Highlands Holidays

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Your Highlands Holiday

Your next great adventure is just around the corner with a holiday package to Highlands. Relaxation, entertainment and great times — you're sure to find it in this neighbourhood. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Jacksonville Zoo and Gardens, Oceanway Community Centre and Florida State College North Campus. Tick off one, two or all during your trip to Highlands. Stop dreaming and start doing. When you're ready to lock in your holiday to Highlands, Expedia is here to help.

Our guide on where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
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Southside

3 out of top 10 points of interest in this area

If you're spending some time in Southside, St. Johns Town Center and The Avenues are top sights worth seeing.

Find hotels in Southside

Our pick of the best Highlands Hotel Deals

Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
715 1st St N, Jacksonville Beach, FL
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (3,120 reviews)
Amazing Time at Jacksonville Beach
"Stayed 2 days and enjoyed the beach, the restaurant, and the hotel was great."

Reviewed on 24 Aug. 2025

Get rates
Margaritaville Jacksonville Beach
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 3 Sept to 4 Sept
AU$249
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (1,265 reviews)
"Five Star"

Reviewed on 25 Aug. 2025

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is AU$122 per night from 7 Sept to 8 Sept
AU$122
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,728 reviews)
"Front desk staff was very helpful with kids."

Reviewed on 23 Aug. 2025

Wyndham Garden Jacksonville
See all 3,567 properties in Highlands
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Highlands holiday package cost?
From just . Yes, you read that correctly. Our Highlands packages are an easy way to make your budget last longer. Combine your favourite 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 holiday 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 travellers.
How far in advance should I book my Highlands holiday?
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 holiday package is the most convenient way to organise 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 holiday package?
With a holiday 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 holiday package?
We get that sometimes life doesn't go according to plan. If you've locked in a Highlands holiday 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.

Discover the most popular places to visit in Highlands

Jacksonville Naval Air Station

Jacksonville Naval Air Station

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the great live music or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station
EverBank Field showing a lake or waterhole

EverBank Stadium

Capable of seating over 80,000 fans, this modern football stadium is the exciting home of the Jacksonville Jaguars, international soccer games and music events.

EverBank Stadium

Mayport Naval Station

Mayport Naval Station is just one of the places to see in Jacksonville, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's beautiful beaches or experience its acclaimed theatre scene.

Mayport Naval Station

Activities

Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

AU$61
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
3 Hour Coastal Fun Cruise

3 Hour Coastal Fun Cruise

AU$230
per adult
3 Hour Coastal Fun Cruise
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

AU$214
per traveller
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.