Sleepy Hollow Holidays from AU$2,911

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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.
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$3,686, price is now AU$2,911 per person
AU$2,911
per person
9 Jan - 14 Jan
found 22 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (1,026 reviews)
Enjoyed my stay here. Room clean and comfortable. Breakfast was amazing. I felt safe and the staff was very friendly and helpful. 10 stars for all.

Reviewed on 15 Oct 2025

Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Price was AU$4,934, price is now AU$3,221 per person
AU$3,221
per person
9 Jan - 14 Jan
found 22 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (1,005 reviews)
Great spot for destination event. Can't afford this luxury on the reg. Parking was $38. Resort fee $40 and it rained the whole weekend. Sigh......

Reviewed on 12 Oct 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$4,453, price is now AU$3,382 per person
AU$3,382
per person
9 Jan - 14 Jan
found 22 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Clean cottage. Friendly staff.

Reviewed on 8 Oct 2025

Beautiful 5bed 3 bath house-Disney Parks

Beautiful 5bed 3 bath house-Disney Parks

4 out of 5
Davenport Lakes
Price was AU$3,801, price is now AU$3,081 per person
AU$3,081
per person
9 Jan - 14 Jan
found 22 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
No reviews
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was AU$3,598, price is now AU$2,979 per person
AU$2,979
per person
9 Jan - 14 Jan
found 22 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,413 reviews)
Clean room, everything that was needed was in the room. I highly recommend this resort.

Reviewed on 13 Oct 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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Carter Norwood

While Carter Norwood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ponce de Leon Inlet Lighthouse and Museum and Sunglow Fishing Pier.

Find hotels in Carter Norwood

Our pick of the best Sleepy Hollow Hotel Deals

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
100 N Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 22 Oct to 23 Oct
AU$300
22 Oct - 23 Oct
includes taxes & fees
7.2/10 Good! (4,991 reviews)
"No complaints"

Reviewed on 18 Oct 2025

Hilton Daytona Beach Oceanfront Resort
Daytona Grande Oceanfront Resort

Daytona Grande Oceanfront Resort

4 out of 5
422 N Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 9 Nov to 10 Nov
AU$230
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (4,093 reviews)
"Kudos to whoever manages this property. Our stay was amazing. The property is absolutely gorgeous. All of the staff are professional, polite and personable. The service was truly impressive!"

Reviewed on 18 Oct 2025

Daytona Grande Oceanfront Resort
Best Western International Speedway Hotel

Best Western International Speedway Hotel

2.5 out of 5
2620 W International Speedway Blvd, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$92 per night from 27 Oct to 28 Oct
AU$92
27 Oct - 28 Oct
includes taxes & fees
7.4/10 Good! (1,029 reviews)
"This property was chosen because it was near my job. I had a wonderful breakfast! Room is nice. Nicely suited for a one night stay."

Reviewed on 16 Oct 2025

Best Western International Speedway Hotel
See all 7,633 properties in Sleepy Hollow
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 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$2,911, 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$81
per adult
94% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
Small-Group Sailing Tour in Daytona Beach

Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

AU$105
per adult
98% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch 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$99
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.