Sumter County Vacations & Trips from $295
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Your Sumter County Vacation
Book a vacation package to Sumter County and make travel planning a cinch. With all the details arranged before you leave, you can focus on enjoying every moment in this exciting destination. Get your trip to Sumter County off to a flying start by heading to its most famous cities. Wildwood is one you shouldn't miss. Start packing your suitcase, because your Sumter County vacation is just a few clicks away with Expedia.
Top destinations in Sumter County
The Latest Sumter County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
$295
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
I felt like a VIP here. The price was incredible. The room was clean and cool. The staff was very friendly. Super easy drive to and from Magic Kingdom. Highly recommend.
Reviewed on Oct 12, 2026
Disney's Animal Kingdom Lodge
Bay Lake
$1,637
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,004 reviews)
The Animal Kingdom Lodge is just beautiful. We had a room with a view of the animals which we loved. The restaurants were excellent and the entire staff was very friendly and helpful.
Reviewed on Oct 9, 2026
Westgate Town Center Resort
$729
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,004 reviews)
This was probably the worst experience I have ever had. The first room we got had a really bad odor and the shower did not work. Instead of immediately addressing the issue they pushed it off and later that night tried fixing with no results. Then after changing my room the air was on all night and could not turn down it was 61 the entire time just froze through the night. Worst travel experience I have ever had. They are not as well maintained as the demos they show on the tour.
Reviewed on Oct 13, 2026
Find the Best Sumter County Vacation Packages
Sumter County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Top Sights | Dade Battlefield State Park, Lake Deaton and The Florida International Teaching Zoo |
Sumter County Hotel Deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$121 nightly
$129 total
Nov 2 - Nov 3
Total with taxes and fees
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$141 nightly
$151 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Fully refundable
$91 nightly
$97 total
Oct 18 - Oct 19
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
"The hotel was very clean the room was large we had queen bed were great room very nice nice breakfast everyone was wonderful would absolutely stay there again ."
Reviewed on Oct 13, 2026
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.
Stay near popular Sumter County attractions
Brownwood Paddock Square
You can enjoy retail therapy at Brownwood Paddock Square during your visit to Wildwood. Discover the live music and shops in this family-friendly area.
The Villages Market Square
9.2/10 (669 reviews)
You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.
Webster Westside Flea Market
8.4/10 (40 reviews)
You can do some window-shopping at Webster Westside Flea Market during your trip to Webster. You can enjoy the coffeehouses while in the area.
Glenview Champions Country Club
9.0/10 (43 reviews)
Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savor the top-notch restaurants.
Lake Sumter
Commune with nature and explore the great outdoors at Lake Sumter during your travels in The Villages. While in this walkable area, you can savor the top-notch restaurants.
Cane Garden Country Club
9.0/10 (55 reviews)
Enjoy a round of golf in The Villages at Cane Garden Country Club. Discover the coffeehouses and entertainment venues in this quaint area.
Continental Country Club
8.0/10 (39 reviews)
Enjoy a round of golf in Wildwood at Continental Country Club. Discover the coffeehouses and entertainment venues in this quaint area.
Lake Okahumpka Park
8.6/10 (38 reviews)
Explore the great outdoors at Lake Okahumpka Park, a lovely green space in Wildwood. Discover the entertainment venues in this quaint area, or seek out its golf courses.
What to do in Sumter County
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.