Highlands Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Pirate ship at St Andrews State Park

Gulf Shores

While there might not be top attractions in Gulf Shores, you can explore the larger area and discover places like Hudson Beach and Beacon Woods Golf Course.

Find hotels in Gulf Shores

Top hotels in Highlands

Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

2.5 out of 5
38724 US Highway 19 North Tarpon Springs FL
Fully refundable
The price is 2.225.187 ₫ per night from 25 Jun to 26 Jun
2.225.187 ₫
2.514.422 ₫ total
25 Jun - 26 Jun
includes taxes & fees
8/10 Very Good! (1,115 reviews)
"At 230 am. Heard car horn a couple times. Then loud banging on front and back patio door. Right below us . Called front desk. Told them. It still went on for over a half hour. Never heard front desk clerk."

Reviewed on 19 Jun 2026

Quality Inn & Suites Tarpon Springs South
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
36750 Us Highway 19 N Palm Harbor FL
The price is 3.256.852 ₫ per night from 22 Jul to 23 Jul
3.256.852 ₫
5.018.513 ₫ total
22 Jul - 23 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Great resort I will definitely come back"

Reviewed on 22 Jun 2026

Innisbrook Resort
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way Spring Hill FL
Fully refundableReserve now, pay when you stay
The price is 1.710.407 ₫ per night from 23 Jun to 24 Jun
1.710.407 ₫
1.907.002 ₫ total
23 Jun - 24 Jun
includes taxes & fees
7.2/10 Good! (1,525 reviews)
"The room was just dirty and run down, the grounds were not kept up well, and the staff was odd"

Reviewed on 20 Jun 2026

Motel 6 Spring Hill, FL - Weeki Wachee
See all 1,777 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 holiday package cost?
Our Highlands packages, which start from as low as , are the best way to save big bucks. Choose your favourite hotels, flights and more to create a personalised escape.
How do I get a cheap travel package to Highlands?
Bundle your flights and hotels with Expedia to save big on your next big adventure. With more than 550 airlines and 1null000null000 hotels throughout the world, your Highlands holiday package can be customized exactly to suit your travel style. With all that extra cash, why not throw in a few exciting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Highlands is much closer than you thought!
How far in advance should I book my Highlands holiday?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, great deals to Highlands are still known to appear just a few weeks before departure.
What does an Expedia Highlands travel package include?
Rental cars, flights and hotels, or any combination of them — the choice is all yours! Whether you're visiting Highlands with the entire family or travelling by yourself, there's a package to match every budget and style. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Highlands travel package?
We already have low prices. However, you'll enjoy even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Highlands Expedia holiday package?
With a holiday package, you're in control. Whether you want to fly to Highlands in coach or first class, simply pick from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Highlands holiday package?
If your travel plans in Highlands have changed, it's comforting to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. To find out more, visit our Customer Service Portal.

Popular places to visit

Hudson Beach

Hudson Beach

Why not spend a care-free afternoon at Hudson Beach during your travels in Hudson? Amble around the area's parks or visit its shops.

Hudson Beach

Show Palace Dinner Theater

You can make plans for a show at Show Palace Dinner Theater during your stay in Hudson. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Show Palace Dinner Theater