Wildwood Vacation Packages 2026/2026 from $214

Wildwood flight + hotel vacation packages

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

The Shores Resort & Spa

$214

per person

Jan 4 - Jan 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and complimentary bicycles are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Florida Hotel & Conference Center in the Florida Mall

$377

per person

Jan 7 - Jan 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This traditional aparthotel 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.

I-Drive Hotel at Universal

International Drive District

$323

per person

Jan 7 - Jan 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

An outdoor pool is featured at this hotel, along with luggage storage and laundry facilities. Enjoy the free on-the-go breakfast each morning. Business travelers can take advantage of the business center.

Westgate Cocoa Beach Resort

$809

per person

Jan 4 - Jan 10

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 condo resort. 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.

Summer Bay Orlando by Exploria Resorts

Save 100% on your flight

$234

per person

Jan 8 - Jan 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free hotel features 5 outdoor pools, 2 outdoor tennis courts, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and free theme park shuttle. Enjoy the 4 hot tubs and perks like free self parking and a free area shuttle.

Top Wildwood hotels deals

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$159 total

Jan 1 - Jan 2, 2026

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

$113 nightly

$121 total

Dec 21 - Dec 22

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

$107 nightly

$115 total

Dec 10 - Dec 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. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$99 total

Dec 21 - Dec 22

Total with taxes and fees

Pool

Breakfast included

Extended Stay America Select Suites - Wildwood - The Villages

4867 Inspiration Way Wildwood FL

Free Cancellation

$85 nightly

$91 total

Dec 10 - Dec 11

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.

Red Roof Inn Wildwood, FL - The Villages

345 East State Rt 44 Wildwood FL

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$74 total

Dec 4 - Dec 5

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

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.

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.

Miona Lake Golf Club

Enjoy a round of golf in Wildwood at Miona Lake Golf Club. While in this family-friendly area, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to Wildwood?

Starting from as little as $214, 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.