Wildwood Vacation Packages 2025/2026 from $287

Wildwood flight + hotel vacation packages

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

Seasons Florida Resort

$287

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Westgate Lakes Resort & Spa Universal Studios Area

$389

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$430

per person

Oct 16 - Oct 21

found 1 day ago

Roundtrip non-stop 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.

The Delaney Hotel

South Orange

$880

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District

Save 100% on your flight

$459

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip 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

$126 nightly

$135 total

Sep 14 - Sep 15

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

Reserve now, pay when you stay

$85 nightly

$91 total

Sep 14 - Sep 15

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

$106 nightly

$113 total

Sep 15 - Sep 16

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

$88 nightly

$95 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle. There's an outdoor pool on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Breakfast included

Extended Stay America Select Suites - Wildwood - The Villages

4867 Inspiration Way, Wildwood, FL

Free Cancellation

$81 nightly

$87 total

Sep 28 - Sep 29

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

Quality Suites Wildwood - The Villages

271 East State Road 44, Wildwood, FL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$86 total

Sep 7 - Sep 8

Total with taxes and fees

The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

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.

Continental Country Club

Enjoy a round of golf in Wildwood at Continental Country Club. Discover the coffeehouses and entertainment venues in this quaint area.

Frequently asked questions

How much are vacation packages to Wildwood?

Starting from as little as $287, 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.