Crossroads Area Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Crossroads Area

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
I had an incredible stay at Voco. The shower was absolutely amazing—spacious with top-quality products that made it feel like a spa. The bed was extremely comfortable, and the room itself was large, spotless, and beautifully maintained. The staff were wonderful, so friendly and attentive. They even provided us with beach chairs, towels, and an umbrella. I’ll definitely be coming back and highly recommend this hotel.

Reviewed on Jul. 28, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
A very clean hotel. Well worth the money for that fact alone.

Reviewed on Jul. 28, 2025

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
per person
Sep 15 - Sep 22
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.6/10 Excellent! (59 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.

Reviewed on May 12, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.2/10 Wonderful! (1,040 reviews)
We have stayed at fusion resort twice and each time it has been absolutely amazing. Super clean, great views from balcony’s, within walking distance of everything, my only complaint Bis the pool closes to early. It closes at 8 and we would have loved to be able to swim when it was all lit up, and hit the hot tub in the evenings. The pool is amazing hot tub is even better. 10/10 rating for this place and can’t wait to come back!

Reviewed on Jul. 26, 2025

The Avalon Club

The Avalon Club

4 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Great property and location

Reviewed on Jul. 21, 2025

Where to stay in Crossroads Area

Find the best Crossroads Area areas and neighborhoods for the activities you enjoy most. Learn more about Crossroads Area
Default Image

Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Crossroads Area Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Aug 12 to Aug 13
CA $232
CA $317 total
Aug 12 - Aug 13
includes taxes & fees
8/10 Very Good! (2,071 reviews)
"Amazing!!!!!!! And don’t miss out on the private beach"

Reviewed on Jul. 27, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 8 to Aug 9
CA $174
CA $197 total
Aug 8 - Aug 9
includes taxes & fees
8.6/10 Excellent! (2,031 reviews)
"Great Property"

Reviewed on Jul. 28, 2025

Hotel Alba, Tapestry Collection by Hilton
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $372 per night from Aug 3 to Aug 4
CA $372
CA $475 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (2,455 reviews)
"Loved the attention to detail and the atmosphere all around, will definitely be back!"

Reviewed on Jul. 28, 2025

Wyndham Grand Clearwater Beach
See all 15,798 properties in Crossroads Area
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Crossroads Area vacation package cost?
Get set to book, because a getaway to Crossroads Area starts from only CA $455. When you combine your flights, hotels and car rentals into a travel package, you'll pick up the lowest prices.
How do I get a cheap travel package to Crossroads Area?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Crossroads Area vacation package. You won't just enjoy superb discounts on your trip — you'll have a world of choice within your reach too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 hotels around the globe. Your unforgettable vacation starts right here, right now!
Where should I stay in Crossroads Area?
A trip to Crossroads Area isn't complete until you've seen Salvador Dali Museum and Tropicana Field. Look for somewhere to stay within walking distance for quick access to these awesome tourist attractions.
How far in advance should I book my Crossroads Area vacation?
Your best bet is to book early. Air carriers generally advertise flight tickets up to a year prior to departure, and this is a fantastic opportunity to pick up some of the lowest prices. Boss just told you to use up some vacation time next month? No problem! Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Crossroads Area travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Crossroads Area vacation. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Crossroads Area travel package?
Whether it's adventure or relaxation you're craving, a Crossroads Area vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Crossroads Area Expedia vacation package?
With a vacation package, you're the one in charge. Whether you want to fly to Crossroads Area in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Crossroads Area vacation package?
If your vacation plans in Crossroads Area have been upended, it's a relief to know that you can amend or cancel your booking. If you made your booking within the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To learn more, visit our Customer Service Portal.

Discover the most popular places to visit in Crossroads Area

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(136 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
Clearwater Beach

Clearwater Beach

4.5/5(5 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

4.5/5(28 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $44
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $51
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

CA $171
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.