Countryside Holidays from £995

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Your Countryside Holiday

Discover all the amazing things this neighbourhood has to offer with a tailor-made Countryside holiday package. However you imagine spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Your trip to Countryside wouldn't be complete without a stop at top attractions nearby such as Go-Kart City, Crane Lakes Golf and Country Club and Port Orange Sport Complex. Don't just dream it — do it! Reserve your ideal Countryside holiday with Expedia and enjoy travelling your way.

The Latest Countryside Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 19 Dec - 23 Dec

    Westgate Lakes Resort & Spa Universal Studios Area + Flight

    Orlando
    4 nights
    4.0 star property
    8.4/10 - Very good (7,354 reviews)
    "Had a great time next time I will leave a day or two so we can enjoy the resort more"
    Reviewed November 12, 2026
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 1 stop MCO - LHR • 1 stop
    £1,216
    £995
    per traveller
    found 1 day ago
    Westgate Lakes Resort & Spa Universal Studios Area
  • 19 Dec - 23 Dec

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 1 stop MCO - LHR • 1 stop
    £1,829
    £1,185
    per traveller
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • 23 Dec - 28 Dec

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    5 nights
    2.0 star property
    9.0/10 - Wonderful (4,108 reviews)
    Return • Manchester (MAN) - Orlando (MCO)
    MAN - MCO • Direct MCO - MAN • 1 stop
    £1,636
    £1,210
    per traveller
    found 11 hours ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort
  • 26 Dec - 1 Jan

    Evermore Orlando Resort + Flight

    Orlando
    6 nights
    4.0 star property
    9.6/10 - Exceptional (863 reviews)
    "We came to celebrate my husband's 60th birthday, just the two of us, and stayed in a beautiful four-bedroom flat. At check-in, I had booked the Bayfront online and initially received a city view we didn't understand the mishap., however the staff let us know there was a complimentary upgrade to the Bayfront, which was wonderful💕 My husband was delighted with the experience. We did need some air freshener in the apartment but otherwise it was clean.👌 The service was excellent. 🥰The staff..."
    Reviewed November 11, 2026
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • 1 stop MCO - DUB • 1 stop
    £6,862
    £5,449
    per traveller
    found 1 day ago
    Evermore Orlando Resort
  • 23 Dec - 28 Dec

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    5 nights
    3.0 star property
    8.4/10 - Very good (5,376 reviews)
    Return • Manchester (MAN) - Orlando (MCO)
    MAN - MCO • Direct MCO - MAN • 1 stop
    £1,404
    £1,138
    per traveller
    found 11 hours ago
    Palazzo Lakeside Hotel

Where to stay in Countryside

Find the best Countryside areas for the activities you enjoy most.

Carter Norwood

While Carter Norwood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Fornari Park and Pirate's Island Adventure Golf.

Halifax Estates

When in Halifax Estates, you can plan a visit to Pirate's Island Adventure Golf and Fornari Park, some noteworthy sights in the nearby area.

Winthrop Holding

Though Winthrop Holding may not have many top sights, you can venture to the surrounding area to see attractions like Pirate's Island Adventure Golf and Fornari Park.

Fly In Spruce Creek

While Fly In Spruce Creek isn't home to many top sights, Spruce Creek Country Club and Gamble Place are some notable places to visit nearby.

Harbor Oaks

When in Harbor Oaks, you can plan a visit to Go-Kart City and Ponce Inlet Beach, some noteworthy sights in the nearby area.

Discover the most popular places to visit in Countryside

Frequently Asked Questions

How much does a Countryside travel package cost?

From as little as £995, you can tailor your Countryside travel package. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.

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

If your holiday plans in Countryside have changed, it's good to know that it is possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more information, visit our Customer Service Portal.

How do I get a cheap travel package to Countryside?

Bundle your flight and hotel bookings, add extras such as tours, and save with a Countryside travel package. You won't just enjoy wonderful discounts on your adventure — you'll have plenty of choice at your fingertips too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties across the globe. Your next big adventure starts right here, right now!

Does Expedia offer Book Now, Pay Later Countryside holidays?

Expedia has partnered with online lender Klarna to make booking your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Countryside?

With lots to discover in Countryside, we recommend you lock in a hotel close to its attractions. Go-Kart City, Crane Lakes Golf and Country Club and Scenic Spruce Creek Park are some popular ones to add to your must-see list.

What are the top hotels in Countryside?

If this will be your first visit to Countryside, reserve a room at Country Inn & Suites by Radisson, Port Orange-Daytona, FL or La Quinta Inn & Suites by Wyndham Port Orange / Daytona. Both offer comfy beds and are favourites among many travellers.

How far in advance should I book my Countryside holiday?

Browse Expedia to compare flights as early as possible. You can usually purchase a seat up to a year prior to departure. If you can't find your preferred carrier, or you're booking late, don't worry. Cheap fares to Countryside sometimes emerge within weeks of departure.

What does an Expedia Countryside travel package include?

With Expedia, you can select a combination of hotels, flights and car rentals to create your perfect Countryside travel package. Once you've made your booking, you can add on the fun things like day tours and activities. Don't forget, the more you bundle, the more cash you'll save!

What should I know before booking a Countryside travel package?

Bundling your bookings into a Countryside travel package is the easiest way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?

Can I choose my airline with a Countryside Expedia travel package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the freedom to pick from available flights, hotels and activities that suit you.

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