Countryway Vacations from $357

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Countryway Vacation

When it's time for your next getaway, lock in a Countryway vacation package. From its golfing to a whole lot more, there are so many great reasons to base yourself in this neighborhood. Not sure what to do during your trip to Countryway? Nearby attractions like Tampa Bay Downs, Oldsmar Flea Market and Westchase Golf Course are good places to start. Stop daydreaming and start doing. When it's time to lock in your dream vacation to Countryway, Expedia is here to help.

The Latest Countryway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $571, price is now $357 per person
$357
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (19 reviews)
Estuvimos dos noches en el hotel y nos gustó mucho, todo muy limpio lo mismo dentro de la habitación que en la piscina, la atención excelente, la playa super serca del hotel es solo cruzar la calle, está ubicado céntrico, una experiencia satisfactoria la esatacia, lo volvería a repetir!!!

Reviewed on Aug 31, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $762, price is now $413 per person
$413
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,006 reviews)
Loved it Voco hotel was great clean and quiet great place to just sit back and relax place was not busy at all kids are all back in school thank god . Beach’s all near by 10 to 20 minute drive to any beach u wana go too.

Reviewed on Sep 2, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,576, price is now $863 per person
$863
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Very nice place and very clean! Great price, will be back!

Reviewed on Sep 1, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $665, price is now $418 per person
$418
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,003 reviews)
Conveniently located by the airport for easy access to flights and surrounding areas

Reviewed on Aug 25, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,531, price is now $974 per person
$974
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Place was very clean loved how large it was and was in a great location, could walk to everything The only negative thing was the pool seemed to be pictured different on the website and was very small and the rooftop bar really cannot be called a bar. They were out of most of the beers didn’t sell liquor and really was not a bar at all.

Reviewed on Sep 1, 2025

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(1,135 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

Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $127 total per night from Sep 14 to Sep 15
$127 total
Sep 14 - Sep 15
Total with taxes and fees
Hilton St. Petersburg Bayfront
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $250 total per night from Sep 10 to Sep 11
$250 total
Sep 10 - Sep 11
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $172 total per night from Sep 7 to Sep 8
$172 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Alba, Tapestry Collection by Hilton
See all 12,003 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Countryway

Port of Tampa

Port of Tampa

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Port of Tampa
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
GO PACK GO

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

ZooTampa at Lowry Park Admission Ticket

ZooTampa at Lowry Park Admission Ticket

$50
per adult
94% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
Step into the shadows and discover the haunting tales of our city's past.

Tampa Terrors Ghost Tour By US Ghost Adventures

$32
per adult
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
Tampa Bar Crawl

Tampa Bar Crawl on a 2023 Street Legal Golf Cart

$36
per adult
100% of travellers recommend
Tampa Bar Crawl on a 2023 Street Legal Golf Cart
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.