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.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
CA $964
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
9/10 Wonderful! (884 reviews)
The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone.
Reviewed on Sep 29, 2026
Bentley House Bed and Breakfast
CA $958
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
10/10 Exceptional! (27 reviews)
The hosts of this bed & breakfast couldn’t have been more welcoming and friendly! The room (and the whole house) are quaint and old-timey charming. We were comfortable and happy there. What a lovely place to stay!
Reviewed on Oct 5, 2026
Killington Haus
CA $1,049
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Rutland (RUT)
9/10 Wonderful! (56 reviews)
The room was extremely clean. The bed was very comfortable and the room was spacious. The only issue was the tiny bathroom/shower/toilet. Great area and beautiful scenery.
Reviewed on Oct 5, 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
8.8/10 Excellent! (39 reviews)
"This was the perfect getaway on a beautiful piece of property for us to rest and relax after long days of working at my father‘s house. Everything was clean and great working condition tons of room for all of us and the property was just incredible."
Reviewed on Aug 17, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
CA $170
CA $190 total
Nov 1 - Nov 2
includes taxes & fees
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $119
CA $130 total
Nov 1 - Nov 2
includes taxes & fees
6.4/10 (79 reviews)
"This place is tired. Not many options in the area. Not my first time here. New ownership, but it doesn't look or feel any different. Plumbing back ups in sink and tub. Moved the trashcan and there was trash and dirt behind it. Stain on comforter. You know, tired."
Reviewed on Oct 5, 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
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 $916 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.
