Woolen Mills Vacation Packages

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Top Holiday Package Deals in Woolen Mills

Price found within the past 48 hours. Click for updated prices.
Bluegreen Shenandoah Crossing, Ascend Resort Collection

Bluegreen Shenandoah Crossing, Ascend Resort Collection

2.5 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
8.2/10 Very Good! (791 reviews)
Wonderful getaway, cabins perfect for relaxation and spending time with family. Pools and activities provide hours of enjoyment. Staff friendly and welcoming, looking forward to visiting again.

Reviewed on Jul. 28, 2025

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (281 reviews)
Amazing experience. Beautiful bread and breakfast inn in a very historic setting. Very hospitable owner. Very clean and comfortable. Would definitely come back.

Reviewed on Jun. 22, 2025

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (2,302 reviews)
Very nice place to stay.

Reviewed on Jul. 28, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (227 reviews)
Adorable room and very convenient location for visiting UVA. The room smelled a little musty but was clean and comfortable. Only complaint is that the lights outside the room were super bright and the blackout shades didn’t really help much.

Reviewed on Jul. 19, 2025

Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.4/10 Exceptional! (132 reviews)
It's a beautiful very old property with a colorful history. The staff is great. The buildings could use some updating and maintenance.

Reviewed on Jul. 20, 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
Charlottesville showing farmland, landscape views and tranquil scenes

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 $119 per night from Aug 26 to Aug 27
CA $119
CA $141 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (2,357 reviews)
"The desk chair (Room 200) was deplorable. The covering was totally worn and a bed pillow was used in an attempt to cover/hide it. The chair’s appearance totally detracted from the appearance of an otherwise attractive room."

Reviewed on Jul. 27, 2025

English Inn of Charlottesville
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Aug 3 to Aug 4
CA $134
CA $153 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,015 reviews)
"Quick and convenient"

Reviewed on Jul. 24, 2025

DoubleTree by Hilton Hotel Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
The price is CA $218 per night from Aug 10 to Aug 11
CA $218
CA $249 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
"The whole time was perfect except for my car being vandalized by a local vagrant who was trespassing in the parking garage. The place was very clean, very professional, and very appropriate for a multitude of events."

Reviewed on Jul. 24, 2025

Omni Charlottesville Hotel
See all 597 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 $988. 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.