Jacksonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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

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)
Peaceful lake view

Reviewed on Aug 12, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

CA $1,356
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
9.2/10 Wonderful! (1,006 reviews)
Fun location with a distillery on site. Lots of dining opportunities close by

Reviewed on Aug 15, 2026

The Landgrove

The Landgrove

CA $1,493
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
7.4/10 Good! (3 reviews)
Emrose Luxury Cabins

Emrose Luxury Cabins

CA $1,309
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
9/10 Wonderful! (111 reviews)
Killington Mountain Lodge, Tapestry Collection by Hilton

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)

Ready to book your vacation to Jacksonville?

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Jacksonville Hotel Deals

Bright three-level home with water views, jetted tub, firepit, and pool table

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

Get rates
Bright three-level home with water views, jetted tub, firepit, and pool table
Jacksonville Cabin w/ Wraparound Deck & Views

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

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Jacksonville Cabin w/ Wraparound Deck & Views
Hotel Vervana, Trademark Collection by Wyndham

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
8.2/10 Very good! (1,001 reviews)
"The staff was great and welcoming. The room was comfortable and clean. The shower was strong and wonderful. The hotel was walking distance to pubs and restaurants. Overall a great night."

Reviewed on Aug 14, 2026

Hotel Vervana, Trademark Collection by Wyndham
See all 1,314 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

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.
See properties

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.
See properties

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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.