Search for Cheap Deals on
Hotels in Middleburg

Choose from 999 Middleburg Hotel Deals

Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
  • 17 min walk from Greenhill Winery & Vineyards
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
Salamander Resort And Spa
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
  • 13 min walk from Greenhill Winery & Vineyards
Stay at this inn in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Red ...
9.6/10 Exceptional! (439 reviews)
"The room was wonderful and the property is stunning. Unfortunately our room was right next to the air condensers and kept waking us up. It was not a restful night. There were also not people available to help us with our bags when we arrived."

Reviewed on Jun 14, 2026

The Red Fox Inn & Tavern
Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

4 out of 5
2300 Dulles Corner Blvd Herndon VA
  • 14 min drive from Greenhill Winery & Vineyards
Book a stay at this golf hotel in Herndon. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,798 reviews)
"The property isn't well maintained. It was very difficult to turn off the shower so I called the front desk who sent a technician who used his strength to turn it off even though I said I can't do that"

Reviewed on Jun 22, 2026

Hyatt Regency Dulles International Airport
DoubleTree by Hilton Washington Dulles Airport

DoubleTree by Hilton Washington Dulles Airport

4 out of 5
13869 Park Center Rd Herndon VA
  • 16 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Herndon. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (1,015 reviews)
"All parking is pay only. Breakfast was not included in the packages offered on Expedia. It was an extra $22. Location to Dulles is good. The room was good, though the shower took an oddly long amount of time to get hot and looked like it wasn't updated in whatever renovations they obviously did ..."

Reviewed on Jun 22, 2026

DoubleTree by Hilton Washington Dulles Airport
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
  • 21 min drive from Greenhill Winery & Vineyards
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"The resort was gorgeous and well maintained. The proximity to various vineyards was perfect."

Reviewed on Jun 22, 2026

Lansdowne Resort and Spa
Courtyard by Marriott Dulles Airport Herndon

Courtyard by Marriott Dulles Airport Herndon

3 out of 5
13715 Sayward Blvd Herndon VA
  • 14 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Herndon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,007 reviews)
"Location perfect for airport"

Reviewed on Jun 22, 2026

Courtyard by Marriott Dulles Airport Herndon
Wingate by Wyndham Chantilly / Dulles Airport

Wingate by Wyndham Chantilly / Dulles Airport

3 out of 5
3940 Centerview Dr Chantilly VA
  • 19 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Chantilly. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and ...
8.2/10 Very Good! (1,481 reviews)
"Rooms and all the general places was like acidic environment cleaning chemical smell horrible no complimentary water even with such price. Staff was somehow helpful but the property was overall horrible. Seems the business owners doesn't belong to the hospitality business otherwise they would have ..."

Reviewed on Jun 21, 2026

Wingate by Wyndham Chantilly / Dulles Airport
Hilton Fairfax

Hilton Fairfax

3.5 out of 5
12777 Fair Lakes Cir Fairfax VA
  • 26 min drive from Greenhill Winery & Vineyards
Stay at this hotel in Fairfax. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,054 reviews)
"Staff was very friendly and accommodating. Room was clean and comfortable. Breakfast was delicious!!"

Reviewed on Jun 22, 2026

Hilton Fairfax
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd Herndon VA
  • 15 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Herndon. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (2,928 reviews)
"Front desk staff was very nice and efficient."

Reviewed on Jun 22, 2026

Hyatt Place Herndon Dulles Airport East
The Westin Reston Heights

The Westin Reston Heights

4 out of 5
11750 Sunrise Valley Dr Reston VA
  • 18 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Reston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,014 reviews)
"It was just okay. Quite outmoded. The elevator to the pool was broken and I had to use the stairs from the 8th floor. It was quite creepy. That made the fitness and pool area very creepy I didn’t feel safe. The pool area also didn’t seem fit for purpose. The hot tub was empty. The staff were friendly ..."

Reviewed on Jun 21, 2026

The Westin Reston Heights
The Westin Washington Dulles Airport

The Westin Washington Dulles Airport

4 out of 5
2520 Wasser Terrace Herndon VA
  • 14 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Herndon. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the ...
8.8/10 Excellent! (1,008 reviews)
"My room was unfortunately not super clean, the carpet was wet when we got there. No clue why that was. The amenities, in our case the television, did not work and technician had to come to the room. The robe in the bathroom had a stain on it which was not pleasant"

Reviewed on Jun 21, 2026

The Westin Washington Dulles Airport
Best Western Dulles Airport Inn

Best Western Dulles Airport Inn

2.5 out of 5
45440 Holiday Drive Sterling VA
  • 14 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,412 reviews)
"Good breakfast options"

Reviewed on Jun 22, 2026

Best Western Dulles Airport Inn
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 cheap hotels in Middleburg

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Middleburg hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middleburg.

Choosing the right hotel in Virginia has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middleburg’s 999 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $114. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Middleburg hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middleburg. No matter your reason for visiting Middleburg, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middleburg hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middleburg for as low as $114.

How many hotels are there in Middleburg?

With over 999 hotels in Middleburg, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $114.

How to find cheap car rentals in Middleburg?

Finding a cheap car rental deal in Middleburg is as easy as scoring cheap hotels in Middleburg. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.