Woolen Mills Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Woolen Mills

Price found within the past 48 hours. Click for updated prices.
Orchard House B&B

Orchard House B&B

3.5 out of 5
Price was CA $1,457, price is now CA $1,445 per person
CA $1,445
per person
May 13 - May 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (263 reviews)
The Orchard House is an amazing B&B! From the folks taking care of us to the delicious meals to the views, everything was a 10 out of 10! I highly recommend!

Reviewed on Jun 5, 2025

Where to stay in Woolen Mills

Find the best Woolen Mills areas and neighborhoods for the activities you enjoy most. Learn more about Woolen Mills
Historic buildings in the College of William and Mary, Williamsburg, Virginia, United States.

North Downtown

3 out of top 10 points of interest in this area
5/5(1 area review)

If you're spending some time in North Downtown, Historic Court Square and Paramount Theater are top sights worth seeing.

Find hotels in North Downtown

Woolen Mills Hotel Deals

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Mar 19 to Mar 20
CA $141
CA $166 total
Mar 19 - Mar 20
includes taxes & fees
9.2/10 Wonderful! (2,750 reviews)
Cozy areas to sit and relax. Afternoon tea. Good breakfast. Looking forward to returning

Reviewed on Mar 3, 2026

English Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Mar 8 to Mar 9
CA $218
CA $249 total
Mar 8 - Mar 9
includes taxes & fees
Omni Charlottesville Hotel
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
1309 W Main St Charlottesville VA
Fully refundable
The price is CA $171 per night from Mar 10 to Mar 11
CA $171
CA $195 total
Mar 10 - Mar 11
includes taxes & fees
9.2/10 Wonderful! (44 reviews)
The hotel is gorgeous with plenty of amenities. Shawn at the front desk was extremely helpful and kind and arranged a late check out for us when our flight was delayed until the evening. Shawn was always welcoming and smiling.

Reviewed on Feb 27, 2026

Graduate by Hilton Charlottesville
See all 643 properties in Woolen Mills
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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Frequently asked questions

How much does a Woolen Mills vacation package cost?
Go from wondering to wandering with our Woolen Mills vacation packages, which start from a low CA $1,445. Pick the hotels and flights that match your travel plans. Then, add on one or two enriching experiences to cap off your unique getaway.
How do I get a cheap travel package to Woolen Mills?
Bundle your hotels and flights with Expedia to save on your next trip. With over 550 airlines and 1,000,000 properties around the globe, your Woolen Mills vacation package can be tailored exactly to suit your budget. With all that extra money, why not add a few awesome tours and activities? It's an easy way to unlock even more discounts. Your dream getaway to Woolen Mills is much closer than you thought!
Where should I stay in Woolen Mills?
Make sightseeing easier by staying near Woolen Mills's big attractions. Monticello and University of Virginia are two of the best in this neighborhood.
What are the top hotels in Woolen Mills?
Whether you plan to stay for just one night or a week in Woolen Mills, you'll get a good night's rest at Fairhaven Guesthouse. This place is a favorite with lots of travelers.
How far in advance should I book my Woolen Mills vacation?
It depends on the airline, but it's usually possible to browse through international flights on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travelers will sometimes find a cheaper flight just weeks before departure dates.
What does an Expedia Woolen Mills travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add some tours and activities. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to creating your ideal Woolen Mills getaway.
What should I know before booking a Woolen Mills travel package?
You'll pick up impressive savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything together just makes things easier. So why waste money or time? Whether you're putting together a fancy romantic getaway or a low-cost family break, have a look at our package deals today.
Can I choose my airline with a Woolen Mills Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply choose your favorite carrier and create your ideal Woolen Mills escape.
If I'm not able to travel, can I cancel my Woolen Mills vacation package?
It's impossible to predict what the future holds, so it's good to know that you can cancel or change your Woolen Mills vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.