Upperville Vacation Packages
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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
Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Tysons - McLean by IHG
Price was CA $793, price is now CA $615 per person
CA $615
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.2/10 Wonderful! (1,004 reviews)
If you need to be in McClain, VA this location is perfect, but basic and if you are planning on visiting the sites in D.C. it is far less expensive than city hotels. Takes about 30 minutes to drive into D.C. and then you need to find a parking lot! With a kitchenette in each room, but no oven you can still prepare some meals inhouse. Lots of good restaurants within two blocks. The free daily breakfast is very mediocre and repetitive though convenient.
Reviewed on Aug. 28, 2025
The Watermark Hotel
Price was CA $1,085, price is now CA $920 per person
CA $920
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
9.6/10 Exceptional! (2,345 reviews)
loved my stay here! first time staying here but I will definitely be back. the staff was amazing and the hotel was specious and so clean. I loved how close it was to everything and even included it’s own mini golf spot, definitely different from any hotel I’ve been to.
Reviewed on Sep. 6, 2025
Doubletree by Hilton McLean Tysons
Price was CA $789, price is now CA $696 per person
CA $696
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
Great quality. Very clean close to all the shopping.
Reviewed on Aug. 27, 2025
Motel 6 Capitol Heights, MD - Washington
Price was CA $692, price is now CA $643 per person
CA $643
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
5/10 (864 reviews)
Because I relative needed a smoking room this was the only option at the time but I wouldn't stay again
Reviewed on Aug. 19, 2025
Sonesta Simply Suites Falls Church
Price was CA $743, price is now CA $698 per person
CA $698
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
Enjoyed my stay with the family all the staff was very professional and very helpful. if you want to relax and you’re not home this is far the best place to stay the garden area is so relaxing also
Reviewed on Aug. 18, 2025
Upperville Hotel Deals
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
The price is CA $269 per night from Sep 28 to Sep 29
CA $269
CA $358 total
Sep 28 - Sep 29
includes taxes & fees
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $823 per night from Sep 22 to Sep 23
CA $823
CA $1,010 total
Sep 22 - Sep 23
includes taxes & fees
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 7 to Sep 8
CA $142
CA $154 total
Sep 7 - Sep 8
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
