Woodville Vacations from $393

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Your Woodville Vacation

Take the hassle out of organizing your next great adventure with a Woodville vacation package. Whether you're visiting for its cuisine, history, art or something else, there's an inexhaustible array of experiences to be had. Eager to start exploring your surroundings? Little Washington Winery, Sharp Rock Vineyards and Copper Fox Distillery are just a few of the top-rated places to visit during a trip to Woodville. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Woodville vacation is easy with Expedia.

The Latest Woodville vacation packages

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $483, price is now $393 per person
$393
per person
Jan 9 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (281 reviews)
Excellent location and cleanliness!

Reviewed on Dec 8, 2025

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $529, price is now $431 per person
$431
per person
Jan 9 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (517 reviews)
This was such a hidden gem! We thoroughly enjoyed our stay. I highly recommend the Oakhurst Inn and the staff was amazing.

Reviewed on Dec 8, 2025

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $533, price is now $446 per person
$446
per person
Jan 9 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.6/10 Exceptional! (320 reviews)
The room was very clean and the meals were amazing. The room noise was a little off putting

Reviewed on Dec 6, 2025

Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
Price was $542, price is now $464 per person
$464
per person
Jan 9 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (1,003 reviews)
Hotel had everything I needed

Reviewed on Dec 4, 2025

The Draftsman, Charlottesville, University, Autograph Collection Hotel

The Draftsman, Charlottesville, University, Autograph Collection Hotel

4 out of 5
10th and Page
Price was $526, price is now $451 per person
$451
per person
Jan 9 - Jan 11
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.4/10 Exceptional! (323 reviews)
Perfect corner spot!

Reviewed on Sep 17, 2025

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Woodville Hotel Deals

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$100 nightly
The price is $115 total per night from Jan 1 to Jan 2
$115 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
The Inn was beautiful! Service was excellent! The food was amazing!! Highly recommend!

Reviewed on Dec 5, 2025

Mimslyn Inn Historic Hotels Of America
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St Luray VA
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Jan 1 to Jan 2
$69 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
7.2/10 Good! (1,012 reviews)
sarah with house keeping was outstanding

Reviewed on Dec 2, 2025

Quality Inn
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
8.6/10 Excellent! (1,020 reviews)
We enjoyed our stay in this beautiful location. The current administration should invest funds in the National Parks, rather than divesting from them, and rather than spending untold, mismanaged, hundreds of millions on ballrooms and personal jets. This historied encampment deserves to be kept up ...

Reviewed on Dec 1, 2025

Get rates
Skyland
See all 766 properties in Woodville
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.

Find the Best Woodville Vacation Packages

Woodville Essential Information

Language
English
Currency
U.S dollars
Top Sights
Thorton Gap Entrance Shenandoah, Little Washington Winery and Little Washington Theatre

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Frequently asked questions

How much does a Woodville vacation package cost?
You'll find cheap prices from $393 on Expedia for your Woodville break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Woodville costs.
What are the cheapest months to go to Woodville?
November, December and January are the best times to look for cheap Woodville vacation packages. Traveling in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Woodville?
The ideal duration for your Woodville vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the top sights and discover some hidden treasures along the way.
How to find the best Woodville package deals?
Begin your search for a Woodville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Woodville package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Woodville escape off to a flying start.
Is it cheaper to book a Woodville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Woodville escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Woodville?
If you're considering an impromptu Woodville trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Woodville vacation packages?
Your Woodville trip is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.