Jacksonville Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Jacksonville
Wine Country Inn
830 N 5th St Jacksonville OR
Fully refundableReserve now, pay when you stay
2.698.067 ₫
2.981.343 ₫ total
9 Aug - 10 Aug
includes taxes & fees
The Lindsay Lodge & Restaurant
15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
5.786.064 ₫
5.872.855 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (45 reviews)
"Beautiful place, lots of stuff to explore, friendly receptionist, made u feel welcomed and helped you in any way possible. Nice and quiet, which I was hoping for, it was very peaceful and mediating tons of space to just sit and look at. I would love to come back."
Reviewed on 22 Jul 2026
Magnolia Hotel
245 North 5th Street Jacksonville OR
Fully refundableReserve now, pay when you stay
4.451.181 ₫
4.918.678 ₫ total
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (795 reviews)
"Very friendly staff and nice touches throughout. The breakfast was great!"
Reviewed on 5 Aug 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)
Surrounded by the Rogue River-Siskiyou National Forest, Applegate Lake offers pristine waters for trout and bass fishing. Explore scenic hiking trails that wind through forested mountains for spectacular lake views.
Photo by Ann Sair
Red Lily Vineyards
9.8/10 (11 reviews)
Red Lily Vineyards specialises in Spanish-inspired Tempranillo wines with tastings in a scenic riverside setting. Enjoy vintages on the outdoor patio or bring a picnic to savour among the expansive grounds.
Britt Pavilion
9.6/10 (43 reviews)
This hillside amphitheatre hosts the renowned Britt Music & Arts Festival amid towering ponderosa pines. Bring a blanket for lawn seating and enjoy world-class performances under starlit Oregon skies.
Cowhorn Vineyard
10.0/10 (1 review)
This biodynamic vineyard crafts exceptional Rhône-style wines in a sustainable environment. Enjoy guided tastings paired with artisanal wood-fired pizzas while overlooking the stunning vineyard landscape.
Cricket Hill Winery
7.0/10 (2 reviews)
You can enjoy a tasting or tour at Cricket Hill Winery during your travels to Jacksonville. Savour the cosy cafes and top-notch restaurants while in town.
Britt Ridge Trail
9.0/10 (7 reviews)
This serene 1.1-mile loop winds through oak and madrone forests, offering glimpses of acorn woodpeckers and seasonal wildflowers. Explore Jacksonville's natural heritage on this historical woodland trail.
Art Presence Art Center
Enjoy a performance at Art Presence Art Center, a popular theatre in Jacksonville. While you're here, you can savour the top-notch restaurants.
Beekman House
10.0/10 (1 review)
Step into C.C. Beekman's Gothic Revival home, filled with authentic family artefacts from Victorian times to post-WWII. Experience pioneer wealth through guided tours that illuminate Jacksonville's gold rush history.
Frequently asked questions
How much does a Jacksonville holiday package cost?
You'll find cheap prices on Expedia for your Jacksonville break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Jacksonville costs.
What are the cheapest months to go to Jacksonville?
If you're looking to snag a cheap Jacksonville holiday package, consider visiting in January, February and March. You'll generally find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Jacksonville?
For your Jacksonville holiday, a few days will be enough to tour the highlights. Make sure to check out Beekman House — it's one of the major sights in this destination. If you want more activities, consider basing yourself here and heading off on some day trips from Jacksonville.
Is it worth booking a holiday package to Jacksonville?
Jacksonville has everything you need for an awesome getaway — history, nature and hiking are just the start. Whether you want to visit sights such as Britt Pavilion and Beekman House, or take the path less traveled, you'll have plenty to experience on your Jacksonville holiday.
How to find the best Jacksonville package deals?
Begin your search for a Jacksonville package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Jacksonville package deal right away, just 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 Jacksonville adventure underway.
Is it cheaper to book a Jacksonville holiday as a package?
You can enjoy significant savings on your Jacksonville retreat by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Jacksonville?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Jacksonville adventure.
How to plan a trip to Jacksonville?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Jacksonville.
- Set a budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Jacksonville. Then, pick a hotel that fits your budget, whether that's an economical option or a more luxurious getaway.
- Work out your trip length: Consider how much time you want to spend exploring Jacksonville. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Jacksonville holiday package.
