Middleway Vacation Packages
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Top Middleway Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Melrose Georgetown Hotel
Northwest
Price was CA $857, price is now CA $642 per person
CA $642
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,412 reviews)
Fantastic location. Great and helpful staff, especially Z at the bar. We loved our stay!
Reviewed on Jun 2, 2026
Capitol Hill Hotel
Capitol Hill
Price was CA $1,020, price is now CA $698 per person
CA $698
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,330 reviews)
Awesome Hotel with an extremely helpful staff! Great location
Reviewed on Jun 6, 2026
Historic Inns of Annapolis
Historic District
Price was CA $1,555, price is now CA $1,134 per person
CA $1,134
per person
Jul 24 - Jul 31
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,853 reviews)
Loved the location. Place was historic and beautiful
Reviewed on Jun 5, 2026
InterContinental Washington D.C. - The Wharf by IHG
Southwest
Price was CA $1,444, price is now CA $1,119 per person
CA $1,119
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,172 reviews)
Staff is very helpful and direct me to different restaurants
Reviewed on Jun 2, 2026
Middleway Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundable
The price is CA $125 per night from Jun 24 to Jun 25
CA $125
CA $142 total
Jun 24 - Jun 25
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Great stay, close to our venue and staff was very accommodating!"
Reviewed on Jun 5, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 5 to Jul 6
CA $146
CA $161 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (917 reviews)
"They will tell you the pool is heated it is in fact not heated."
Reviewed on Jun 6, 2026
Silo Tiny House Cabin
Harpers Ferry WV
The price is CA $272 per night from Jun 24 to Jun 25
CA $272
CA $453 total
Jun 24 - Jun 25
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.
