Jacksonville Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was CA $1,531, price is now CA $1,331 per person
CA $1,331
per person
Sep 9 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
No reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,710, price is now CA $1,441 per person
CA $1,441
per person
Sep 9 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (1,013 reviews)
I really enjoyed the heated pool

Reviewed on Jun 29, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was CA $1,844, price is now CA $1,644 per person
CA $1,644
per person
Sep 9 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (99 reviews)
The lock situation on the door to my cabin was concerning. The key was required to lock it from both the inside and the outside (presenting a hazard if I needed to escape quickly), and there was no deadbolt. There was another lock that had a keyhole on both the inside and outside, but my key did not work on it. As a single woman staying on the property entirely alone in the off season, I felt the need to barricade my door each night to ensure nobody could get in, since I couldn't deadbolt it.

Reviewed on Jun 18, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was CA $1,539, price is now CA $1,376 per person
CA $1,376
per person
Sep 9 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.4/10 Exceptional! (681 reviews)

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was CA $1,594, price is now CA $1,453 per person
CA $1,453
per person
Sep 9 - Sep 14
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.4/10 Exceptional! (1,226 reviews)
Place was clean but just old in spots. Bathroom layout not the best. Could not turn on sink area light without disturbing other sleeping. One of the beds was HORRIBLE. When I mentioned it the next morning I was asked if I called someone to switch it out. That led me to believe they know about the issues and just play musical mattress instead of replacing bad mattresses.

Reviewed on Jun 29, 2026

Ready to book your vacation to Jacksonville?

 

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Jacksonville Hotel Deals

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville VT
9.6/10 Exceptional! (44 reviews)
"Beautiful"

Reviewed on Apr 26, 2026

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Jacksonville Cabin w/ Wraparound Deck & Views
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is CA $219 per night from Jul 6 to Jul 7
CA $219
CA $262 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (284 reviews)
"Lovely resort although the pool is closed until October. Beautiful, peaceful property. 300+ rooms! Music on patio with s’mores was fun. Karen was very nice and helpful. Only negative it is 15 miles from town and not a lot to do!"

Reviewed on Jun 29, 2026

Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is CA $241 per night from Jul 14 to Jul 15
CA $241
CA $270 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"

Reviewed on Jun 21, 2026

Hotel Downstreet, an Ascend Collection Hotel
See all 1,321 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.
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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

Frequently asked questions

How much does a Jacksonville vacation package cost?
Offering great value package deals from CA $1,331 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.