Jacksonville Holidays

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Your Jacksonville Holiday

Choose a Jacksonville holiday package and focus on what counts — having fun. No more stressful planning, just lots more time to uncover the charms of this captivating city, such as its diversity and sunny weather. Fill your free time with tours of Britt Pavilion, Jacksonville Cemetery and Sarah Zigler Interpretive Trail, some of the things you really should see during a trip to Jacksonville. Browse Expedia's wide range of travel options and begin planning your ultimate holiday to Jacksonville today.

Jacksonville Holiday

Jacksonville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rogue Valley Intl. Airport (MFR)
Population
2,900
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Red Lily Vineyards, Cricket Hill Winery and Cowhorn Vineyard

Our pick of the best Jacksonville Hotel Deals

Wine Country Inn

Wine Country Inn

830 N 5th St Jacksonville OR
Fully refundableReserve now, pay when you stay
AU$156
18 Nov - 19 Nov
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"The property is so charming and pretty. Staff was really helpful with helping us find somewhere to eat dinner, and their morning breakfast was simple, but had some good choices. I would definitely stay here again!"

Reviewed on 16 Oct 2026

Wine Country Inn
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
AU$309
1 Nov - 2 Nov
includes taxes & fees
The Lindsay Lodge & Restaurant
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
AU$207
2 Nov - 3 Nov
includes taxes & fees
10/10 Exceptional! (247 reviews)
"Convenient location for walking anywhere. Host was very responsive and even let us know we could check in early. Definitely going in my favorites for next time"

Reviewed on 17 Oct 2026

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
See all 932 properties in Jacksonville
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

A serene lake surrounded by dense forests and snow-capped mountains under a colorful sky.

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.
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A large red flower sculpture in a grassy field with a white building in the background.
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.
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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.
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Ruch Library

Ruch Library is just one of the places to see in Ruch, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the top-notch restaurants.
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Buncom

This preserved ghost town showcases Oregon's gold mining era with three historic buildings. Wander through the 1910 post office and experience the quiet rural atmosphere of this once-bustling community.
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Valley View Winery

9.0/10 (8 reviews)
One of Oregon's oldest wineries, Valley View offers award-winning handcrafted wines in a converted hay barn setting. Savour tastings on the pavilion overlooking Applegate Valley's picturesque landscape.
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Kharmic Creations

Enjoy an outing to Kharmic Creations during your stay in Jacksonville. Savour the cosy cafes and top-notch restaurants while in town.
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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.
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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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.