Title: Discover Middleburg Vacation Packages | Flights & Places to Stay | Expedia.com [Middleburg Travel Guide](https://expedia.com/Middleburg.dx55837)[Hotels in Middleburg](https://expedia.com/Middleburg-Hotels.d55837.Travel-Guide-Hotels)[Vacation Rentals in Middleburg](https://expedia.com/Middleburg-Vacation-Rentals.d55837.Travel-Guide-VacationRentals)[Flights to Middleburg](https://expedia.com/Cheap-Flights-To-Middleburg.d55837.Travel-Guide-Flights)[Things to do in Middleburg](https://expedia.com/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities)[Car Rentals in Middleburg](https://expedia.com/Car-Rentals-In-Middleburg.d55837.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55837/035eff7a-dec7-4c43-8534-b04184b77b25.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middleburg Vacations from $247 ## Book a Hotel + Flight or Car together to unlock savings Photo by Erica R Hopper - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Greenhill-Winery-Vineyards-Middleburg.d553248621532661879.Vacation-Attraction), [Cana Vineyards and Winery](https://www.expedia.com/Cana-Vineyards-And-Winery-Middleburg.d553248621532661900.Vacation-Attraction) and [Chrysalis Vineyards](https://www.expedia.com/Chrysalis-Vineyards-Middleburg.d553248621532661899.Vacation-Attraction). 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. ![Beacon Hotel & Corporate Quarters](https://images.trvl-media.com/lodging/1000000/10000/7100/7069/0681397f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Hotel & Corporate Quarters Downtown Washington D.C. Save 100% on your flight $247 per person May 8 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 7.6/10 Good! (1,022 reviews) The room was comfortable, clean and the staff were friendly. Reviewed on Feb 6, 2026 ![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/a1ea6b4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Washington D.C. - The Wharf by IHG Southwest Save 100% on your flight $515 per person May 8 - May 11 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (1,005 reviews) Everything was excellent! Reviewed on Jan 25, 2026 ![The Churchill Hotel near Embassy Row](https://images.trvl-media.com/lodging/1000000/10000/7100/7004/55f14a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Churchill Hotel near Embassy Row Northwest Save 100% on your flight $565 per person Apr 9 - Apr 13 found 18 hours ago Roundtrip flight included Boston (BOS) to Washington (DCA) 8.8/10 Excellent! (1,915 reviews) I loooooove it! Convenience, elegant, historical, quiet and amazing, staff nice and courteous 💯 Reviewed on Feb 12, 2026 ![The Jefferson, Washington, DC](https://images.trvl-media.com/lodging/1000000/30000/26400/26349/2d8e2556_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Jefferson, Washington, DC Downtown Washington D.C. Save 100% on your flight $1,232 per person Mar 25 - Mar 30 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.8/10 Exceptional! (982 reviews) The Jefferson absolutely lived up to and exceeded its stellar reputation. From the moment we arrived, the experience was exceptional. The room was immaculate, beautifully appointed, and incredibly comfortable. What truly set this hotel apart, though, was the service. Every single staff member we came into contact with greeted us warmly — genuinely welcoming, not scripted. The highlight was when the manager personally came to our room to wish my wife a happy birthday and surprised her with macaroons and a handwritten birthday card. That level of thoughtfulness made the stay feel personal and unforgettable. Even small details didn’t go unnoticed. The doorman took the initiative to make sure our Uber pulled fully into the hotel driveway so we wouldn’t have to step out into the cold such a simple gesture, but it spoke volumes about their attentiveness and care. We could not have been more impressed. This is hospitality done right elegant, warm, and intentional. We will absolutely be back. Reviewed on Feb 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Middleburg [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-13/2026-03-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DCA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_55837) ### Discover the most popular places to visit in Middleburg ![Red fox in winter, Japan. Red Fox in winter landscape. Japanese winter landscape with the animal.](https://images.trvl-media.com/place/553248621532661874/ca8e16e6-f8da-4ef0-926a-3cb5c9c97ab8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Red Fox Fine Art You can spend an afternoon studying the exhibits at Red Fox Fine Art during your travels in Middleburg. Visit the area's spas, or simply enjoy its restaurants. [](https://expedia.com/Red-Fox-Fine-Art-Downtown.d553248621532661874.Vacation-Attraction) ![Tranquil Glenwood Pond landscape with water dam, green forest hill, and white summer cloudscape in Prince Edward Island, Canada](https://images.trvl-media.com/place/553248621532661869/c3ccace8-4825-4634-986a-be1dcd14cb71.