
Upperville Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Upperville Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Club Quarters Hotel in Washington DC
Downtown Washington D.C.
Save 100% on your flight
Price was $718, price is now $448 per person
$448
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Mall are located nearby.

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Save 100% on your flight
Price was $1,182, price is now $578 per person
$578
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Mall are located nearby.

Lyle Washington D.C.
Northwest
Save 100% on your flight
Price was $1,060, price is now $611 per person
$611
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.

Embassy Suites by Hilton Washington D.C. – Convention Center
Downtown Washington D.C.
Save 100% on your flight
Price was $985, price is now $577 per person
$577
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.

Arlo Washington DC
Northwest
Save 100% on your flight
Price was $1,064, price is now $637 per person
$637
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Stay at this hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Smithsonian Institution and National Mall are located nearby.

Hamilton Hotel Washington DC
Downtown Washington D.C.
Save 100% on your flight
Price was $828, price is now $519 per person
$519
per person
Jan 27 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (FMY) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.
Top Hotel Deals

Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
35 km from city center
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 ...

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
29.77 km from city center
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
12.56 km from city center
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 ...

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
29.56 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
32.95 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Clarion Inn Harpers Ferry - Charles Town
4328 William L Wilson Fwy Harpers Ferry WV
37.58 km from city center
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
30.04 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
30.14 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
36.69 km from city center
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. ...

Hampton Inn & Suites Charles Town
157 Pimlico Dr Charles Town WV
34.35 km from city center
Stay at this hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
32.08 km from city center
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

Red Roof Inn Leesburg, VA
721 East Market Street Leesburg VA
31.8 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive Winchester VA
30.6 km from city center
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 25 - Thu, Jan 1
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 5 days ago
$88
Roundtrip
found 5 days ago

Wed, Dec 24 - Wed, Dec 31
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago

Fri, Dec 12 - Sun, Dec 14
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago

Tue, Dec 9 - Fri, Dec 12
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago

Thu, Nov 27 - Wed, Dec 17
DAL
Love Field
DCA
Ronald Reagan Washington National
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago

