Briarwoods Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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The Latest Briarwoods Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a large window, a sofa set, a coffee table, and a dining area.
    Feb 4 - Feb 7

    CW Resort + Flight

    Clearwater Beach
    3 nights
    4.0 star property
    9.4/10 - Exceptional (300 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $1,705
    CA $1,122
    per traveller
    found 1 day ago
    CW Resort
  • A modern kitchen with a large island, white cabinetry, and a view of the beach.
    Feb 4 - Feb 7

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,323 reviews)
    "Gg"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $1,982
    CA $1,217
    per traveller
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • A balcony with wicker furniture overlooking a beach.
    Feb 4 - Feb 7

    The Avalon Club + Flight

    Clearwater Beach
    3 nights
    4.0 star property
    9.4/10 - Exceptional (620 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $2,081
    CA $1,396
    per traveller
    found 1 day ago
    The Avalon Club
  • A poolside area with palm trees, lounge chairs, and a pool.
    Feb 2 - Feb 7

    La Tortuga Historic Downtown Pass A Grille + Flight

    Pass-a-Grille
    5 nights
    4.0 star property
    8.8/10 - Excellent (39 reviews)
    "Great location on 8th Ave. We loved being so close to the historic section."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $2,691
    CA $1,844
    per traveller
    found 16 hours ago
    La Tortuga Historic Downtown Pass A Grille
  • A rooftop terrace with a fire feature, seating area, and a view of the city skyline.
    Dec 21 - Dec 27

    The Westin Sarasota + Flight

    Central Sarasota
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,209 reviews)
    "Nice property! Local shuttle very useful! Valet a bit pricey!"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $2,104
    CA $1,452
    per traveller
    found 18 hours ago
    The Westin Sarasota

Where to stay in Briarwoods

Find the best Briarwoods areas and neighborhoods for the activities you enjoy most.
A boat with colorful flags, a pier, and a crowd of people.

Bayonet Point

Shopping, waterfront views, and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.
A wooden pier extending into a calm sea with a sandy beach in the foreground.

Gulf Shores

Gulf Shores might not have many top sights, but Hudson Beach and Show Palace Dinner Theater are two attractions nearby that you can check out.
A sunset over a calm sea with a small boat and distant structures.
Photo by Desert Adventurist
Open Photo by Desert Adventurist

Hudson Beach Estates

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Show Palace Dinner Theater.
A harbor with multiple sailboats anchored in calm waters under a cloudy sky.

Sea Ranch

While Sea Ranch isn't home to many top sights, Hudson Beach and Show Palace Dinner Theater are some notable places to visit nearby.
A sunset over a calm body of water with a distant shoreline.

Gulf Coast Acres

While visiting Gulf Coast Acres, you might make a stop by sights like Show Palace Dinner Theater and Colorama Music.

Briarwoods Hotel Deals

A hotel entrance with a glass door, a welcome mat, and a security camera.

Hampton Inn Spring Hill

Hampton Inn Spring Hill
2.5 star property
3 km from Briarwoods
8.4 out of 10, Very good, (1,002 reviews)
"Clean, great employees, delicious breakfast and coffee!!"
The price is CA $167
CA $186 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn Spring Hill
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.
See all properties in Briarwoods

Frequently Asked Questions

How much does a Briarwoods vacation package cost?

Tailor make your Briarwoods vacation package from an affordable CA $1,122. Pick from any combination of rental cars, flights and hotels to build the escape you've been dreaming about for ages. Don't forget to add on a few activities!

How do I get a cheap travel package to Briarwoods?

Bundle, bundle, bundle. Hotels, flights and rental cars — combine whatever you need into a Briarwoods vacation package to save loads of cash. Score even better deals when you add extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to put together your vacation your own way. We offer more than 550 partner airlines and 1,000,000 hotel options in all corners of the globe, so that everyone has an opportunity to travel and live out those vacation fantasies.

Where should I stay in Briarwoods?

Briarwoods has several wonderful places to explore, like Show Palace Dinner Theater. Spend your nights in a hotel close by and make sightseeing easier.

How far in advance should I book my Briarwoods vacation?

Your safest bet is to book early. Airlines typically advertise flight tickets up to a year in advance, and this is an ideal opportunity to score some rock-bottom prices. Boss just told you to take your vacation time next week? No need to worry. Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.

What does an Expedia Briarwoods travel package include?

From flights and hotels to rental cars, Expedia can help you put together a Briarwoods package that's ideal for you. Vacationing for a while? Give some thought to a rental car, hotel and flight bundle. If you can only manage a quick getaway, a hotel and airfare deal may be more your style. Experiences can also be added after you've booked. Our travel packages make it a cinch to save and plan.

What should I know before booking a Briarwoods travel package?

So many places to go, so many things to do. With a package, you can tick more of them off your list. Combine your flights, hotels and rental cars and see how much you save.

Can I choose my airline with a Briarwoods Expedia vacation package?

Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.

If I'm not able to travel, can I cancel my Briarwoods vacation package?

You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your Briarwoods vacation package for free if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, visit our Customer Service Portal for further information.

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