Wildwood Vacation Packages 2026 from $265

Wildwood flight + hotel vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$265

per person

Nov 11 - Nov 14

found 6 hours 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 Towers Resort

Save 100% on your flight

$291

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

San Juan (SJU) 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.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$898

per person

Oct 8 - Oct 13

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Florida Hotel & Conference Center in the Florida Mall

Save 100% on your flight

$372

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This traditional hotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$537

per person

Nov 6 - Nov 10

found 8 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Top Wildwood hotels deals

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$112 total

Sep 30 - Oct 1

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

$83 nightly

$89 total

Oct 4 - Oct 5

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

$96 nightly

$103 total

Sep 24 - Sep 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. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

Free Cancellation

$75 nightly

$80 total

Sep 28 - Sep 29

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

$139 nightly

$149 total

Sep 7 - Sep 8

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.

Days Inn by Wyndham Wildwood I-75

551 E. State Route 44 Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$79 total

Sep 9 - Sep 10

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and airport shuttle. There's an outdoor pool on site, and a 24-hour front desk and a picnic area are also provided.

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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 $265, 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.