Jacksonville Vacation Packages
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Your Jacksonville Vacation
From its diversity to its sunny weather and beyond, there's a whole lot to love about Jacksonville. Discover the wonders of this captivating city with a Jacksonville vacation package that's made for you. Every trip to Jacksonville needs a well-crafted itinerary. Fill yours with big-name attractions like Britt Pavilion, Jacksonville Cemetery and Art Presence Art Center. Your Jacksonville vacation is just clicks away. Explore flights, hotels and more on Expedia for a trip that's tailored just for you.
Ready to book your vacation to Jacksonville?
Jacksonville Hotel Deals
Wine Country Inn
830 N 5th St Jacksonville OR
Fully refundableReserve now, pay when you stay
CA $144
CA $159 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"This was a quiet, lovely little inn! The staff was friendly and helpful, and the inn was close to plenty of restaurants and shopping, as well as within easy walking distance to the Britt. The continental breakfast was nice, and eating outside on the veranda was relaxing and a nice end to our short ..."
Reviewed on Aug 9, 2026
The Lindsay Lodge & Restaurant
15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
CA $308
CA $312 total
Aug 14 - Aug 15
includes taxes & fees
9/10 Wonderful! (46 reviews)
"Lovely location in the middle of wineries cideries and lavender fields. Very nice rooms, lovely on-site restaurant."
Reviewed on Aug 9, 2026
Magnolia Hotel
245 North 5th Street Jacksonville OR
CA $189
CA $209 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (796 reviews)
"Very lovely space, very clean, would definitely stay here again"
Reviewed on Aug 11, 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.
Stay near popular Jacksonville attractions
Applegate Lake
9.2/10 (13 reviews)
Commune with nature and explore the great outdoors at Applegate Lake during your travels in Jacksonville. Discover the restaurants and live music in this walkable area.
Photo by Ann Sair
Red Lily Vineyards
9.8/10 (11 reviews)
You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this relaxing area.
Britt Pavilion
9.6/10 (43 reviews)
Get tickets for a show at Britt Pavilion, a storied theater in Jacksonville. While you're here, you can savor the top-notch restaurants.
Britt Ridge Trail
9.0/10 (7 reviews)
Commune with nature and explore the great outdoors at Britt Ridge Trail during your travels in Jacksonville. While you're here, you can savor the top-notch restaurants.
Cricket Hill Winery
7.0/10 (2 reviews)
You can enjoy a tasting or tour at Cricket Hill Winery during your travels to Jacksonville. Savor the top-notch restaurants and charming coffeehouses while in town.
Art Presence Art Center
Enjoy a show at Art Presence Art Center, a theater with a story to tell in Jacksonville. While you're here, you can savor the top-notch restaurants.
Beekman House
10.0/10 (1 review)
You can browse the exhibits at Beekman House, a museum with a storied past, during your trip to Jacksonville. While you're here, you can savor the top-notch restaurants.
Cowhorn Vineyard
10.0/10 (1 review)
You can enjoy a tasting or tour at Cowhorn Vineyard during your travels to Jacksonville. Experience the festivals and live music in this walkable area.
What to do in Jacksonville
Rogue River Golden Hour Evening Float Trip
CA $167
per adult
The Cultural Heart of Ashland: A Self-Guided Audio Tour
CA $14
per adult
Frequently asked questions
How much does a Jacksonville vacation package cost?
You'll find cheap prices on Expedia for your Jacksonville break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Jacksonville costs.
What are the cheapest months to go to Jacksonville?
You can typically find lower prices and greater availability in January, February and March. Browse our cheap Jacksonville vacation packages and you could land some great off-season deals.
How many days is enough for Jacksonville?
Generally, a handful of days is ideal for a Jacksonville vacation. With a detailed itinerary, you can check out all the best attractions including Beekman House, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Jacksonville?
Jacksonville has everything you need for an amazing break — history, nature and hiking are just the start. Whether you'd like to visit attractions such as Britt Pavilion and Beekman House, or venture off the beaten track, you'll find plenty to do on your Jacksonville vacation.
How to find the best Jacksonville package deals?
Landing a cheap Jacksonville package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Jacksonville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Jacksonville vacation as a package?
You can enjoy significant savings on your next Jacksonville break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Jacksonville?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Jacksonville trip.
How to plan a trip to Jacksonville?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Jacksonville.
- Set your budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Jacksonville. Then, choose a property that fits your budget, whether that's an affordable stay or a more luxurious retreat.
- Decide how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Jacksonville. Then, estimate how long you'll need for each, including any travel time.
- Combine your airfare and accommodations: After you've nailed down your dates and duration, book the right Jacksonville vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
