Highlands Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Highlands

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

Hudson Beach Estates

1 out of top 10 points of interest in this area
4/5(9 area reviews)

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Cow Creek.

Find hotels in Hudson Beach Estates

Highlands Hotel Deals

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 ￥7,156 per night from Feb 25 to Feb 26
￥7,156
￥7,978 total
Feb 25 - Feb 26
includes taxes & fees
7.4/10 Good! (1,392 reviews)
It was a place to sleep.

Reviewed on Feb 16, 2026

Motel 6 Spring Hill, FL - Weeki Wachee
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
6206 US HWY 19 New Port Richey FL
Fully refundableReserve now, pay when you stay
The price is ￥20,056 per night from Feb 19 to Feb 20
￥20,056
￥22,462 total
Feb 19 - Feb 20
includes taxes & fees
9.2/10 Wonderful! (1,180 reviews)
The room was big and beautiful the staff were amazing and the breakfast was delicious and fresh ! Definitely would go back

Reviewed on Feb 17, 2026

Comfort Inn & Suites New Port Richey Downtown District
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill FL
10/10 Exceptional! (309 reviews)
Absolutely amazing with lots of wildlife - otters manatees turtles dolphins and monkeys. We felt no need to go anywhere else our entire stay. One of the few places I’d book again.

Reviewed on Dec 25, 2025

Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
See all 1,731 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?
Our Highlands packages, which start from as low as , are the best way to save big bucks. Choose your favorite hotels, flights and more to create a personalized 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 1,000,000 hotels throughout the world, your Highlands vacation 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 vacation you've always dreamed of in Highlands is much closer than you thought!
How far in advance should I book my Highlands vacation?
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 traveling 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 vacation package?
With a vacation 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 vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.