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Glenwood-Park-Middleburg.d553248621532661869.Vacation-Attraction) #### 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. [](https://expedia.com/Greenhill-Winery-Vineyards-Middleburg.d553248621532661879.Vacation-Attraction) ### What to do in Middleburg ![Leesburg Premium Outlets Shopping Tour](https://mediaim.expedia.com/localexpert/44924891/52528d35-5632-4578-9fc5-a05d210259cc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Leesburg Premium Outlets Shopping Tour $90 per adult [](https://expedia.com/things-to-do/leesburg-premium-outlets-shopping-tour.a44924891.activity-details) ![Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade](https://mediaim.expedia.com/localexpert/48504181/69df4c35-30fd-401e-bc9c-3fcb4493b2da.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade $110 per adult [](https://expedia.com/things-to-do/3-va-wineries-day-trip-with-optional-tasting-inclusive-upgrade.a48504181.activity-details) ![Virginia Wineries Tour](https://mediaim.expedia.com/localexpert/50800998/5260bc5d-0d11-4e48-8790-178ba23a402c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Virginia Wineries Tour $250 per traveler [](https://expedia.com/things-to-do/virginia-wineries-tour.a50800998.activity-details) [See all activities in Middleburg](https://expedia.com/things-to-do/search?rid=55837) ## Middleburg Hotel Deals ![18th Century Stone Cottage minutes from historic Middleburg](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/e5d7776a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 18th Century Stone Cottage minutes from historic Middleburg Middleburg VA $367 nightly $394 total Feb 18 - Feb 19 Total with taxes and fees 9.8/10 Exceptional! (55 reviews) Loved out stay! Reviewed on Dec 26, 2025 [](https://expedia.com/Hotel-Search?startDate=2%2F18%2F2026&endDate=2%2F19%2F2026&selected=93510450&PinnedHotelID=93510450&HadPinnedHotel=true®ionId=55837) ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Salamander Resort And Spa 500 North Pendleton Street Middleburg VA Fully refundableReserve now, pay when you stay $641 nightly $730 total Feb 23 - Feb 24 Total with taxes and fees 9/10 Wonderful! (378 reviews) Room was awesome, amazing experiences at the resort and really great customer service Reviewed on Jan 18, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=6022232&PinnedHotelID=6022232&HadPinnedHotel=true®ionId=55837) ![The Red Fox Inn & Tavern](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/6cb6a218_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Red Fox Inn & Tavern 2 E Washington St Middleburg VA $345 nightly $394 total Feb 16 - Feb 17 Total with taxes and fees 9.4/10 Exceptional! (424 reviews) Room was wonderful except the thermostat did not work and the room became very hot. Had to open a window. No screen on the window either. Would have been nice to have a refrigerator in the room too. Loved the ice which was in the room and delivered again. Room was lovely though. Not a big fan of ... Reviewed on Jan 29, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=32431174&PinnedHotelID=32431174&HadPinnedHotel=true®ionId=55837) [See all 993 properties in Middleburg](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F14%2F2026&endDate=2%2F15%2F2026®ionId=55837) 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. ## Find the Best Middleburg Vacation Packages ## Middleburg Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Washington Dulles Intl. Airport (IAD) | | Population | 810 | | Max Temp Winter | 40ºF | | Max Temp Summer | 85ºF | | Top Sights | [Greenhill Winery & Vineyards](https://www.expedia.com/Greenhill-Winery-Vineyards-Middleburg.d553248621532661879.Vacation-Attraction), [Chrysalis Vineyards](https://www.expedia.com/Chrysalis-Vineyards-Middleburg.d553248621532661899.Vacation-Attraction) and [Cana Vineyards and Winery](https://www.expedia.com/Cana-Vineyards-And-Winery-Middleburg.d553248621532661900.