg vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Middleburg?

To find last-minute vacation packages to Middleburg, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Middleburg vacation packages?

Free cancellation on a Middleburg vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Middleburg vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Middleburg getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Middleburg vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.