Highlands Trips (flight + hotel)

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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

Top hotels in Highlands

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! (3,061 reviews)
"we will return my husband and i had a staycation here and loved every moment"

Reviewed on Jul 28, 2025

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Margaritaville Jacksonville Beach
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is P6,410 per night from Aug 10 to Aug 11
P6,410
P7,275 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,032 reviews)
Nice stay
"The staff is friendly, good customer service, Indoor pool is nice and full free buffet in the morning. The omelet station was the best. Theo did his thing. I hate I missed it on my last day bc the hours change during the week. The room was fine. Room service was okay but too high. The Cajun pasta ..."

Reviewed on Jul 26, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
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 P3,937 per night from Aug 3 to Aug 4
P3,937
P4,468 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,694 reviews)
"Love this hotel! The staff is great and the room is beautiful and immaculate. I have stayed in other places and paid a lot more that weren’t as nice as this hotel. A real find!"

Reviewed on Jul 23, 2025

Wyndham Garden Jacksonville
See all 3,565 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.

Frequently asked questions

How much does a Highlands vacation package cost?
From just . 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.

Popular places to visit

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
Prime F. Osborn Convention Center which includes heritage architecture and a fountain

Prime F. Osborn III Convention Center

See exhibitions and join in community events at the former Union Station, a large train station which dates back to 1919.

Prime F. Osborn III Convention Center

St. Johns Town Center

With a visit to St. Johns Town Center, a favorite shopping spot in Jacksonville, you can enjoy some retail therapy. Stroll along the area's beautiful beaches or experience its lively festivals.

St. Johns Town Center

Things to do

Self-Guided Driving Bundle of Florida Tours

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

P2,267
per traveler
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

P8,505
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

P7,938
per traveler
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.