Countryway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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

Top Holiday Package Deals in Countryway

Price found within the past 48 hours. Click for updated prices.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,855, price is now CA $1,189 per person
CA $1,189
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
2/10 (4 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,327, price is now CA $1,401 per person
CA $1,401
per person
Apr 27 - May 4
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
The room was positively spotless and beds and bathrooms so clean. Very well stocked with dishes and cookware too!

Reviewed on Feb 23, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $3,048, price is now CA $1,902 per person
CA $1,902
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Overall it was a good

Reviewed on Feb 17, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $1,968, price is now CA $1,237 per person
CA $1,237
per person
Apr 6 - Apr 13
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
7/10 Good! (1,744 reviews)
Clean and spacious room Good bar with a nice view

Reviewed on Feb 20, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $2,017, price is now CA $1,298 per person
CA $1,298
per person
Apr 14 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Room was nice but small area for coffee and sink Find it insulting that they charge you $25 to park your own car- not valet. Like u have any other choice if you drove to resort. At the room price and resort fee- parking should be free!!!!!!!

Reviewed on Feb 22, 2026

Where to stay in Countryway

Find the best Countryway areas and neighborhoods for the activities you enjoy most. Learn more about Countryway
Curtis Hixon Waterfront Park

Downtown Tampa

5 out of top 10 points of interest in this area
4.5/5(55 area reviews)

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.

Find hotels in Downtown Tampa

Countryway Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $487 per night from Feb 26 to Feb 27
CA $487
CA $605 total
Feb 26 - Feb 27
includes taxes & fees
9.4/10 Exceptional! (3,037 reviews)
Really nice hotel, front beach, good food, kid friendly, nice pool, nice gym and friendly staff.

Reviewed on Feb 23, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Mar 8 to Mar 9
CA $278
CA $315 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (1,140 reviews)
Clean rooms very helpful stafff. Will stay again

Reviewed on Feb 22, 2026

The Westin Tampa Bay
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is CA $92 per night from Mar 8 to Mar 9
CA $92
CA $104 total
Mar 8 - Mar 9
includes taxes & fees
6.2/10 (4,032 reviews)
Terrible room service..Terrible breakfast

Reviewed on Feb 23, 2026

Ramada by Wyndham Tampa Westshore Airport South
See all 12,554 properties in Countryway
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Countryway vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Countryway from just CA $1,189. And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Countryway?
If you love amazing deals, bundle your bookings into a Countryway vacation package. Whether you're chasing flights, hotels, tours or rental cars, you can browse and book everything in one place. You'll have endless choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 hotels around the globe to choose from. Fly with who you prefer, stay in a place you like and save a packet — now that's the perfect getaway!
Where should I stay in Countryway?
Most travelers who visit Countryway put both Port of Tampa and Raymond James Stadium on their must-see lists. Why not choose a hotel within walking distance of these great attractions?
How far in advance should I book my Countryway vacation?
While prices change from time to time, we generally suggest booking your seats as soon as possible. Many international airfares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Discount prices to Countryway sometimes appear in the weeks prior to departure.
What does an Expedia Countryway travel package include?
It's up to you! You can pick from a variety of Countryway packages, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your perfect Countryway vacation looks like, you'll save!
What should I know before booking a Countryway travel package?
Whether it's adventure or relaxation you're seeking, a Countryway vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Countryway Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 partner airlines across the globe, so you have lots of choice when putting together your Countryway escape.
If I'm not able to travel, can I cancel my Countryway vacation package?
Whether it's your hotel or flight, you can cancel or change it. Locked in your Countryway vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Countryway

Busch Gardens Tampa Bay showing rides

Busch Gardens Tampa Bay

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay
Tampa Riverwalk

Tampa Riverwalk

Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.

Tampa Riverwalk
Tampa_RaymondJamesStadium_503050_03

Raymond James Stadium

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $50
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $50
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Tampa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.