Countryway Holidays from £923
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Countryway Holiday
Let our Countryway holiday packages take you to a destination where unforgettable memories are waiting to be made. While it's especially known for its golfing, there's loads to like about this neighbourhood. When it's time to explore the sights, you'll find lots of awesome attractions nearby including Tampa Bay Downs, Oldsmar Flea Market and Westchase Golf Course. Tick off one, two or all during your trip to Countryway. Stop daydreaming and start doing. When it's time to book your dream holiday to Countryway, Expedia is here to help.
Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort
Wesley Chapel South
£925
per person
23 Nov - 30 Nov
found 4 hours ago
Return flight included
London (LHR) to Tampa (TPA)
8/10 Very good! (172 reviews)
We were there for an event that needed a large meeting room and this facility can handle a lot of people. . The food was very good and was on time and the staff that served us was very good and my only complaint was if I wanted a bottle of water or diet Coke there was no way to pay for it except in line at the check-in station and the check-in station usually had two or three people waiting to check in. They use wristbands To access your motel room and the swimming pool and public areas. Even though there were a lot of people staying there, it never felt crowded and the swimming pool was super large, and only 3 and 1/2 ft deep with hundreds of chairs and they had a wonderful bar and you can get handheld food there and french fries and appetizers. I felt like the rooms have had a recent renovation and they were delightful to stay in with full kitchens. They had a large dining room, large living room and we were in a two bedroom two bath. To get to the rooms initially, they give you a ride on a golf cart. The valet was super helpful And we were always able to get our car quickly.
Reviewed on 17 Oct 2026
Where to stay in Countryway
Find the best Countryway areas and neighborhoods for the activities you enjoy most. Learn more about Countryway
Downtown Tampa
3 out of top 10 points of interest in this area
Find much that’s new and exciting here, with investment and energy revitalizing the waterfront into somewhere to see, be seen and experience.
Ybor City
Learn about the diverse history of Tampa’s enthralling Latin Quarter and find out why it’s known as the Cigar City.
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.
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.
Temple Terrace
Temple Terrace is known for its beautiful gardens, and you can see some sights area like Temple Terrace Golf and Country Club and Temple Terrace Tennis Center.
Top hotels in Countryway
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
£204
28 Oct - 29 Oct
includes taxes & fees
9.4/10 Exceptional! (3,992 reviews)
"The Wyndham Grand is a really nice hotel! Staff are all very nice and helpful. The rooms are spacious and clean. It’s also in a great location close to everything."
Reviewed on 18 Oct 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
£231
19 Oct - 20 Oct
includes taxes & fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
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.
Frequently asked questions
How much does a Countryway travel package cost?
Perhaps less than you imagined — from as low as £923, as a matter of fact! By combining hotels, flights and car rentals into a customized package, your getaway to Countryway is just a few clicks away.
If I'm not able to travel, can I cancel my Countryway travel package?
We understand — life sometimes gets in the way of your plans. If you've booked a Countryway travel package and need to cancel or change it, we're here to help. We suggest looking up our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Countryway?
Track down flights that fit your schedule, add a hotel to your booking and watch the savings grow with a Countryway travel package. It's that easy! From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with over 550 airlines and 1,000,000 properties all over the world to pick from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Countryway holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Browse these flexible payment options:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all budgets, so you can escape on that well-earned holiday sooner.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you stumble on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Countryway?
A visit to Countryway isn't complete until you've seen Port of Tampa and University of South Florida. Book somewhere within walking distance so you can easily access these awesome tourist attractions.
What are the top hotels in Countryway?
If it's your first visit to Countryway, book a room at The Barrymore Hotel Tampa Riverwalk or Grand Hyatt Tampa Bay. Both have good amenities and are favourites among many savvy travellers.
How far in advance should I book my Countryway holiday?
Travellers are usually able to browse international fares on Expedia within 12 months of departure. Booking at the last minute? With a bit of luck, it's still possible to nab a cheaper ticket just weeks before your journey.
What does an Expedia Countryway travel package include?
Hotels, rental cars and flights, or any combination of the three — it's totally up to you. Whether you're visiting Countryway with the kids or travelling solo, there's a package to fit your style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Countryway travel package?
Whether it's adventure or relaxation you're after, a Countryway travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Countryway Expedia travel package?
Yes, so take your pick! We have access to over 550 partner airlines globally, so you can design your Countryway trip according to your budget and travel needs.
Stay near popular Countryway attractions
Countryway Golf Club
Enjoy a round of golf in Tampa at Countryway Golf Club. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Tarpon Springs: Evening Dolphin Cruise
£21
per adult
100% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
£21
per adult
94% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
£27
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.