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Middleburg vacation package cost? ### What are the cheapest months to go to Middleburg? ### How many days is enough for Middleburg? ### Is it worth booking a vacation package to Middleburg? ### How to find the best Middleburg package deals? ### Is it cheaper to book a Middleburg vacation as a package? ### When to book a vacation package to Middleburg? ### How to plan a trip to Middleburg? > 1. Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Middleburg. > 2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Middleburg. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Middleburg: Research every aspect of your trip to Middleburg with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings. > 4. Work out your trip length: Think about how much time you'd like to spend exploring Middleburg. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing. > 5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Middleburg vacation package. > 6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on Middleburg's best offerings. Find all the incredible [things to do in Middleburg](https://www.expedia.com/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities) with our dedicated activity guide. ### Does Expedia offer Book Now, Pay Later Middleburg vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near The Byrne Gallery ](https://www.expedia.com/The-Byrne-Gallery-Hotels.0-l553248621532661875-0.Travel-Guide-Filter-Hotels) - [Hotels near Tudor Day Spa ](https://www.expedia.com/Tudor-Day-Spa-Hotels.0-l553248621532661871-0.Travel-Guide-Filter-Hotels) - [Hotels near National Sporting Library & Museum ](https://www.expedia.com/National-Sporting-Library-Museum-Hotels.0-l553248621532661872-0.Travel-Guide-Filter-Hotels) - [Hotels near The Boxwood Winery ](https://www.expedia.com/The-Boxwood-Winery-Hotels.0-l553248621532661867-0.Travel-Guide-Filter-Hotels) - [Hotels near Greenhill Winery & Vineyards ](https://www.expedia.com/Greenhill-Winery-Vineyards-Hotels.0-l553248621532661879-0.Travel-Guide-Filter-Hotels) - 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[Oak Hill Plantation ](https://www.expedia.com/Oak-Hill-Plantation-Aldie.d6093219.Vacation-Attraction) - [Visit Philomont ](https://www.expedia.com/Philomont.dx3000460608) - [Oatlands Historic House & Gardens ](https://www.expedia.com/Oatlands-Historic-House-Gardens-Leesburg.d553248621533116510.Vacation-Attraction) - [Loudoun Museum ](https://www.expedia.com/Loudoun-Museum-Leesburg.d553248621533116509.Vacation-Attraction) - [Morven Park ](https://www.expedia.com/Morven-Park-Leesburg.d553248621533116511.Vacation-Attraction) - [Visit Rectortown ](https://www.expedia.com/Rectortown.dx3000355260) - [Oatlands Historic House and Gardens ](https://www.expedia.com/Oatlands-Historic-House-And-Gardens-Leesburg.d6221542.Vacation-Attraction) - [Visit The Plains ](https://www.expedia.com/The-Plains.dx3000460694) - [Stone Tower Winery ](https://www.expedia.com/Stone-Tower-Winery-Leesburg.d553248633992315417.Vacation-Attraction) - [Visit Upperville ](https://www.expedia.com/Upperville.dx184116) - [Evergreen Mills Equestrian and Hiking Trail ](https://www.expedia.com/Evergreen-Mills-Equestrian-And-Hiking-Trail-Leesburg.d553248621532661973.Vacation-Attraction) - [Marshall Vacations ](https://www.expedia.com/Marshall.d553248633272644103.Destination-Travel-Guides) - [Loudoun County Vacations ](https://www.expedia.com/Loudoun-County.d3000391184.Destination-Travel-Guides) - [RdV Vineyards ](https://www.expedia.com/RdV-Vineyards-Delaplane.d553248621532661862.Vacation-Attraction) - [Car rentals near Dover ](https://www.expedia.com/Car-Rentals-In-Dover.d553248635975851180.Car-Rental-Guide) - [Car rentals near Zulla ](https://www.expedia.com/Car-Rentals-In-Zulla.d553248635975865924.Car-Rental-Guide) - [Car rentals near Aldie ](https://www.expedia.com/Car-Rentals-In-Aldie.d553248622877094266.Car-Rental-Guide) - [Car rentals near Philomont ](https://www.expedia.com/Car-Rentals-In-Philomont.d3000460608.Car-Rental-Guide) - [Car rentals near Bloomfield ](https://www.expedia.com/Car-Rentals-In-Bloomfield.d553248635975869306.Car-Rental-Guide) - [Car rentals near Rectortown ](https://www.expedia.com/Car-Rentals-In-Rectortown.d3000355260.Car-Rental-Guide) - [Car rentals near The Plains ](https://www.expedia.com/Car-Rentals-In-The-Plains.d3000460694.Car-Rental-Guide) - 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