Search for Cheap Deals on
Hotels in Middleburg

Check Last Minute Middleburg Hotel Deals

Tonight Mar 1 - Mar 2Next weekend Mar 6 - Mar 8

Choose from 986 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! (384 reviews)
For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ...

Reviewed on Feb 22, 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! (425 reviews)
Lovely, clean, and spacious cottage for a special girls weekend. Check in and parking were easy and delivery of delicious, free breakfast was a special touch. Shops and restaurants just steps away.

Reviewed on Feb 22, 2026

The Red Fox Inn & Tavern
Hyatt Regency Dulles

Hyatt Regency Dulles

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! (1,625 reviews)
Nice room for quick overnighter with Dulles travel.

Reviewed on Feb 28, 2026

Hyatt Regency Dulles
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd Herndon VA
  • 14 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! (2,751 reviews)
Yes

Reviewed on Mar 1, 2026

Hyatt Place Herndon Dulles Airport East
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! (1,001 reviews)
Everything great!

Reviewed on Feb 27, 2026

Courtyard by Marriott Dulles Airport Herndon
Hampton Inn & Suites Washington-Dulles International Airport

Hampton Inn & Suites Washington-Dulles International Airport

2.5 out of 5
22700 Holiday Park Drive Sterling VA
  • 14 min drive from Greenhill Winery & Vineyards
Stay at this hotel in Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,002 reviews)
Good staff close the airport

Reviewed on Mar 1, 2026

Hampton Inn & Suites Washington-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! (1,002 reviews)
Excellent rooms, spa, staff, everything. Very enjoyable stay. The only reason it is not 5 stars is because there isn't enough variety of food on the menus. Please offer more vegetarian options. But otherwise, wonderful stay!

Reviewed on Feb 25, 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! (1,048 reviews)
Clean room. Quick check in. Would stay again if needed.

Reviewed on Feb 28, 2026

Holiday Inn Washington-Dulles International Airport by IHG
HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

3 out of 5
45520 Dulles Plz 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 an outdoor pool. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,005 reviews)
Quiet, full breakfast and nice staff

Reviewed on Mar 1, 2026

HYATT house Sterling/Dulles Airport-North
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
  • 11 min drive from Greenhill Winery & Vineyards
Book a stay at this business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,001 reviews)
Staff was very friendly, always enjoy this property.

Reviewed on Feb 23, 2026

Hilton Garden Inn Dulles North
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 ...
9/10 Wonderful! (1,004 reviews)
The room was excellent in every way. The staff both at the front desk and housekeeping were very accommodating and welcoming. However, I have saved the best for last. The waiter for the morning buffet went above and beyond to help us. My wife left her earrings wrapped in a napkin so she could transport ...

Reviewed on Mar 1, 2026

The Westin Reston Heights
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! (1,429 reviews)
The bathroom shower had up soap scum and the bathroom vanity had something that had dripped down on the bottom edge. Otherwise the room was clean. The sheets and pillowcases had burn marks, probably from the cleaning process, but it looked bad. Our room keys only worked once and then had to be replaced ...

Reviewed on Mar 1, 2026

Wingate by Wyndham Chantilly / 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 986 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 $113. 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 $113.

How many hotels are there in Middleburg?

With over 986 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 $113.

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.