Sleepy Hollow Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,310, price is now CA $684 per person
CA $684
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,820 reviews)
The rooms were spacious, clean, and recently renovated. The property was well maintained. Every employee I spoke to was friendly. There is plenty of parking, and it is included in the cost. There were tons of employees in golf carts at all hours, creating many traffic hazards on the properties. There was often a massive backup at the gate from 2pm until after 7pm, as they would use the verified guest lane for non-guests who had to be verified, sometimes taking as long as 5 minutes per vehicle. I felt the $30/day “resort fee” was misleading. It did not include most amenities seen on the listing. It included things like WiFi (which was terrible) and the in-room safe (?). The water park prominently featured on the listing was not included or discounted, and costs $25 per day per person.

Reviewed on Apr 5, 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $2,854, price is now CA $745 per person
CA $745
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
Great breakfast everyday

Reviewed on Apr 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,379, price is now CA $708 per person
CA $708
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
Yes, clean room and accommodating

Reviewed on Apr 5, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,295, price is now CA $684 per person
CA $684
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
Will stay again. So close to the parks and very clean.

Reviewed on Apr 3, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,561, price is now CA $830 per person
CA $830
per person
May 7 - May 11
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
The pool is nice the water park is nice if it’s free. Staff was the best cant say nothing bad about staff…staff was awesome!!!!

Reviewed on Apr 5, 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 CA $212 per night from Apr 12 to Apr 13
CA $212
CA $294 total
Apr 12 - Apr 13
includes taxes & fees
9.2/10 Wonderful! (4,516 reviews)
Couldn’t be better beautiful facility great pool , super affordable for how nice it is

Reviewed on Apr 5, 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 CA $168 per night from Apr 12 to Apr 13
CA $168
CA $229 total
Apr 12 - Apr 13
includes taxes & fees
7.4/10 Good! (4,803 reviews)
This hotel is old and dirty. It does not represent a Hilton in anyway. Our room was filthy, dirty carpet, smell of marijuana, dog poop in the room, mold in the bathroom. All the concrete around the pool is busted everywhere. You will have to pay $50 per night for valet or you will be walking a far ...

Reviewed on Apr 5, 2026

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 CA $143 per night from Apr 19 to Apr 20
CA $143
CA $161 total
Apr 19 - Apr 20
includes taxes & fees
7.6/10 Good! (1,400 reviews)
Staff was friendly but owner parked their car out front and blocked the check in area every day. Even told staff it was not right to use that space for the owner.

Reviewed on Apr 4, 2026

Best Western Aku Tiki Inn
See all 8,059 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.
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Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
From just CA $684, 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
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
Zipline Adventure through Tuscawilla Park

Zipline Adventure through Tuscawilla Park

CA $81
per adult
100% of travellers recommend
Zipline Adventure through Tuscawilla Park
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.