Jacksonville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Jacksonville Vacation
Experience the excitement and energy of Jacksonville with a customized Jacksonville vacation package. From its welcoming locals to its lively atmosphere and beyond, you'll never have a dull moment in this city. If a sightseeing tour is on the agenda during your trip to Jacksonville, visit leading attractions like Lake Raponda, Jacksonville Pond and The Ledge. Whatever your travel plans or the size of your budget, putting together a tailored Jacksonville vacation is a breeze with Expedia.
Top Jacksonville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
CA $1,291
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
9.4/10 Exceptional! (965 reviews)
Fantastic stay! The views are unbelievable, the room was huge, the pool was spotless and heated, the lake was breathtaking. Kayaks, paddle 5thboards and life vests all provided free. Restaurant was great with live music on weekends. Highly recommend. Surrounding area is lovely! Try the Birdseye Diner is fantastic and just a mile away.
Reviewed on Aug 16, 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
CA $1,522
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
I spent 2 nights a this beautiful place and loved it. Since the moment we checked in and out we had a great time. The room was very clean, the beds were very comfortable and the view of the mountains at the hot tub was stunning.
Reviewed on Aug 16, 2026
Ready to book your vacation to Jacksonville?
Jacksonville Hotel Deals
Bright three-level home with water views, jetted tub, firepit, and pool table
Jacksonville VT
8.6/10 Excellent! (38 reviews)
"Mitchell and team were great!"
Reviewed on Mar 1, 2026
Jacksonville Cabin w/ Wraparound Deck & Views
Jacksonville VT
9.6/10 Exceptional! (45 reviews)
"Beautiful cabin in a beautiful setting!"
Reviewed on Jul 22, 2026
Hotel Vervana, Trademark Collection by Wyndham
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
CA $138
CA $150 total
Aug 30 - Aug 31
includes taxes & fees
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
Jacksonville Pond
Explore the great outdoors at Jacksonville Pond, a lovely green space in Jacksonville. Discover the area's mountain views and seek out the ski slopes.
Stickney Hill
Commune with nature and explore the great outdoors at Stickney Hill during your travels in Jacksonville. While you're in the area, wander around the parks.
Frequently asked questions
How much does a Jacksonville vacation package cost?
Offering great value package deals from CA $1,291 on Expedia, you'll be pleasantly surprised at how much a vacation to Jacksonville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jacksonville?
The off-season is the best time to travel to Jacksonville if you're trying to save. Another tip for finding cheap Jacksonville vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Jacksonville?
Usually, a handful of days is enough to check out the major sights during your Jacksonville vacation. But if you prefer to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Jacksonville package deals?
Use Expedia's filters to help you find some of the best Jacksonville package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Jacksonville package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Jacksonville vacation as a package?
You can enjoy significant savings on your Jacksonville break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great 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?
If you're planning an impromptu Jacksonville trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Jacksonville?
- Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Jacksonville.
- Set your budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Jacksonville. Then, choose a hotel that matches your budget, whether that's an affordable stay or a deluxe retreat.
- Decide how long to go for: Now that you're up to speed on Jacksonville, you can figure out the ideal length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Jacksonville vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
