Sleepy Hollow Holidays from AU$578

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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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was AU$977, price is now AU$578 per person
AU$578
per person
5 July - 8 July
found 18 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.4/10 Very Good! (6,277 reviews)
The hotel was great and the staff was nice. It’s just that we didn’t know about the trash removal service. Other than that it was great.

Reviewed on 9 May 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was AU$2,746, price is now AU$1,503 per person
AU$1,503
per person
16 June - 21 June
found 5 hours ago
Return flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Me and my fiancé got a cottage just for me and him and it was beautiful! It made us feel like we were at home with all the amenities we also cooked a home made meal they had all the pans, plates, etc.. we did have to rewash current stuff there was still food on them from who knows when. Also one of the pillow sheets were really dirty we just removed it. Other than that everything was amazing also we loved the H2O water park! We mostly differently will be back !

Reviewed on 4 May 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was AU$1,003, price is now AU$606 per person
AU$606
per person
16 June - 21 June
found 5 hours ago
Return flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (3,531 reviews)
Meh, staff nice enough… but ‘Resort”? Not. More like a motel in decent shape. Area was a bit seedy. No breakfast these days? OK for price but don’t try to fool us with an extravagant “regular price”, then a discount….is maybe worth about what we paid..

Reviewed on 9 May 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was AU$1,002, price is now AU$620 per person
AU$620
per person
5 July - 8 July
found 18 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
7.8/10 Good! (483 reviews)
The hotel was beautiful and staff were courteous. I’d booked this hotel because I wanted to enjoy the rooftop terrace, but upon arrival was told that I couldn’t because I wasn’t a club member. I was put on the highest floor and within two days both elevators were out of service so all guests had to use the service elevator in that part of the building. I had also booked for the breakfast, but it was over by 9:30 so I never made it. Also, on separate occasions, the power went out in my room thus rotting the food that I had in the refrigerator. Finally, the TVs were not set up appropriately, I only had a few live channels, and the guide had no information and no premium channels.

Reviewed on 10 May 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was AU$1,583, price is now AU$1,006 per person
AU$1,006
per person
16 June - 21 June
found 5 hours ago
Return flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,092 reviews)
Our room was great. Clean, modern and spacious with a great shower. The staff was gracious and attentive. The restaurant food was upscale and delicious. I thought the spicy selections were too numerous. We did not use parking. Public transportation of bus and train was close and convenient.

Reviewed on 6 May 2026

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

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$196 per night from 31 May to 1 June
AU$196
31 May - 1 June
includes taxes & fees
7.4/10 Good! (4,819 reviews)
Valet and self parking prices suck

Reviewed on 10 May 2026

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$317 per night from 13 May to 14 May
AU$317
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (4,634 reviews)
The

Reviewed on 9 May 2026

Daytona Grande Oceanfront Resort
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 13 May to 14 May
AU$139
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (3,189 reviews)
👍

Reviewed on 8 May 2026

Nautilus Inn
See all 8,071 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
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Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
From just AU$578, 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$74
per adult
92% 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$96
per adult
98% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach
Dolphin and Manatee Stand Up Paddleboard Tour in Daytona Beach

Dolphin and Manatee Stand Up Paddleboard Tour in Daytona Beach

AU$91
per adult
92% of travellers recommend
Dolphin and Manatee Stand Up Paddleboard Tour in Daytona Beach
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.