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
Sheraton Baltimore North Hotel
Kellogg Conference Hotel at Gallaudet University
Holiday Inn Columbia East-Jessup by IHG
DoubleTree Hotel Baltimore - BWI Airport

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Middleway Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
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

Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
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

TRU By Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
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

Holiday Inn Winchester Se-Historic Gateway by IHG
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.