Photo by Stephanie Sutton

Search Hotels with Connecting Rooms in Middleburg

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middleburg Hotels with Connecting Rooms

Our top choices for Middleburg hotels with connecting rooms

Outdoor dining
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (404)
"Such a lovely place to stay. We enjoyed our time at the Red Fox."
United States
Andrew
The price is 16.393.752 ₫
18.688.851 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Red Fox Inn & Tavern
Exterior
Salamander Resort And Spa

Salamander Resort And Spa

Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (372)
"."
Canada
Ivanti
The price is 14.086.015 ₫
17.425.585 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Salamander Resort And Spa
Exterior
Tru by Hilton Manassas

Tru by Hilton Manassas

Tru by Hilton Manassas
2.5 star property
Manassas
9.4 out of 10, Exceptional, (498)
"Hotel was nice"
United States
Ashley
The price is 2.316.952 ₫
2.641.325 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Tru by Hilton Manassas
Indoor pool
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town
2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1000)
"Great stay for a quick day trip to visit family. "
United States
Barbara
The price is 2.696.090 ₫
3.019.620 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Charles Town
Terrace/patio
Courtyard by Marriott Dulles Airport Herndon

Courtyard by Marriott Dulles Airport Herndon

Courtyard by Marriott Dulles Airport Herndon
3.0 star property
Herndon
9.0 out of 10, Wonderful, (1003)
"Great place to stay "
United States
hend
The price is 2.185.307 ₫
2.513.102 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Dulles Airport Herndon
Terrace/patio
Hilton Fairfax

Hilton Fairfax

Hilton Fairfax
3.5 star property
Fairfax
8.8 out of 10, Excellent, (1023)
"Wonderful overnight stay"
United Kingdom
tracey
The price is 2.401.205 ₫
2.761.388 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Fairfax
Breakfast and dinner served, American cuisine
The Westin Reston Heights

The Westin Reston Heights

The Westin Reston Heights
4.0 star property
Reston
9.0 out of 10, Wonderful, (1000)
"Perfect spot close to the airport and our conference.. shopping center close and Lyft drivers know how to get there!! The bar and restaurant was good and they had a salsa dancing night to enjoy!"
United States
Kyle
The price is 3.001.506 ₫
3.451.732 ₫ total
includes taxes & fees
19 Dec - 20 Dec
The Westin Reston Heights
Courtyard
Homewood Suites by Hilton Reston

Homewood Suites by Hilton Reston

Homewood Suites by Hilton Reston
3.0 star property
Reston
9.6 out of 10, Exceptional, (675)
"We enjoyed two night stay at this hotel."
United States
Pratap
The price is 2.615.260 ₫
3.007.550 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Homewood Suites by Hilton Reston
Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Single Sofabed) | In-room safe, desk, laptop workspace, iron/ironing board
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very good, (1000)
"Hotel is great, clean and quiet"
United States
Chris
The price is 2.177.935 ₫
2.504.625 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Best Western Leesburg Hotel & Conference Center
Sports facility
HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North
3.0 star property
Sterling
8.6 out of 10, Excellent, (1007)
"A go to favorite of mine very close to the dulles airport friendly staff and the rooms are always clean with plenty of towels "
United States
Paris
The price is 2.611.837 ₫
2.977.495 ₫ total
includes taxes & fees
14 Dec - 15 Dec
HYATT house Sterling/Dulles Airport-North
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.
View all properties

Top Middleburg Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with connecting rooms in Middleburg cost?
Hotels with connecting rooms in Middleburg range from 2.504.625 ₫ to 18.688.851 ₫ per night. These stays offer plenty of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your hotel with connecting rooms in Middleburg with Expedia?
With Expedia, it's easy to find your dream hotel with connecting rooms in Middleburg. Travelling with the kids? Try out our filters to search for properties with perks like a water park. If you're on a budget, select how much you're willing to spend and the star rating of your hotel. We'll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap hotels with connecting rooms in Middleburg?
Expedia is here to help you easily locate cheap hotels with connecting rooms in Middleburg. To discover your perfect stay in a couple of clicks, simply use the filter tool to refine your search by amenities, budget and star rating.
What is there to do in Middleburg near my hotel with connecting rooms?
You'll find loads of wonderful things to do in Middleburg. Drop by attractions like Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards. National Sporting Library & Museum, Red Fox Fine Art and The Sporting Gallery also appeal to many visitors.