Gainesboro Vacation Packages
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Your Gainesboro Vacation
Come and experience this amazing city for yourself with a Gainesboro vacation package. Consider staying in the neighborhood of Shawnee Land, which is great for hiking and nature, and your time here is sure to be unforgettable. Any trip to Gainesboro has to include some sightseeing. Rocking S Ranch is an excellent place to begin exploring. Expedia is here to help you escape the everyday. Tailor your vacation to Gainesboro to match your travel style, whatever that may look like.
Top Gainesboro Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Arlo Washington DC
Northwest
Price was CA $1,754, price is now CA $1,041 per person
CA $1,041
per person
Jul 2 - Jul 5
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,483 reviews)
Super clean room and very spacious! Even the hotel lobby had a really nice seating area. Highly recommend as the location was super close to the Metro and all attractions.
Reviewed on Apr 19, 2026
Beacon Hotel & Corporate Quarters
Downtown Washington D.C.
Price was CA $2,462, price is now CA $1,509 per person
CA $1,509
per person
Jul 1 - Jul 6
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7.6/10 Good! (1,012 reviews)
Everything was amazing the only issue I had was Expedia over booked. Karen was such a help on the matter. She was friendly, patient, & accommodating. She helped to make my trip amazing so grateful for her!
Reviewed on Apr 16, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was CA $3,973, price is now CA $2,590 per person
CA $2,590
per person
Jul 1 - Jul 8
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)
Clean facilities and amazing staff
Reviewed on Apr 15, 2026
Kimpton Banneker Hotel by IHG
Downtown Washington D.C.
Price was CA $2,727, price is now CA $1,778 per person
CA $1,778
per person
Jul 1 - Jul 8
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (743 reviews)
Front staff very helpful but electric keys de-magnetized often
Reviewed on Apr 19, 2026
Riggs Washington DC
Downtown Washington D.C.
Price was CA $4,092, price is now CA $2,853 per person
CA $2,853
per person
Jul 1 - Jul 6
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,417 reviews)
Really classy hotel with wonderful bar and restaurant. Felt like you were in the middle of all there is to see in the city. Loved it!
Reviewed on Apr 18, 2026
Gainesboro Hotel Deals
Hampton Inn Martinsburg
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 10 to May 11
CA $161
CA $182 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
The room, the service, the shower all we're above par and with a low price point, don't miss out on this gem.
Reviewed on Apr 20, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $179 per night from May 4 to May 5
CA $179
CA $202 total
May 4 - May 5
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
First rate in every area. Definitely worthwhile.
Reviewed on Apr 20, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $138 per night from May 10 to May 11
CA $138
CA $155 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Good for an overnight stay on our way up north.
Reviewed on Apr 20, 2026
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.
Discover the most popular places to visit in Gainesboro
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
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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.
