Wildwood Vacations from $259
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The Latest Wildwood Vacation Packages
- Westgate Vacation Villas Resort
Oct 6 - Oct 11Westgate Vacation Villas Resort + Flight
Kissimmee5 nights4.0 star property8.2/10 - Very Good (2,012 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Palazzo Lakeside Hotel
Oct 6 - Oct 11Palazzo Lakeside Hotel + Flight
Kissimmee5 nights3.0 star property8.4/10 - Very Good (5,231 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop$1,112$262found 2 days agoper traveler - Westgate Towers Resort
Oct 6 - Oct 11Westgate Towers Resort + Flight
Kissimmee5 nights3.5 star property8.6/10 - Excellent (1,001 reviews)"They put us in the old tower...pictures are not the same....you may want to confirm that you will be staying in the main area not away from all the amenities...."Reviewed July 20, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Lakes Resort & Spa Universal Studios Area
Oct 6 - Oct 11Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando5 nights4.0 star property8.4/10 - Very Good (6,746 reviews)Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Palace Hotel / Universal / I-Drive
Oct 9 - Oct 13Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District4 nights4.0 star property9.0/10 - Wonderful (1,295 reviews)"Everything was very clean and we had great time"Reviewed July 23, 2026Roundtrip • New York (EWR) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop
Where to stay in Wildwood
Fernandina
Fernandina offers a peaceful residential retreat within Wildwood, perfect for travelers seeking authentic local experiences away from tourist crowds. The quiet suburban streets and family-oriented atmosphere provide a genuine glimpse into everyday Florida life. Highway access makes this budget-friendly neighborhood an ideal stopover point. Located near the intersection of I-75 and Florida's Turnpike, Fernandina serves as a convenient base for exploring central Florida attractions. Nearby Lake Deaton, Lake Okahumpka Park, and Continental Country Club offer recreational options. The Villages Market Square and Lake Griffin State Park are just a short drive away.
Gilchrist
Gilchrist offers a peaceful escape along Florida's Gulf Coast with uncrowded sandy shores and crystal-clear waters. This quiet residential neighborhood features charming beach cottages and modern vacation homes in coastal pastels. The natural coastline provides excellent swimming, fishing, and water sports without commercial development. Travelers appreciate the authentic community feel and affordable accommodations compared to other Florida beach destinations. Nearby attractions include The Villages Market Square and Lake Okahumpka Park. Most visitors enjoy preparing meals in their rental kitchens while taking in spectacular Gulf sunsets.
Dunedin
Dunedin blends Scottish heritage with Florida coastal charm in this welcoming Gulf Coast haven. The walkable downtown features tartan-adorned shops and the historic train depot. Miles of waterfront paths and pristine beaches await just minutes from Main Street. Honeymoon Island State Park offers sugar-white sand beaches and nature trails for outdoor enthusiasts. The Pinellas Trail runs through town, perfect for cyclists and walkers. Local craft breweries and waterfront seafood restaurants showcase the town's relaxed, authentic character.
Collier
Collier offers a peaceful retreat from Wildwood's tourist areas with quiet residential streets lined with ranch-style homes. This budget-friendly neighborhood serves as an ideal base for families wanting a calm Florida experience. Green spaces and nearby natural landscapes provide opportunities for outdoor activities. Travel to nearby attractions is simple with a car. You can easily reach Brownwood Paddock Square, Lake Okahumpka Park, and various country clubs. Most vacation rentals feature private pools, giving you a personal oasis away from crowded tourist spots.
Charlotte
Charlotte offers a peaceful retreat in Wildwood with easy access to central Florida attractions. This quiet residential neighborhood serves as an ideal home base for travelers seeking respite from busy tourist areas. The location near I-75 and the Florida Turnpike makes day trips convenient. Budget-conscious visitors appreciate the affordable accommodations compared to Orlando's higher prices. While lacking shops and restaurants within walking distance, nearby destinations like The Villages Market Square and Lake Griffin State Park provide entertainment options. Continental Country Club and Lake Okahumpka Park offer additional recreational opportunities just a short drive away.
Discover the most popular places to visit in Wildwood
What to do in Wildwood
Wildwood Hotel Deals
Holiday Inn Express & Suites Wildwood The Villages by IHG
Holiday Inn Express & Suites Wildwood The Villages by IHG
Home2 Suites by Hilton Wildwood the Villages
Home2 Suites by Hilton Wildwood the Villages
Comfort Inn & Suites Wildwood - The Villages
Comfort Inn & Suites Wildwood - The Villages
Quality Suites Wildwood - The Villages
Quality Suites Wildwood - The Villages
Extended Stay America Select Suites - Wildwood - The Villages
Extended Stay America Select Suites - Wildwood - The Villages
Days Inn by Wyndham Wildwood I-75
Days Inn by Wyndham Wildwood I-75
Red Roof Inn Wildwood, FL - The Villages
Red Roof Inn Wildwood, FL - The VillagesFrequently Asked Questions
How much does a Wildwood vacation package cost?
