Woodstock Vacation Packages
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Your Woodstock Vacation
Our Woodstock vacation packages let you customize your own adventure. Tailor your getaway to suit your needs and interests and make the most of your time in this fabulous city. A trip to Woodstock is an ideal opportunity to see the sights. Be sure to look around well-known attractions like Shenandoah Vineyards, Shenandoah County Fairgrounds and Woodstock Museum. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Woodstock vacation plans in motion!
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Westin Crystal City Reagan National Airport
Crystal City
Price was CA $1,577, price is now CA $1,206 per person
CA $1,206
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Stayed for a one night after a canceled flight, left before sunrise. But the property is nice, the rooms are renovated and really modern, and it felt luxurious. I would stay here again.
Reviewed on May 7, 2026
The Westin Alexandria Old Town
Eisenhower East
Price was CA $1,629, price is now CA $1,243 per person
CA $1,243
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
9.2/10 Wonderful! (1,003 reviews)
Beautiful hotel that's situated within a great distance of everything. The room was clean and very spacious and would stay here again in the future!
Reviewed on May 13, 2026
The Waypoint
West Rehoboth
Price was CA $2,446, price is now CA $1,891 per person
CA $1,891
per person
Jun 21 - Jun 28
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.6/10 Exceptional! (94 reviews)
The room was clean and check in and check out was super easy!
Reviewed on Apr 19, 2026
Woodstock Hotel Deals
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
1130 Motel Dr Woodstock VA
Fully refundable
The price is CA $144 per night from Jun 7 to Jun 8
CA $144
CA $161 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
This was just a one-night stay, but the room we had on the first floor was subpar. The bathroom tub was all chipped up and gross. The bed was good, but overall, I just had a feeling that this level was not kept up to the extent of the upper floors. I usually stay at Holiday Inn because I can count ...
Reviewed on May 11, 2026
Hampton Inn & Suites Woodstock, VA
1150 Motel Dr Woodstock VA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from May 24 to May 25
CA $162
CA $182 total
May 24 - May 25
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Clean Room. Breakfast served was fresh. Nice staff.
Reviewed on May 11, 2026
Comfort Inn Woodstock Shenandoah
1011 Motel Dr Woodstock VA
Fully refundable
The price is CA $139 per night from May 31 to Jun 1
CA $139
CA $157 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Great for a motel, you pay for what you get. It’s good value for a night.
Reviewed on May 10, 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.
