Search for Cheap Deals on
Hotels in Middleburg

Choose from 998 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 ...
9.2/10 Wonderful! (399 reviews)
"Beautiful stay all around!"

Reviewed on May 29, 2026

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! (438 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! (1,780 reviews)
"Clean and convenient"

Reviewed on Jun 18, 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! (1,002 reviews)
"Great place to stay when I work in this area. I’ve stayed multiple times."

Reviewed on Jun 17, 2026

DoubleTree by Hilton Washington Dulles Airport
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! (1,000 reviews)
"The bathroom setup was awkward. The glass for the shower is on the wrong side. Anytime anyone took a shower, the floor pretty much was extremely soaked/flooded. Constantly used up so many towels."

Reviewed on Jun 14, 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! (1,492 reviews)
"The room was fairly clean. They had us in 2 full size beds when they were supposed to be 2 queen. Also breakfast was mid, only eggs, toast, yogurt, waffles you can make. NO MEAT!!!! Sorry everyone is not vegetarian. Had just TV. Could not get Netflix. This hotel is behind in the times. Really need ..."

Reviewed on Jun 17, 2026

Wingate by Wyndham Chantilly / 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! (1,000 reviews)
"Rooms were clean, bar staff was great"

Reviewed on Jun 14, 2026

Lansdowne Resort and Spa
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! (2,912 reviews)
"The A/C in the room didn't worked and the fan from A/C was making horrible sound. The shower in the bathroom was horrible. The water doesn't even come as shower but as just a thin stream of water coming from a spigot. It's not even worth taking shower in that bathroom.... simple terrible..."

Reviewed on Jun 18, 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! (1,005 reviews)
"I wasn’t fond of location but the hotel was clean."

Reviewed on Jun 18, 2026

The Westin Reston Heights
Holiday Inn Washington-Dulles International Airport by IHG

Holiday Inn Washington-Dulles International Airport by IHG

3.5 out of 5
45425 Holiday Drive Sterling VA
  • 14 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Sterling. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,087 reviews)
"The elevator, bathrooms and second floor smelled like baby poop. It was terrible. The room floors was dirty but the sheets were clean. Pool was closed until a life guard was on duty.."

Reviewed on Jun 16, 2026

Holiday Inn Washington-Dulles International Airport by IHG
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! (1,399 reviews)
"Conveniently located with outstanding front desk staff. Easy to get to Dulles or Auburn or Reston close access to major freeways."

Reviewed on Jun 17, 2026

Best Western Dulles Airport Inn
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! (1,002 reviews)
"One of my favorite hotels. It’s always clean and the staff is super friendly! Bonus is the shuttle to Dulles airport"

Reviewed on Jun 18, 2026

The Westin Washington Dulles Airport
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 998 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 998 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.