Sleepy Hollow Vacations from ￥304,571

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The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was ￥464,748, price is now ￥304,571 per person
￥304,571
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
Its always a pleasure to stay at Westgate Bluetree! Clean rooms and property, friendly staff and very conveniently located near dusney, outlets, grocery stores and more!!

Reviewed on Apr 1, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥557,908, price is now ￥369,520 per person
￥369,520
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
Friendly staff. Great location. Villa was amazing

Reviewed on Mar 28, 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was ￥427,944, price is now ￥336,636 per person
￥336,636
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,179 reviews)
Good place, spacious units but a little dated. Great proximity to Disney World parks.

Reviewed on Mar 28, 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was ￥849,836, price is now ￥669,868 per person
￥669,868
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (587 reviews)
My new go to when in town

Reviewed on Mar 30, 2026

WorldMark Reunion

WorldMark Reunion

4 out of 5
Reunion
Price was ￥387,406, price is now ￥324,810 per person
￥324,810
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (609 reviews)
Clean and spacious condos. Water pressure was on the low side but I've experienced worse. Pools were fantastic, grounds well maintained, clean property, friendly staff. We slept amazing! Comfortable beds and pillows and black out curtains.

Reviewed on Mar 29, 2026

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
Daytona Beach, Florida. Beautiful aerial view

Orlando Heights

While there might not be top attractions in Orlando Heights, you can explore the larger area and discover places like Ponce de Leon Inlet Lighthouse and Museum and Dahlia Avenue Park.

Find hotels in Orlando Heights

Sleepy Hollow Hotel Deals

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 ￥26,803 per night from Apr 7 to Apr 8
￥26,803
￥36,400 total
Apr 7 - Apr 8
includes taxes & fees
9.2/10 Wonderful! (4,496 reviews)
The pool area had a nice view of the ocean. I upgraded the room to an ocean front suite and did not like the view of the ocean from the balcony did not get any sun the high part of the hotel blocked the sun all day. Did not like the valet parking rules they did not want to help anyone who preferred ...

Reviewed on Apr 2, 2026

Daytona Grande Oceanfront Resort
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 ￥19,566 per night from Apr 12 to Apr 13
￥19,566
￥26,473 total
Apr 12 - Apr 13
includes taxes & fees
Hilton Daytona Beach Oceanfront Resort
Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

2.5 out of 5
2225 S Atlantic Ave Daytona Beach Shores FL
Fully refundableReserve now, pay when you stay
The price is ￥18,080 per night from Apr 12 to Apr 13
￥18,080
￥20,341 total
Apr 12 - Apr 13
includes taxes & fees
7.6/10 Good! (1,394 reviews)
Clean rooms Staff was awesome Oceanfront view Loved our trip

Reviewed on Apr 2, 2026

Best Western Aku Tiki Inn
See all 8,064 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.

Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
From just ￥304,571, 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 vacation 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 Center of Port Orange in this neighborhood, 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 vacation?
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 traveling 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 vacation is only a couple of clicks away.
Can I choose my airline with a Sleepy Hollow Expedia vacation 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 vacation 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.

Things to do

Daytona Beach: Luau with Polynesian Dinner and Live Show

Daytona Beach: Luau with Polynesian Dinner and Live Show

￥8,411
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

￥10,950
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

￥10,315
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.