--- title: "South Westshore Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,060 Expedia" description: "FREE cancellation on select hotels ✅ Bundle South Westshore flight and hotel to build your own South Westshore vacation package & 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of South Westshore holiday trips & travel deals." canonical: "https://www.expedia.ca/South-Westshore.d553248635976471782.Destination-Travel-Guides" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-12T22:57:34Z --- ![A sunset over a calm body of water with a wooden pier and grassy areas.](https://images.trvl-media.com/place/3517/c0f973a4-2b45-44b8-906e-dee14f819dd3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Photo by TS # South Westshore Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $4,200 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 ## The Latest South Westshore Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A hotel pool area with sun loungers and a clear blue pool.](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/e23b12d0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious lobby with a clear view of the reception desk, a pool area, and a staircase.](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/bfdbea5d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [ChartHouse Clearwater Beach Marina Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=114455182&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.6/10** \- Exceptional (1,576 reviews) "Such a beautiful get away place to come too. Please continue to keep it a great place to be." Reviewed November 12, 2026 Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,373~~](https://www.expedia.ca/) **CA $934** per traveller found 20 hours ago - ![A modern living room with a large window, a sofa set, a coffee table, and a dining area.](https://images.trvl-media.com/lodging/129000000/128490000/128484800/128484762/4ff56a04.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern hotel room with a large window, a flat-screen TV, a ceiling fan, and a seating area.](https://images.trvl-media.com/lodging/129000000/128490000/128484800/128484762/bf7ed3a4.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [CW Resort + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=128484762&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.4/10** \- Exceptional (311 reviews) Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,702~~](https://www.expedia.ca/) **CA $1,101** per traveller found 20 hours ago - ![A modern kitchen with a large island, white cabinetry, and a view of the beach.](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern kitchen with a large island, a dining area with chairs, a ceiling fan, and a view of the outdoors.](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/c85583b3.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 13 - Dec 18** ### [Ocean Club Treasure Island Hotel + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-13/2026-12-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&dealMarker=&paandie=true&cabinClass=e) Sunshine Beach 5 nights **9.6/10** \- Exceptional (1,329 reviews) Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,513~~](https://www.expedia.ca/) **CA $1,060** per traveller found 1 day ago - ![A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/bb4b00a5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious balcony with a clear view of the ocean, furnished with a sofa, chairs, and a dining table.](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 13 - Jan 18** ### [Wyndham Grand Clearwater Beach + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-18/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15914352&dealMarker=&paandie=true&cabinClass=e) Clearwater Beach 5 nights **9.4/10** \- Exceptional (4,057 reviews) Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • Nonstop TPA - YYZ • Nonstop [~~CA $1,458~~](https://www.expedia.ca/) **CA $1,031** per traveller found 20 hours ago - ![A modern living room with a sofa, armchair, and TV stand, large windows with a view, and ceiling fans.](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/87d0ec63.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A beach view with a white railing in the foreground.](https://images.trvl-media.com/lodging/34000000/33560000/33551400/33551358/0f0a7100.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 26 - Dec 31** ### [Provident Oceana Beachfront Suites + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-26/2026-12-31/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=33551358&dealMarker=&paandie=true&cabinClass=e) Treasure Island 5 nights **9.4/10** \- Exceptional (691 reviews) "At the rate paid I was surprised to not be provided with at least on coffee pod or free bottle of water. Location was wonderful, we enjoyed the hot tub." Reviewed November 12, 2026 Roundtrip • Toronto (YYZ) - Tampa (TPA) YYZ - TPA • 1 stop TPA - YYZ • 1 stop [~~CA $3,129~~](https://www.expedia.ca/) **CA $2,230** per traveller found 11 hours ago ## Where to stay in South Westshore Find the best South Westshore areas and neighborhoods for the activities you enjoy most. - [Downtown Tampa](#) - [Ybor City](#) - [Hyde Park](#) - [Town 'n' Country](#) - [Temple Terrace](#) ![A cityscape with tall buildings, palm trees, and a fountain.](https://images.trvl-media.com/place/6321364/f3554517-d5ff-4da2-940a-829e4a599435.