Cheap Holiday Vacation Packages

You’re on the hunt for a steal of a deal on your Holiday vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Holiday hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Holiday vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Holiday for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Holiday?

When you want to book the very best Holiday getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Holiday for as low as $258 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Holiday?

Looking to save some extra cash on your Holiday vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Holiday?

If scoring the very best deal on your Holiday vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Holiday vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $258.

Can I vacation in Holiday right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Holiday right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Holiday travel package include?

When you book a package deal on Hotwire, you can expect a Holiday vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Holiday Flight + Hotel Packages

Emerald Greens Hotel Condo Resort

Save 100% on your flight

per person

Nov 7 - Nov 11

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Located near the airport, this family-friendly condo resort is within 9 mi (15 km) of ZooTampa at Lowry Park, Raymond James Stadium, and Busch Gardens Tampa Bay. Yuengling Center and Florida Aquarium are also within 16 mi (25 km).

Alden Suites - A Beachfront Resort

Save 100% on your flight

per person

Nov 7 - Nov 11

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This St. Pete Beach hotel is on the beach, 4.6 mi (7.4 km) from John's Pass Village & Boardwalk, and within 12 mi (20 km) of Eckerd College and Fort De Soto Park. Tropicana Field and Salvador Dali Museum are also within 12 mi (20 km).

Bellwether Beach Resort

per person

Nov 7 - Nov 11

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Nestled on the beach, this St. Pete Beach hotel is within 3 mi (5 km) of Dolphin Landings Charter Boat Center and Palms of Pasadena Hospital. Eckerd College and John's Pass Village & Boardwalk are also within 6 mi (10 km).

Postcard Inn On The Beach

Save 100% on your flight

per person

Nov 13 - Nov 20

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This St. Pete Beach hotel is on the beach, 3.2 mi (5.2 km) from Sunset Park, and within 12 mi (20 km) of Museum of Fine Arts and Tropicana Field. Salvador Dali Museum and Sunken Gardens are also within 16 mi (25 km).

Sunset Vistas Two Bedroom Beachfront Suites

Save 100% on your flight

per person

Nov 13 - Nov 20

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This Treasure Island condo resort is on the beach, 0.6 mi (1 km) from John's Pass Village & Boardwalk, and within 12 mi (20 km) of Tropicana Field and Sunken Gardens. Great Explorations Children's Museum and Salvador Dali Museum are also within 12 mi (20 km).

Sandcastle Resort at Lido Beach

per person

Dec 12 - Dec 16

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Nestled on the beach, this Sarasota hotel is 0.1 mi (0.1 km) from Lido Beach and 1.3 mi (2 km) from St. Armands Circle. South Lido Park and Sarasota BayWalk are also within 3 mi (5 km).

RumFish Beach Resort by TradeWinds

per person

Dec 7 - Dec 10

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Nestled on the beach, this St. Pete Beach resort is within a 15-minute walk of Upham Beach and Dolphin Landings Charter Boat Center. John's Pass Village & Boardwalk and Chihuly Collection are also within 12 mi (20 km).

Kompose Boutique Hotel

per person

Nov 12 - Nov 14

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Situated near the airport, this hotel is within a 10-minute walk of Ca’ d’Zan, Sarasota Classic Car Museum, and Sarasota Kennel Club. John and Mable Ringling Museum of Art and Sarasota Ballet are also within 15 minutes.

Holiday Vacation Packages 3-4 Night Stays

3.0-star property

Alden Suites - A Beachfront Resort

Nov 2 - Nov 5

1 night stay

Newark (EWR) to Tampa (TPA)

Frontier Airlines • Roundtrip • Coach

Save 100% on your flight

per person

3.5-star property