Sleepy Hollow Vacation Packages

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Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
Alhambra Villas

Alhambra Villas

3 out of 5
Solivita
Price was CA $724, price is now CA $420 per person
CA $420
per person
Nov 10 - Nov 17
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Check in was seemless. Room was well prepared especially the bathroom. Loved the simple elegant presentation. Very clean. I was overly impressed

Reviewed on Aug. 24, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,029, price is now CA $548 per person
CA $548
per person
Nov 24 - Nov 29
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8/10 Very Good! (1,361 reviews)
First time staying at this resort. It’s was very nice, I didn’t visit the water park or restaurant but they were available. I would stay again

Reviewed on Sep. 9, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,231, price is now CA $661 per person
CA $661
per person
Oct 30 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.8/10 Excellent! (1,007 reviews)
Very good front desk service, staff is very helpful and friendly too. The rooms were good tho a tad too small for the full/queen bedroom barely enough room to walk around. Needed a pan/skillet in the kitchen. Other than that we had a great stay! Very close to parks! Would definitely return and recommend!

Reviewed on Sep. 8, 2025

SōLE

SōLE

3.5 out of 5
Crescent Beach
Price was CA $1,248, price is now CA $706 per person
CA $706
per person
Nov 9 - Nov 15
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9.2/10 Wonderful! (11 reviews)
Location, location, location! The place was beautifully decorated and perfect for my needs.. The two dedicated parking spaces were a plus since they're was no street parking. 10/10 Recommend!

Reviewed on Aug. 8, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,174, price is now CA $669 per person
CA $669
per person
Oct 29 - Nov 5
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,686 reviews)
Lot of stuff to do on the resort. We barely did anything there tho. Used the pools a couple times. We had nobody above us until the last day and the chairs sliding/grinding and footsteps were insanely loud. Hard to sleep. Loud cars outside as well. We had a view of a parking lot so nothing great to look at and enjoy. Said they couldn’t upgrade our room to a pond view even tho there wasn’t many people on the resort. It was a nice place to stay and would again overall. Our bed was supposed to be a king size and we had a queen.

Reviewed on Sep. 6, 2025

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 there might not be top attractions in Carter Norwood, you can explore the larger area and discover places like Ponce de Leon Inlet Lighthouse and Museum and Sunglow Fishing Pier.

Find hotels in Carter Norwood

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 CA $137 per night from Sep 21 to Sep 22
CA $137
CA $193 total
Sep 21 - Sep 22
includes taxes & fees
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 CA $210 per night from Sep 22 to Sep 23
CA $210
CA $283 total
Sep 22 - Sep 23
includes taxes & fees
Daytona Grande 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 CA $111 per night from Sep 16 to Sep 17
CA $111
CA $124 total
Sep 16 - Sep 17
includes taxes & fees
Best Western Aku Tiki Inn
See all 7,368 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
From just CA $420, 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

CA $73
per adult
92% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
Daytona Beach Day trip with hotel pick ups from Central Florida

Daytona Beach Day Trip Getaway with Hotel Pickup

CA $124
per adult
Daytona Beach Day Trip Getaway with Hotel Pickup
Small-Group Sailing Tour in Daytona Beach

Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

CA $95
per adult
98% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch 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.