Wildwood Vacation Packages 2026 from $271

Wildwood flight + hotel vacation packages

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

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$271

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

2 outdoor pools, a hot tub, and a gym are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.

Westgate Cocoa Beach Resort

$548

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this traditional aparthotel. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Westgate Blue Tree Resort in Lake Buena Vista

$460

per person

Jan 28 - Jan 31

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$599

per person

Jan 28 - Jan 31

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Seasons Florida Resort

$697

per person

Jan 7 - Jan 13

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

A free theme park shuttle and free self parking are featured at this hotel, along with an outdoor pool. WiFi in public areas is free. Multilingual staff can provide around-the-clock assistance and laundry facilities are on offer.

Top Wildwood hotels deals

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

$142 nightly

$152 total

Nov 29 - Nov 30

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

$97 nightly

$104 total

Nov 15 - Nov 16

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

Home2 Suites by Hilton Wildwood the Villages

7555 PENROSE PLACE Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$118 total

Nov 22 - Nov 23

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

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

Free Cancellation

$82 nightly

$88 total

Dec 6 - Dec 7

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

Hotel Eastport

7065 Beebe Court Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$159 total

Nov 15 - Nov 16

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

Extended Stay America Select Suites - Wildwood - The Villages

4867 Inspiration Way Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$91 total

Nov 15 - Nov 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour gym and laundry facilities are also provided.

Pet friendly

Parking 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.

Stay near popular Wildwood 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.

See properties

Frequently asked questions

How much are vacation packages to Wildwood?

Starting from as little as $271, 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.