
Millwood Vacation Packages
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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.

Hotel Arboretum
Northeast
Price was CA $671, price is now CA $459 per person
CA $459
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8/10 Very Good! (1,012 reviews)
We were told when we checked in around 3pm that the hotel main entrance will be locked at 11pm.
Reviewed on Aug. 30, 2025

The St. Gregory Hotel
Downtown Washington D.C.
Price was CA $1,015, price is now CA $667 per person
CA $667
per person
Oct 3 - Oct 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (WAS)
8.6/10 Excellent! (1,008 reviews)
Nicely renovated and great staff
Reviewed on Aug. 28, 2025

SIXTY DC
Downtown Washington D.C.
Price was CA $891, price is now CA $612 per person
CA $612
per person
Oct 4 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
9.8/10 Exceptional! (45 reviews)
The staff is extremely friend, adn the foods in the restaurant are wonderful
Reviewed on Aug. 26, 2025

The Watergate Hotel
Northwest
Price was CA $1,011, price is now CA $713 per person
CA $713
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8.8/10 Excellent! (1,006 reviews)
Only first day I noticed after showering that the water started leaking out of the shower causing a pool a of water. I notified the front desk immediately who then contacted maintenance to fix the shower leak. 24 hours later my shower was not fixed. I had to contact the front again to ask what is going on. They sent maintenance up to my room again to look at the leak. He came to look and didn’t return for an hour. I contacted the front again to ask what is going on which is when they offered to move me. I had to repack my things and move to another room which had a smell of mildew. I bought my own air freshener and left the patio door open because I was so tired of moving around. I was not compensated for the inconvenience at all. It was almost as if they just said ok well things happen which I totally understand but at the same time it’s about giving people outstanding customer service when running a business.
Reviewed on Aug. 28, 2025

Kellogg Conference Hotel at Gallaudet University
Northeast
Price was CA $828, price is now CA $593 per person
CA $593
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful place! Amazing staff!
Reviewed on Aug. 21, 2025
Millwood Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Sep 1 to Sep 2
CA $141
CA $153 total
Sep 1 - Sep 2
includes taxes & fees

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is CA $121 per night from Sep 15 to Sep 16
CA $121
CA $136 total
Sep 15 - Sep 16
includes taxes & fees

Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $736 per night from Sep 1 to Sep 2
CA $736
CA $910 total
Sep 1 - Sep 2
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.