Photo by Stephanie Sutton

Hotels in Middleburg

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Where to stay in Middleburg?

Outdoor dining
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (410)
The price is $335
$382 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Red Fox Inn & Tavern
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.
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Budget hotels in Middleburg and vicinity

Property grounds
Motel 6 Charles Town, WV

Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (760)
The price is $59
$67 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Motel 6 Charles Town, WV
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.
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When is the best time to visit Middleburg?

Our prices for hotels in Middleburg are cheapest in February
Price trends for hotels in Middleburg
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Middleburg
December
High crowds
High 7°C / low 0°C. Partly sunny.
View properties in December
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December, High crowds, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
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11°
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March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, Low crowds, average high temperature 18 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, High crowds, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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28°
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June, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 31 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, High crowds, average high temperature 12 degrees Celsius, average low temperature 3 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Middleburg

Downtown

Middleburg's Downtown neighborhood is home to attractions such as Middleburg Historic District and Tudor Day Spa.

Top landmarks in Middleburg

Red Fox Fine Art

5.0/5 (4 reviews)
If you like art, you might want to check out the upcoming exhibitions at Red Fox Fine Art in Downtown and see if there's something that takes your fancy. If you want to see more of the art galleries in Middleburg, you can easily walk to The Byrne Gallery.
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Greenhill Winery & Vineyards

4.5/5 (15 reviews)
Travelers might want a tour of Greenhill Winery & Vineyards, just one of the places to visit, and located 1.7 mi (2.8 km) from central Middleburg.
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Learn more about Middleburg

Middleburg is applauded for its cultural attractions such as Red Fox Fine Art and The Byrne Gallery. Visitors speak highly of this city's restaurants and scenic setting with sights including Middleburg Historic District and Greenhill Winery & Vineyards.

See all hotels in Middleburg
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
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Check out reviews of Middleburg hotels guests love

Hyatt House Herndon/Reston

Hyatt House Herndon/Reston

10/10 Excellent
"Clean room, friendly staff, and amenities."
Gloria 2-night trip
Posted 2 days ago
Hyatt House Herndon/Reston

Frequently asked questions

What accommodations do travelers like in Middleburg?
Goodstone Inn & Restaurant, The Red Fox Inn & Tavern and Salamander Resort And Spa are all accommodations that are popular with guests.
Can I book a refundable hotel in Middleburg?
If you need the flexibility to change your travel plans to Middleburg, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Middleburg if I want a vacation home instead of a hotel?
Browse 12 vacation homes on our site. You can also consider one of the 7 cottages for your trip.
What will the weather in Middleburg be like during my vacation?
July and August are typically the warmest months in Middleburg when the average temp is 73°F. January and February are the coldest months when the average temperature is 37°F. September and May are the months with the most rain.
Why should I book my Middleburg hotel through Hotels.com?
There are lots of reasons to book your Middleburg trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.