Highlands Vacation Packages

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jul. 9 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (1,005 reviews)
Completely remodeled- looks great!

Reviewed on Jun. 1, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul. 14 - Jul. 17
just found
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
The property was really nice. It was across the street a park that the up-keeping was not that great.

Reviewed on May 27, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
per person
Jul. 11 - Jul. 15
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,035 reviews)
The place to be! Fun and live music! Good food, coffee and Publix close by. Great beaches!

Reviewed on Jun. 2, 2024

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Jul. 9 - Jul. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
6.8/10 (1,004 reviews)
Beautiful grounds. Rooms were clean and spacious. Would stay here again

Reviewed on May 29, 2024

FUSION Resort Two Bedroom Suites

FUSION Resort Two Bedroom Suites

3.5 out of 5
Save 100% on your flight
per person
Jul. 10 - Jul. 17
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.2/10 Wonderful! (944 reviews)
I love this place. All the staff was amazing! I will be coming back !

Reviewed on May 28, 2024

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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Hudson Beach Estates

1 out of top 10 points of interest in this area

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Werner Boyce Salt Springs State Park.

Find hotel + flight trips in Hudson Beach Estates

Highlands Hotel Deals

La Vista Inn
La Vista Inn
2 out of 5
11736 US HIGHWAY 19, Port Richey, FL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Jun. 4 to Jun. 5
CA $95
CA $107 total
includes taxes & fees
Jun 4 - Jun 5
4.6/10 (594 reviews)
"My boyfriend and I are simple people and we have a different outlook on hotels than most. We book them just to sleep and move on so we don’t care about all the bells and whistles. This is a motel that you stay one night in and move on. It serves its purpose which is a bed and walls. Even we wouldn’t ..."

Reviewed on May 12, 2024

La Vista Inn
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
4 out of 5
5700 Saddlebrook Way, Wesley Chapel, FL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Jul. 1 to Jul. 2
CA $160
CA $220 total
includes taxes & fees
Jul 1 - Jul 2
6.8/10 (1,004 reviews)
"Beautiful grounds. Rooms were clean and spacious. Would stay here again"

Reviewed on May 29, 2024

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Holiday Hotel
Holiday Hotel
2.5 out of 5
2337 US Highway 19, Holiday, FL
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Jun. 17 to Jun. 18
CA $91
CA $102 total
includes taxes & fees
Jun 17 - Jun 18
6/10 (341 reviews)
Okay
"We were there for a weekend get away. Staff was nice. Rooms need a title work done but it was ok for the price."

Reviewed on May 27, 2024

Holiday Hotel
See all 1,957 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.

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All Inclusive Vacations

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Frequently asked questions

How much does a Highlands vacation package cost?
Our Highlands packages, which start from as low as CA $949, 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.

Discover the most popular places to visit in Highlands

Image for Hudson Beach

Hudson Beach

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

Hudson Beach
Image for Regional Medical Center Bayonet Point

Regional Medical Center Bayonet Point

Though Regional Medical Center Bayonet Point might be what brings you to town, perhaps you'll have a chance to explore more of Hudson while you are here.

Regional Medical Center Bayonet Point
Image for Show Palace Dinner Theater

Show Palace Dinner Theater

You can enjoy 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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.