Millwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Millwood Vacation
Come and experience this captivating city for yourself with a Millwood vacation package. Consider basing yourself in the neighborhood of Old Town Winchester, which is great for cafes and history, and your time here is sure to be unforgettable. Fill your itinerary with visits to Dinosaur Land, Watermelon Park Campground and Burwell-Morgan Mill, some of the things you just have to see during a trip to Millwood. That dream Millwood vacation is a few clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored to suit your style.
Top Millwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
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
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
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
Swanendele Inn at St. Mary's Maryland
Price was CA $3,181, price is now CA $2,460 per person
CA $2,460
per person
Aug 9 - Aug 14
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.8/10 Exceptional! (33 reviews)
Everything about the Swanendele Inn was exceptional: the location, the accommodations, the facilities, the decor, the hosts, and, not least, the breakfast. In fact, you could spend several days just exploring the remarkable antiques and artifacts around the place. However, what made the strongest impression was the fiery glow of dawn though the pine trees outside our balcony every morning in the Margeret Brent suite. Rhododaktylos, "The rosy-fingered dawn": I never understood the true meaning of that phrase until I saw that.
Reviewed on Aug 4, 2025
Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG
Price was CA $1,398, price is now CA $1,101 per person
CA $1,101
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! (1,004 reviews)
Staff was helpful. A primary reasons we booked was because of the pool which was closed.
Reviewed on Jun 22, 2026
Millwood Hotel Deals
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Jul 5 to Jul 6
CA $120
CA $133 total
Jul 5 - Jul 6
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
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is CA $818 per night from Jul 6 to Jul 7
CA $818
CA $1,006 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (401 reviews)
"This was a beautiful resort. Very helpful staff. Lots of fun outdoor activities. Everything was very classy."
Reviewed on Jun 26, 2026
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! (1,009 reviews)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."
Reviewed on Jun 24, 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.
Stay near popular Millwood attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
