Jacksonville Vacations from $520

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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.

The Latest Jacksonville vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $614, price is now $520 per person
$520
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
9.4/10 Exceptional! (608 reviews)

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $2,662, price is now $1,860 per person
$1,860
per person
Jan 15 - Jan 18
found 21 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
No reviews

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $2,567, price is now $1,940 per person
$1,940
per person
Jan 15 - Jan 18
found 21 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $1,208, price is now $974 per person
$974
per person
Jan 15 - Jan 18
found 14 hours ago
Roundtrip non-stop flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
8.8/10 Excellent! (1,004 reviews)

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $934, price is now $795 per person
$795
per person
Jan 15 - Jan 18
found 14 hours ago
Roundtrip non-stop flight included
President Donald J. Trump Intl. Airport (DJT) to Rutland (RUT)
9/10 Wonderful! (890 reviews)
We were so happy with everything Clean linens Well stocked kitchen Great grounds Helpful staff One minor issue--heat in halls too high, like uncomfortably warm We had windows open at times in November

Reviewed on Nov 9, 2026

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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

Jacksonville Hotel Deals

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
$172 nightly
The price is $189 total per night from Nov 10 to Nov 11
$189 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (330 reviews)
"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Reviewed on Nov 8, 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
Fully refundable
$119 nightly
The price is $133 total per night from Nov 23 to Nov 24
$133 total
Nov 23 - Nov 24
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Nov 10 to Nov 11
$105 total
Nov 10 - Nov 11
Total with taxes and fees
Colonial Motel
See all 1,295 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.

Find the Best Jacksonville Vacation Packages

Jacksonville Essential Information

Language
English
Currency
U.S dollars
Population
220
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Mount Snow, Molly Stark State Park and The Ledge

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Frequently asked questions

How much does a Jacksonville vacation package cost?
You can pick up a vacation package to this destination from $520 on Expedia. But how much your vacation to Jacksonville costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Jacksonville?
If you're hoping to score a cheap Jacksonville vacation package, consider visiting in April, May and October. You'll generally find better prices on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Jacksonville?
The ideal length of your Jacksonville vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to visit all the top attractions and explore some hidden gems along the way.
How to find the best Jacksonville package deals?
Use Expedia's filters to find some unbeatable Jacksonville package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Jacksonville package deals in the low season. Play around with your travel dates and you may score even better 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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Jacksonville vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Jacksonville?
If you've got your Jacksonville travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Jacksonville vacation packages?
Set off on your ideal getaway to Jacksonville with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up travel deals while they last.

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.