Sumter County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

Photo by Brian V. Rowe

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 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

Top destinations in Sumter County

Madison Blue Springs at Sunset, Madison Blue Springs State Park, Florida
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Wildwood

Wildwood

Sumter County Hotel Deals

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is NT$3,639 per night from Jun 18 to Jun 19
NT$3,639
NT$3,894 total
Jun 18 - Jun 19
includes taxes & fees
9.8/10 Exceptional! (1,184 reviews)
"What I liked most about the property was how clean and well-maintained the room was. The staff was also very friendly and welcoming throughout my stay. I would also like to mention the spa team — they were very professional and provided a great experience. There wasn’t really anything I didn’t like ..."

Reviewed on 2026/5/18

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is NT$3,556 per night from May 27 to May 28
NT$3,556
NT$3,805 total
May 27 - May 28
includes taxes & fees
9.2/10 Wonderful! (1,404 reviews)
"Always have a great experience. Just like home"

Reviewed on 2026/5/19

The Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

3 out of 5
11727 Ne 63 Rd Dr Lady Lake FL
Fully refundableReserve now, pay when you stay
The price is NT$3,233 per night from Jun 3 to Jun 4
NT$3,233
NT$3,459 total
Jun 3 - Jun 4
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"The staff at the Ladylakes Hampton Inn went out of their way to help us after our reservation problem with the third party agent. Everything was very well done there and everyone pleasant as well as helpful and capable. We will definitely stay there again."

Reviewed on 2026/5/18

Hampton Inn & Suites Lady Lake/The Villages
See all 1,407 properties in Sumter County
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 Sumter County vacation package cost?
We make it easy to explore the world, with Sumter County packages starting from just . You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Sumter County?
Secure flights that fit your busy schedule, add a hotel room to your booking and see how much you save with a Sumter County vacation package. It's as simple as that! From flights and hotels to rental cars and tours, Expedia makes traveling on a budget easy. And with over 550 partner airlines and 1,000,000 hotels all over the world to select from, you'll never be short of choice.
What are the top hotels in Sumter County?
For hotels in The Villages with friendly service and cozy beds, you can't beat Hilton Daytona Beach Oceanfront Resort and Daytona Grande Oceanfront Resort. If you're visiting Wildwood as well, you can look forward to a great night's sleep at Margaritaville Jacksonville Beach or The Island Resort at Fort Walton Beach.
How far in advance should I book my Sumter County vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Sumter County occasionally appear a few weeks before departure.
What does an Expedia Sumter County travel package include?
It's up to you! You can choose from a variety of Sumter County packages, such as a flight, rental car and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your Sumter County vacation looks like, you'll save!
What should I know before booking a Sumter County travel package?
You'll enjoy excellent savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one spot will make your trip planning easier. So why waste your time or money? Whether you're organizing a ritzy romantic getaway or a low-cost family road trip, browse our vacation packages today.
Can I choose my airline with a Sumter County Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation 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 Sumter County vacation package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Sumter County vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.