Search for Cheap Deals on
Hotels in Middleburg

Photo by Stephanie Sutton

Choose from 970 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! (372 reviews)
.

Reviewed on Dec 7, 2025

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! (406 reviews)
Room was clean, service was great, staff very friendly, and breakfast brought to our room was the icing on the cake.

Reviewed on Dec 18, 2025

The Red Fox Inn & Tavern
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! (1,004 reviews)
The initial staff member at the desk for our check-in was very professional and knowledgeable. The room was excellent and clean and very comfortable. Breakfast was great and the morning desk staff was very pleasant. The airport shuttle driver was helpful and very pleasant also. On my next trip to ...

Reviewed on Dec 17, 2025

HYATT house Sterling/Dulles Airport-North
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 ...
8.2/10 Very Good! (2,665 reviews)
Airport shuttle good

Reviewed on Dec 17, 2025

Hyatt Place Herndon Dulles Airport East
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! (1,515 reviews)
Great stay !!!

Reviewed on Dec 14, 2025

Hyatt Regency Dulles
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 ...
8/10 Very Good! (1,414 reviews)
Hotel staff was great, cleanliness is A+, will recommend and visit again.

Reviewed on Dec 15, 2025

Wingate by Wyndham Chantilly / Dulles Airport
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! (1,000 reviews)
Room was clean and staff was very helpful.

Reviewed on Dec 14, 2025

Hilton Garden Inn Dulles North
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 ...
8.2/10 Very Good! (1,321 reviews)
Very basic but affordable, convenient, clean and completely serviceable. Will stay again if flying to/from Dulles.

Reviewed on Dec 18, 2025

Best Western Dulles Airport Inn
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 ...
8.6/10 Excellent! (1,027 reviews)
Courteous staff, clean and quiet room and the hotel shuttle is an excellent perk! Highly recommend.

Reviewed on Dec 16, 2025

Holiday Inn Washington-Dulles International Airport by IHG
Hilton Washington Dulles Airport

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 ...
8/10 Very Good! (1,001 reviews)
Awesome

Reviewed on Dec 15, 2025

Hilton Washington Dulles Airport
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 ...
9/10 Wonderful! (1,008 reviews)
No Hot tube yse.

Reviewed on Dec 23, 2025

Hampton Inn & Suites Washington-Dulles International Airport
La Quinta Inn & Suites by Wyndham Manassas Battlefield

La Quinta Inn & Suites by Wyndham Manassas Battlefield

3 out of 5
6950 Nova Way Manassas VA
  • 30 min drive from Greenhill Winery & Vineyards
Stay at this hotel in Manassas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.2/10 Good! (1,001 reviews)
The rooms and main area by the lobby were very clean. Over time they are slimmed down their continental breakfast to mostly bead and yogurt.

Reviewed on Dec 16, 2025

La Quinta Inn & Suites by Wyndham Manassas Battlefield
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 970 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 $78. 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 $78.

How many hotels are there in Middleburg?

With over 970 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 $78.

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.