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Downtown Tampa](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6048134) ### Downtown Tampa Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6048134) ![A street lined with palm trees, vintage buildings, and parked cars.](https://images.trvl-media.com/place/506597/22fbae39-7d14-42a5-ad24-0e95f005890a.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Ybor City](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=506597) ### Ybor City Designated as a National Historic Landmark District, this Tampa neighborhood boasts the Ybor City Museum State Park and a variety of attractions like the Cigar Museum. Enjoy Florida's oldest restaurant, Columbia, and vibrant nightlife along 7th Avenue, easily accessible via TECO Line Streetcar. [See properties](https://www.expedia.ca/Hotel-Search?regionId=506597) ![A large, two-story house with a porch, surrounded by well-maintained lawns and trees.](https://images.trvl-media.com/place/6341890/e392df2c-29f0-4e4b-9919-ca4e9f3a709f.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Hyde Park](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6341890) ### Hyde Park Historic homes and fine dining abound next to Downtown Tampa. Here it’s easy to develop a taste for the finer things in life. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6341890) ![A city skyline at dusk with illuminated buildings and palm trees in the foreground.](https://images.trvl-media.com/place/3000007908/87f87e53-b9d2-49a3-bdd6-e58d39dba5d4.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by She Silvino [View properties in map for Town 'n' Country](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=3000007908) ### Town 'n' Country If you're spending some time in Town 'n' Country, Tampa Bay and Rocky Point Golf Course are top sights worth seeing. [See properties](https://www.expedia.ca/Hotel-Search?regionId=3000007908) ![A calm lake with dense trees on both sides, a clear sky, and a distant house.](https://images.trvl-media.com/place/7259/4944c1b4-ebba-4b66-9ab4-d61eff8fa511.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Patti Stiles [View properties in map for Temple Terrace](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=7259) ### Temple Terrace Rolling landscape, majestic trees, and Hillsborough River views define this Tree City USA, with attractions like Eureka Springs Park and Temple Terrace Golf and Country Club. The area is undergoing redevelopment for a pedestrian-oriented downtown. [See properties](https://www.expedia.ca/Hotel-Search?regionId=7259) ## Frequently Asked Questions ### How much does a South Westshore vacation package cost? The most affordable South Westshore package is CA $934, so the trip of your dreams can become a reality — without breaking the bank. Bundle flights, hotels and car rentals to tailor make a package that suits you. ### How do I get a cheap travel package to South Westshore? Just think of all the thrilling things you could do in South Westshore with extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into a South Westshore vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotel options globally. Whether you're vacationing with the family or embarking on a solo adventure, exploring South Westshore is better with a package. ### Where should I stay in South Westshore? A trip to South Westshore wouldn't be complete without paying a visit to Memorial Hospital of Tampa, Fresenius Medical Care at Memorial Hospital and Hester Park. Stay near these popular sights and make sightseeing easy. ### What are the top hotels in South Westshore? [Calm Oasis In South Tampa - 4 Bedroom Private Pool Home](https://www.expedia.ca/Tampa-Hotels-Calm-Oasis-In-South-Tampa-4-Bdrm-Private-Pool-Home.h66781653.Hotel-Information) and [Entire House Near Tampa Airport And Downtown Close To Beaches](https://www.expedia.ca/Tampa-Hotels-Entire-House-Near-Tampa-Airport-Downtown-Close-To-Beaches.h64142428.Hotel-Information) are among the most popular hotels in South Westshore. Why not look up the amenities and rates at each and then decide? ### How far in advance should I book my South Westshore vacation? The earlier, the better. Air carriers typically release flight tickets up to a year prior to departure, and this is your chance to pick up some rock-bottom prices. Just been told you should take your vacation time in a few weeks? No problem! Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford. ### What does an Expedia South Westshore travel package include? That's up to you. You can pick from a range of South Westshore bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your perfect South Westshore trip looks like, you're sure to save! ### What should I know before booking a South Westshore travel package? You'll pick up big savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one place just makes things easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or an affordable family break, browse our package deals today. ### Can I choose my airline with a South Westshore Expedia vacation package? Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs. ### If I'm not able to travel, can I cancel my South Westshore vacation package? Because we know life can be unpredictable, the answer is yes. To learn more, check out our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). But generally speaking, if you've booked your South Westshore vacation package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.