Search for Cheap Deals on
Hotels in Middleburg

Check Last Minute Middleburg Hotel Deals

Tonight Apr 25 - Apr 26Next weekend May 1 - May 3

Choose from 990 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! (392 reviews)
Nice relaxing place! Excellent staff. Unnecessarily expensive and a little dated.

Reviewed on Apr 20, 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! (432 reviews)
Very nice

Reviewed on Apr 23, 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 Hunter Mill. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,694 reviews)
Yes

Reviewed on Apr 25, 2026

Hyatt Regency Dulles International 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)
We Love this Resort from the accommodations to the staff we had an awesome experience

Reviewed on Apr 19, 2026

Lansdowne Resort and Spa
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! (1,066 reviews)
The shuttle bus driver was good and professional to help me get to the hotel. But when I was checking in, I was told I checked in already! 🤔. They made mistakes to check in someone else to my reservation and called them to come to the front desk at 12:30 Am to change room!! That was terrible!! The ...

Reviewed on Apr 24, 2026

Holiday Inn Washington-Dulles International Airport by IHG
HomeTowne Studios by Red Roof Chantilly

HomeTowne Studios by Red Roof Chantilly

2 out of 5
4504 Brookfield Corporate Dr Chantilly VA
  • 20 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Chantilly. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fair Oaks Mall and Chantilly ...
6.2/10 (984 reviews)
The room was dirty with stains on it. Will not recommend

Reviewed on Apr 21, 2026

HomeTowne Studios by Red Roof Chantilly
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 Hunter Mill. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.4/10 Very Good! (2,848 reviews)
Please fix the light display of the elevator buttons. When someone pushes the button for one floor, all the buttons light up. Also, the first floor ATM has been without money for months. Is it broken? Otherwise, no issues.

Reviewed on Apr 23, 2026

Hyatt Place Herndon Dulles Airport East
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 WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,439 reviews)
It was great. Thanks

Reviewed on Apr 24, 2026

Wingate by Wyndham Chantilly / Dulles Airport
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 Hunter Mill. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,007 reviews)
I had a really good stay here! The staff was so very helpful and answered all of my questions. The room was very nice! The bed….. AMAZING!!!

Reviewed on Apr 24, 2026

The Westin Reston Heights
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 Hunter Mill. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (1,004 reviews)
Clean rooms. Quiet.

Reviewed on Apr 23, 2026

Courtyard by Marriott Dulles Airport Herndon
Sonesta ES Suites Fairfax Fair Lakes

Sonesta ES Suites Fairfax Fair Lakes

3 out of 5
12815 Fair Lakes Pkwy Fairfax VA
  • 26 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Fairfax. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (1,001 reviews)
I had a pleasurable stay. The room was well appointed and well designed mattress was just right and the room was clean and updated. I will stay again for sure.

Reviewed on Apr 23, 2026

Sonesta ES Suites Fairfax Fair Lakes
Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport

3 out of 5
23000 Indian Creek Dr Sterling VA
  • 13 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 ...
9.2/10 Wonderful! (1,001 reviews)
Nice and clean property in a quiet neighborhood. The room was spacious with a comfortable bed and a large flat TV. Nothing around the place except for a couple of restaurants, otherwise you need a transportation. The shuttle service from/to the airport was a bonus. It's recommended for a layover ...

Reviewed on Apr 21, 2026

Fairfield Inn & Suites by Marriott at 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 990 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 $91. 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 $91.

How many hotels are there in Middleburg?

With over 990 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 $91.

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.