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.
Hotel Nell - Union Market
Northeast
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Stay at this 3-star hotel in Washington. Enjoy 2 restaurants, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Hotel Arboretum
Northeast
Save 100% on your flight
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
YOTEL Washington DC
Northwest
Save 100% on your flight
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Stay at this 4-star boutique hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Glover Park - Georgetown
Northwest
Save 100% on your flight
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Stay at this aparthotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Arlington National Cemetery are located nearby.
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Save 100% on your flight
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Stay at this 5-star 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 Capital One Arena are located nearby.
Salamander Washington DC
Southwest
Save 100% on your flight
per person
Jul 12 - Jul 18
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Washington (DCA)
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.
Top Hotel Deals
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 ...
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
36.69 km from city center
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
12.56 km from city center
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Red Fox Fine Art and Museum of ...
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 breakfast and the helpful staff in our reviews. ...
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 ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
29.75 km from city center
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
35 km from city center
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Hotel & Conference Center Leesburg
1500 E Market St, Leesburg, VA
33.23 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 in our reviews. ...
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 parking, and a fitness center. Our guests praise the helpful staff and ...
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
32.08 km from city center
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive, Front Royal, VA
25.54 km from city center
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
30.15 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 ...
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 ...
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, Jun 5 - Mon, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
Sun, May 25 - Sun, Jun 1
TPA
Tampa Intl.
IAD
Washington Dulles Intl.
$112 Roundtrip, found 11 hours ago
$112
Roundtrip
found 11 hours ago
Wed, May 28 - Sat, May 31
ATL
Hartsfield-Jackson Atlanta Intl.
DCA
Ronald Reagan Washington National
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Sat, May 31 - Thu, Jun 5
DFW
Dallas-Fort Worth Intl.
IAD
Washington Dulles Intl.
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago
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