Highlands Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Highlands
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Downtown Palm Coast
Town Center
CA $1,325
per person
Dec 16 - Dec 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jacksonville (JAX)
9.8/10 Exceptional! (6 reviews)
I've stayed in a lot of hotels and this was the most luxurious. Clean, full kitchen, two bedrooms, walk-in closets, and three large flat screen TV and a balcony. I will be returning!!
Reviewed on Oct 17, 2026
Where to stay in Highlands
Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Downtown Jacksonville
2 out of top 10 points of interest in this area
Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.
Amelia City
While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.
Oceanfront
If you're spending some time in Oceanfront, Oceanfront Park and Northeast Florida Beaches are top sights worth seeing.
Southside
1 out of top 10 points of interest in this area
If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.
Sawgrass
Visitors to Sawgrass like its beaches and riverfront, and Mickler Beach is a sight worth a stop.
Highlands Hotel Deals
RiverCity inn
10888 harts rd Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $62
CA $70 total
Nov 4 - Nov 5
includes taxes & fees
7.8/10 Good! (32 reviews)
"Great location for shopping & restaurants"
Reviewed on Oct 25, 2026
Margaritaville Jacksonville Beach
715 1st St N Jacksonville Beach FL
Fully refundableReserve now, pay when you stay
CA $201
CA $228 total
Oct 27 - Oct 28
includes taxes & fees
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
CA $232
CA $266 total
Nov 22 - Nov 23
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.
Frequently asked questions
How much does a Highlands vacation package cost?
From just CA $944. Yes, you read that correctly. Our Highlands packages are an easy way to make your budget last longer. Combine your favorite hotels, flights and car rentals and get out and see this lively destination.
How do I get a cheap travel package to Highlands?
You'll save a pile of money if you combine your car rentals, flights and hotels into a Highlands vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels all over the world, which means you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Highlands?
Visitors come from all over to see Cummer Museum of Art and Gardens and Jacksonville Museum of Modern Art in Highlands. Book a hotel within a stone's throw of these wonderful attractions and visit them at your leisure.
What are the top hotels in Highlands?
If it's your first time staying in Highlands, reserve a room at Red Roof Inn Jacksonville - Cruise Port or Stayable Suites Jacksonville North. Both offer friendly service and are popular options with many savvy travelers.
How far in advance should I book my Highlands vacation?
While not all airlines advertise ticket prices early, you can normally look up international airfares on Expedia up to a year in advance. This is the time when you'll nab some incredible deals. If you're booking last minute, you could still be in luck. Sometimes the cheapest prices emerge a few weeks before departure.
What does an Expedia Highlands travel package include?
You can select from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on activities and tours. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to putting together your dream Highlands getaway.
What should I know before booking a Highlands travel package?
Bundling your bookings into a Highlands vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Highlands Expedia vacation package?
With a vacation package, you're in control. Whether you'd like to fly to Highlands in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Highlands vacation package?
We get that sometimes life doesn't go according to plan. If you've locked in a Highlands vacation package and have to cancel or change it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.
Stay near popular Highlands attractions
Abyssinia Missionary Baptist Church
After visiting Abyssinia Missionary Baptist Church, make a plan to see the other sights and activities in Jacksonville.
Things to do
St. Augustine: St. Johns River Airboat Safari with a Guide
CA $74
per adult
100% of travellers recommend
Jacksonville Jaguars Football Game at EverBank Stadium
CA $415
per adult
CraigCat Boat Tour from Fernandina Beach
CA $190
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.