Upperville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Upperville Vacation
When you choose a Upperville vacation package, you can relax and enjoy your getaway to the fullest. Uncover the sights and sounds of this fascinating city knowing that everything has been taken care of in advance. During your trip to Upperville, take all the time you need for sightseeing. A fantastic place to begin is Sky Meadows State Park. Expedia is here to help you escape the everyday. Tailor your vacation to Upperville to match your travel style, whatever that may be.
Top Upperville vacation deals
- citizenM Washington DC Georgetown
Dec 24 - Dec 30citizenM Washington DC Georgetown + Flight
Northwest6 nights4.0 star property9.0/10 - Wonderful (212 reviews)"Everything was perfect"Reviewed November 11, 2026Roundtrip • Ottawa (YOW) - Baltimore (BWI)YOW - DCA • 1 stop DCA - YOW • 1 stopCA $1,174CA $831found 1 day agoper traveller - Sofitel Washington DC Lafayette Square
Dec 24 - Dec 30Sofitel Washington DC Lafayette Square + Flight
Downtown Washington D.C.6 nights5.0 star property9.0/10 - Wonderful (1,300 reviews)"Rooms were short on closet space and no dressers to put clothes for an 8 day stay"Reviewed November 9, 2026Roundtrip • Ottawa (YOW) - Baltimore (BWI)YOW - DCA • 1 stop DCA - YOW • 1 stopCA $1,879CA $1,184found 1 day agoper traveller - Eaton DC
Dec 24 - Dec 30Eaton DC + Flight
Downtown Washington D.C.6 nights4.5 star property9.2/10 - Wonderful (1,653 reviews)"Its a nice hotel close to attractions."Reviewed November 10, 2026Roundtrip • Ottawa (YOW) - Baltimore (BWI)YOW - DCA • 1 stop DCA - YOW • 1 stopCA $1,332CA $965found 1 day agoper traveller - citizenM Washington DC NoMa
Dec 24 - Dec 30citizenM Washington DC NoMa + Flight
Northeast6 nights4.0 star property9.2/10 - Wonderful (3,012 reviews)Roundtrip • Ottawa (YOW) - Baltimore (BWI)YOW - DCA • 1 stop DCA - YOW • 1 stopCA $1,167CA $847found 1 day agoper traveller - The Potomac Hotel, Autograph Collection
Dec 24 - Dec 30The Potomac Hotel, Autograph Collection + Flight
Southwest6 nights5.0 star property9.4/10 - Exceptional (1,062 reviews)"This a beautiful property! Rooms are huge! Great place to stay."Reviewed November 9, 2026Roundtrip • Ottawa (YOW) - Baltimore (BWI)YOW - DCA • 1 stop DCA - YOW • 1 stopCA $1,467CA $1,067found 1 day agoper traveller
Upperville Hotel Deals
"There needs to be better resort signage (both before and after you arrive on hotel property) since hotel quests sometimes arrive when it's dark. Some front desk employees were unsure regarding directions or gave wrong information re use of checks. The turkey sandwich that I ordered was unappetizing (needed plain mayo & mustard; bacon was overcooked/dry; bread very crusty), especially since it cost more than twice its worth!"
"Lovely stay. Room was noisy but we were next to the road."
"We were very impressed with the breakfast staff. They were amazing. Very friendly , very courteous, and kept the area well cleaned and supplied. What a wonderful way to start the day. Many thanks. Overall, an outstanding place to stay. Will be back again."
Briar Patch Bed & Breakfast Inn
Briar Patch Bed & Breakfast Inn"Beautiful property"
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park"Stained towels and bed sheets. Terrible smell. Breakfast was old and dry."
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & RestaurantFrequently Asked Questions
How much does an Upperville vacation package cost?
You'll find cheap prices from CA $831 on Expedia for your Upperville break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Upperville costs.
What are the cheapest months to go to Upperville?
The off-season is the best time to travel to Upperville if you're on a budget. Another tip for getting cheap Upperville vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Upperville?
With a well-planned itinerary, you can easily hit the most popular Upperville sights in a few days. But if you want to explore off the beaten track or take day trips, consider booking your Upperville vacation for longer.
How to find the best Upperville package deals?
Landing a cheap Upperville package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Upperville package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Upperville vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a personalized Upperville vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Upperville?
If you're considering a spontaneous Upperville trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Upperville?
- Choose your dates: The things you'd like to do in Upperville and your favourite season will help you decide when to get away.
- Budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Upperville.
- Work out your trip length: Think about how long you'd like to spend exploring Upperville. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find an Upperville vacation package that brings all your bookings together.