You'll find cheap prices from $259 on Expedia for your Wildwood getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Wildwood costs.
What are the cheapest months to go to Wildwood?
July, August and October are great times to search for cheap Wildwood vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and accommodations.
How many days is enough for Wildwood?
When planning your Wildwood vacation, a few days will be enough to see the top spots. Make sure to stop by Continental Country Club — it's one of the most popular sights in this destination. If you're after more activities, think about basing yourself here and going on some day tours from Wildwood.
How to find the best Wildwood package deals?
Bagging a cheap Wildwood package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Wildwood package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Wildwood vacation as a package?
You can enjoy significant savings on your Wildwood escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wildwood?
If you're planning a spontaneous Wildwood getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Wildwood?
- Choose your dates: What you'd like to do in Wildwood and your preferred season will help you decide when to get away.
- Set your budget: Consider costs like flights, transportation and food when calculating how much to put aside for your trip to Wildwood. Then, pick a hotel that fits your budget, whether that's an affordable option or a more luxurious getaway.
- Use Expedia's trip planning tool to explore Wildwood: Research every part of your trip to Wildwood with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
- Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Wildwood. Then, estimate how long you'll need at each, as well as any travel time.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Wildwood vacation package that brings all your bookings together.
- Book any excursions or activities: Here's the fun part — locking in everything you want to do and see. Explore some of the best things to do in Wildwood in Wildwood and book your tickets early to save time (and maybe some spending money too!).
Does Expedia offer Book Now, Pay Later Wildwood vacation packages?
Your Wildwood trip should be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
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Things to do in and around Wildwood
Wildwood, Florida, offers a delightful mix of activities for families and business travelers alike. Enjoy fun family getaways with attractions like theme parks and the exciting Wildwood Air Show weekend. Shop at local centers, relax at resorts, or hit the golf courses. Don’t miss the chance to experience the vibrant hot rod scene, making your trip to Wildwood a memorable adventure for everyone.
Shopping
For a delightful shopping experience in Wildwood, visit Brownwood Paddock Square, right in the area, offering a mix of business and family vibes. If you're up for a drive, check out ViaPort Florida, 16 miles away, for entertainment and shopping options. Spanish Springs Town Square is also nearby at 7 miles.
Recreation
At Continental Country Club, enjoy luxurious amenities and unwind in a serene environment. Miona Lake Golf Club offers a chance to play golf amidst beautiful landscapes, perfect for outdoor enthusiasts. For entertainment, visit The Orange Blossom Opry, where you can experience vibrant live music performances.
Adventure
Experience the thrill of racing at Citrus County Speedway, located 17 miles from Wildwood, where the adrenaline rush is palpable. Dive into adventure at Paradise Springs, 16 miles away, with exciting underwater sports. Enjoy hiking and breathtaking views along the Ross Prairie Trailhead, situated 20 miles from Wildwood.
Nightlife
Wildwood offers a vibrant nightlife with options like the lively waterfront bars where you can enjoy live music. For a laid-back evening, visit local pubs that serve craft beer and tasty bites. Don’t miss out on dance clubs for a fun night of dancing and socializing.
Find the best attractions in and around Wildwood
Wildwood, Florida, is an ideal destination for family, business, and city-themed vacations. Visitors can enjoy various outdoor attractions such as the Wildwood Boardwalk, Wildwood Beach, and the scenic parks and lakes in the area. Whether you’re seeking a beach getaway or exploring the charms of North Wildwood, the area's blend of nature and recreation offers memorable experiences for all travelers.
- The Villages Market Square: Located 5 miles from Wildwood, this vibrant modern square offers city vibes with a variety of shops, restaurants, and entertainment options. Enjoy live music and seasonal events in a lively atmosphere.
- Lake Okahumpka Park: Situated within Wildwood, this eco-friendly park features beautiful natural scenery, picnic areas, and walking trails. It's a perfect spot for families to enjoy outdoor activities and connect with nature.
- Nancy Lopez Legacy Golf & Country Club: Just 8 miles away from Wildwood, this welcoming golf club offers a family-friendly environment and stunning golf courses designed by the legendary Nancy Lopez, complete with amenities for all ages.
Best time to go to Wildwood
The best time to visit Wildwood is dependent on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are slightly low and weather is mostly sunny. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.
Tips to save on your trip to Wildwood
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Wildwood.
- Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Wildwood.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.