Upperville Vacations from ￥340,175

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The Latest Upperville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was ￥445,198, price is now ￥340,175 per person
￥340,175
per person
May 11 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.4/10 Exceptional! (1,603 reviews)
I stayed 5 nights and I fell in love with this hotel. The staff was very nice and the room was very cozy with a nice room with a nice urban view. Such a nice boutique hotel. Also, their restaurant and the bar were incredible. I only had dinner once and I regretted that I didn’t eat there more.

Reviewed on Feb 28, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Price was ￥664,770, price is now ￥478,311 per person
￥478,311
per person
May 11 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Great location, hotel was beautiful and staff was very friendly.

Reviewed on Feb 24, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was ￥520,380, price is now ￥383,708 per person
￥383,708
per person
May 11 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Staff courteous Very clean rooms

Reviewed on Feb 25, 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

4 out of 5
Northwest
Save 100% on your flight
Price was ￥842,720, price is now ￥629,906 per person
￥629,906
per person
May 11 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Amazing room, clean and spacious.

Reviewed on Feb 16, 2026

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was ￥629,034, price is now ￥474,131 per person
￥474,131
per person
May 11 - May 18
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.2/10 Wonderful! (1,438 reviews)
Great location, service, rooms

Reviewed on Feb 26, 2026

Find the Best Upperville Vacation Packages

Upperville Hotel Deals

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is ￥22,120 per night from Mar 22 to Mar 23
￥22,120
￥31,669 total
Mar 22 - Mar 23
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Excellent rooms, spa, staff, everything. Very enjoyable stay. The only reason it is not 5 stars is because there isn't enough variety of food on the menus. Please offer more vegetarian options. But otherwise, wonderful stay!

Reviewed on Feb 25, 2026

Lansdowne Resort and Spa
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
The price is ￥16,448 per night from Mar 7 to Mar 8
￥16,448
￥18,750 total
Mar 7 - Mar 8
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Staff was very friendly, always enjoy this property.

Reviewed on Feb 23, 2026

Hilton Garden Inn Dulles North
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
The price is ￥92,850 per night from Mar 5 to Mar 6
￥92,850
￥113,954 total
Mar 5 - Mar 6
includes taxes & fees
9.2/10 Wonderful! (384 reviews)
For over a decade, staying at Salamander Middleburg was on my bucket list. As a young professional, I always heard raving reviews but felt priced out. So when a friend and I finally secured a Presidents Day weekend stay around $600 per night, we were excited for a true luxury experience. Unfortunately, ...

Reviewed on Feb 22, 2026

Salamander Resort And Spa
See all 722 properties in Upperville
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.