Middleway Vacation Packages
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Top Middleway Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Phoenix Park Hotel
Northwest
Price was CA $936, price is now CA $670 per person
CA $670
per person
Sep 3 - Sep 7
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
9.4/10 Exceptional! (2,199 reviews)
Room was small but nice. I didn’t need much. It’s a great location!
Reviewed on Jun 24, 2026
Sheraton Baltimore North Hotel
Price was CA $1,653, price is now CA $1,133 per person
CA $1,133
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)
The staff was very friendly, and the shuttle service went above and beyond. However, my bill had a number of charges from some other guests' TV box on it. It took several calls to get my statement corrected, and I was told the TV boxes are sometimes moved to other rooms and then not reprogrammed. CHECK your TV when you arrive. If it does not have your name on it contact the front desk immediately.
Reviewed on Jun 26, 2026
Kellogg Conference Hotel at Gallaudet University
Northeast
Price was CA $1,001, price is now CA $706 per person
CA $706
per person
Sep 3 - Sep 7
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
8.2/10 Very good! (1,001 reviews)
No bar and you have to pay extre for parking $$ per night
Reviewed on Jun 28, 2026
Holiday Inn Columbia East-Jessup by IHG
Price was CA $1,374, price is now CA $994 per person
CA $994
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.6/10 Excellent! (1,011 reviews)
The staff were friendly and helpful. The room was clean and comfortable. There were lots of restaurants and stores near by. Check out was quick and easy.
Reviewed on Jun 24, 2026
DoubleTree Hotel Baltimore - BWI Airport
Price was CA $1,444, price is now CA $1,058 per person
CA $1,058
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,168 reviews)
The front desk staff was amazing.
Reviewed on Jun 23, 2026
Middleway Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jul 26 to Jul 27
CA $123
CA $139 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."
Reviewed on Jun 28, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Jul 7 to Jul 8
CA $111
CA $122 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (988 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."
Reviewed on Jun 26, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $132 per night from Jul 6 to Jul 7
CA $132
CA $148 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Clean. Friendly staff. Zero complaints."
Reviewed on Jun 28, 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.
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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.
