Sleepy Hollow Holidays from AU$2,191

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Your Sleepy Hollow Holiday

Booking a tailor-made Sleepy Hollow holiday package is a good way to know the ins and outs of this neighbourhood. From its hot spots to its little-known delights, there's a lot to delve into. Hoping to head out and see the sights during your trip to Sleepy Hollow? Be sure to stop by nearby attractions like Go-Kart City, Port Orange Sport Complex and First United Methodist Church of Port Orange. Don't just dream it — do it! Reserve your ultimate Sleepy Hollow holiday with Expedia and travel your way.

Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was AU$3,439, price is now AU$2,191 per person
AU$2,191
per person
24 Feb - 3 Mar
found 16 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
The room was spotless, the staff was wonderful and the location was so convenient. We had a toddler with us so being attached to the mall made it so easy for us to spend the evening outside the hotel room but not having to drive around either. The hotel was so nice, if we find ourselves back in Orlando we will stay here again

Reviewed on 11 Dec 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$4,707, price is now AU$2,996 per person
AU$2,996
per person
24 Feb - 3 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Hot tub didn’t work. Called and a person came and solved the running problem. But the next day it didn’t work again. Very poor since we rented because of the hot tub was included.

Reviewed on 9 Dec 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was AU$3,374, price is now AU$2,460 per person
AU$2,460
per person
24 Feb - 3 Mar
found 16 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,422 reviews)
Staff were lovely at check in and was VERY happy with the spacious accommodations for our family. However, simple and cheap updates to room and restaurants could really be used - I.e. paint refreshing, cleaning pictures hanging in hallways that have splatter marks of something on them, caulking replacement, fixing cabinets not closing or terribly askew, making sure TVs and remotes work, etc

Reviewed on 1 Dec 2025

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was AU$3,549, price is now AU$2,616 per person
AU$2,616
per person
24 Feb - 3 Mar
found 16 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,008 reviews)
Yes yes the room was great, the view was fantastic and the staff were very polite.

Reviewed on 6 Dec 2025

WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was AU$3,201, price is now AU$2,374 per person
AU$2,374
per person
24 Feb - 3 Mar
found 16 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (4,017 reviews)
Kitchen was full of kitchen item’s I like a lot

Reviewed on 10 Dec 2025

Our guide on where to stay in Sleepy Hollow

Find the best Sleepy Hollow areas and neighborhoods for the activities you enjoy most. Learn more about Sleepy Hollow
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Fly In Spruce Creek

While Fly In Spruce Creek isn't home to many top sights, Spruce Creek Country Club and Crane Lakes Golf and Country Club are some notable places to visit nearby.

Find hotels in Fly In Spruce Creek
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
From just AU$2,191, you can customize your Sleepy Hollow package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Sleepy Hollow?
Browse and book everything in one place with our Sleepy Hollow holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your pocketbook happy and your adventurous spirit full. And, with more than 550 partner airlines and 1 000 000 hotel options around the globe to pick from, you have countless opportunities to mix and match all you want.
Where should I stay in Sleepy Hollow?
With popular attractions such as Go-Kart City and Halifax Health Medical Centre of Port Orange in this neighbourhood, look for a hotel positioned near them. Port Orange Sport Complex is another Sleepy Hollow hot spot that people flock to.
What are the top hotels in Sleepy Hollow?
If it's comfort and convenience you'd like, you can't go wrong with Cute Cottage With Pool. Close To The Beach - No Water Or Wind Damage From Ian. Spend your evenings unwinding here and your days discovering Sleepy Hollow's finest sights.
How far in advance should I book my Sleepy Hollow holiday?
It's hard to pick the ideal time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you're booking at the last minute, don't fret. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Sleepy Hollow travel package include?
Flights, rental cars and hotels, or any combination of them — it's up to you! Whether you're exploring Sleepy Hollow on a family road trip or travelling solo, there's a bundle to match your budget and style. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Sleepy Hollow travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like activities or sightseeing tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Sleepy Hollow Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to select from across the world. With so much choice, finding the perfect carrier to whisk you away to Sleepy Hollow won't be difficult.
If I'm not able to travel, can I cancel my Sleepy Hollow holiday package?
If your travel plans in Sleepy Hollow have changed, it's good to know that it is possible to amend or cancel your booking. If you made your booking in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Sleepy Hollow

Kenneth Parker Amphitheater

You can enjoy a show at Kenneth Parker Amphitheater during your stay in Port Orange. Amble around this family-friendly area's beautiful beaches or seek out the cycling trails.

Kenneth Parker Amphitheater

Activities

Daytona Beach: Luau with Polynesian Dinner and Live Show

Daytona Beach: Luau with Polynesian Dinner and Live Show

AU$82
per adult
94% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
Paddleboard in Daytona Beach

Dolphin and Manatee Stand Up Paddleboard Tour in Daytona Beach

AU$100
per adult
94% of travellers recommend
Dolphin and Manatee Stand Up Paddleboard Tour in Daytona Beach
Another beautiful day in New Smyrna Beach paddling with a huge pod of manatees!

New Smyrna Dolphin and Manatee Kayak and SUP Adventure Tour

AU$100
per adult
96% of travellers recommend
New Smyrna Dolphin and Manatee Kayak and SUP Adventure Tour
See all activities in Port Orange
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.