Jacksonville Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Jacksonville Vacation Packages

Jacksonville Hotel Deals

Wine Country Inn
Wine Country Inn
3 out of 5
830 N 5th St, Jacksonville, OR
Fully refundableReserve now, pay when you stay
The price is SAR 439 per night from Apr 28 to Apr 29
SAR 439
SAR 485 total
includes taxes & fees
28 Apr - 29 Apr
9.2/10 Wonderful! (1,001 reviews)
"The check-in was very easy and the personnel were very friendly. The room was also very comfortable. A good place to stay."

Reviewed on 6 April 2025

Wine Country Inn
Charleen's Cottage. Best Location! Couple Perfect!!!
Charleen's Cottage. Best Location! Couple Perfect!!!
Jacksonville
The price is SAR 281 per night from Apr 30 to May 1
SAR 281
SAR 394 total
includes taxes & fees
30 Apr - 1 May
9.8/10 Exceptional! (134 reviews)
Perfect stay
"Great hosts. Walking distance to store and restaurants. Short drive to Medford and Ashland."

Reviewed on 13 April 2025

Charleen's Cottage. Best Location! Couple Perfect!!!
The Lindsay Lodge & Restaurant
The Lindsay Lodge & Restaurant
2 out of 5
15100 Oregon 238, Jacksonville, OR
Fully refundableReserve now, pay when you stay
The price is SAR 871 per night from Apr 18 to Apr 19
SAR 871
SAR 884 total
includes taxes & fees
18 Apr - 19 Apr
8.4/10 Very Good! (22 reviews)
"The kindness and joy felt by the staff is amazing. The food at the restaurant is top notch and the dogs are so welcomed. Our new found gem!"

Reviewed on 23 February 2025

The Lindsay Lodge & Restaurant
See all 874 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.

Frequently asked questions

How much does a Jacksonville vacation 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 vacation to Jacksonville costs.
What are the cheapest months to go to Jacksonville?
If you’re looking to snag a cheap Jacksonville vacation 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 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 vacation as a package?
You can enjoy significant savings on your Jacksonville retreat by booking a customized vacation 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 vacation 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 vacation package.

Discover the most popular places to visit in Jacksonville

One of about a dozen wineries located here along the Applegate Wine Trail.

Red Lily Vineyards

You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this walkable area.

Red Lily Vineyards

Britt Pavilion

4.5/5(15 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 Pavilion

Applegate Lake

4.5/5(10 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.

Applegate Lake