Wildwood Vacation Packages 2026 from $361

Wildwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Towers Resort

Save 100% on your flight

$361

per person

May 30 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Westgate Town Center Resort

Save 100% on your flight

$388

per person

May 30 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Westgate Vacation Villas Resort

Save 100% on your flight

$371

per person

May 30 - Jun 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Cocoa Beach Resort

$656

per person

Jun 2 - Jun 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this smoke-free aparthotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$703

per person

Jul 5 - Jul 11

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Top Wildwood hotels deals

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$130 total

May 17 - May 18

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Spa

Holiday Inn Express & Suites Wildwood The Villages by IHG

928 East State Road 44 Wildwood FL

Free Cancellation

$90 nightly

$96 total

May 27 - May 28

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Hotel Eastport

7065 Beebe Court Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$126 total

May 25 - May 26

Total with taxes and fees

The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A coffee shop, luggage storage, and wedding services are also on offer.

Pool

Pet friendly

Three Bedrooms! Enclosed, private lanai. Close to 3 golf courses and Town Square

The Villages FL

Get rates

This villa features laundry facilities.

Kitchen

Washer

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

Free Cancellation

$84 nightly

$90 total

May 24 - May 25

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Home2 Suites by Hilton Wildwood the Villages

7555 PENROSE PLACE Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$101 total

May 10 - May 11

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

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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.

Popular places to visit

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.

Lake Okahumpka Park

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.

Lake Deaton

Commune with nature and explore the great outdoors at Lake Deaton during your travels in Wildwood. Discover the live music and shops in this family-friendly area.

Frequently asked questions

How much are vacation packages to Wildwood?

Starting from as little as $361, hotel and flight packages are a fantastic way to stretch your travel budget. Get ready Wildwood — here you come!

How long should my Wildwood vacation be?

Many travelers choose to spend roughly 2 nights in Wildwood, but how long you stay is your choice. If you'd like to get out and explore all the wonderful things this place offers, why not hang around for a bit longer?

Where can I get the best vacation package deals for Wildwood?

There's no need to look any further than Travelocity. With as many as 400 airlines and 1,000,000 properties across the globe, it's a piece of cake to find a Wildwood package deal that satisfies your wanderlust.

Why should I purchase my Wildwood vacation package with Travelocity?

Because we believe in crafting one-of-a-kind travel experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to ensure you're never alone. We also have an amazing Price Match Guarantee, so you can secure your vacation knowing you've landed the best deal around. How? If you find a lower price, we'll match it!

Can I save on my Wildwood car rental if I bundle it with hotels and flights?

With a Wildwood vacation package, you can combine your hotel, car and flight bookings and save tons. If you can't wait to see the best of this awesome city, why not make a beeline for Universal Studios Florida? This must-see sight is 45 mi from Wildwood. With your own wheels, you'll be there in the blink of an eye.

Which airport is best for Wildwood?

Orlando Intl. Airport (MCO), 55 mi southeast of inner Wildwood, is most likely where you'll touch down. Your other options are Gainesville Regional Airport (GNV) (60 mi away from central Wildwood) and Orlando Sanford Intl. Airport (SFB) (50 mi away from central Wildwood).

What is there to do in Wildwood?

Wildwood is full of places to explore, such as Continental Country Club and Lake Deaton. These well-known attractions are on most travelers' must-see lists.

Where should I stay when visiting Wildwood?

If you're looking for someplace comfortable to base yourself, have a look at the Holiday Inn Express & Suites Wildwood The Villages, an IHG Hotel. It's the top pick for many visitors.