Pilot Point Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Pilot Point
Price found within the past 48 hours. Click for updated prices.
Comfort Suites Ocean City West
West Ocean City
CA $679
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Salisbury (SBY)
8.4/10 Very good! (1,001 reviews)
My room was very nice and comfortable, also very clean.
The staff members were very polite and helpful. I had a very restful week. Thanks Expedia for helping to make my little vacation more affordable. 👍👍
Reviewed on Sep 18, 2026
Studio 6 Suites Pocomoke City, MD
CA $687
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Salisbury (SBY)
7.4/10 Good! (81 reviews)
It's a place to sleep.. about the only good thing I can say.. I've stayed here 2 different times now this summer and it's been the same..2nd time was the worst... oh.. and bring some air freshener your gonna need it
Reviewed on Sep 17, 2026
Where to stay in Pilot Point
Find the best Pilot Point areas and neighborhoods for the activities you enjoy most. Learn more about Pilot Point
Historic District
1 out of top 10 points of interest in this area
If you're spending some time in Historic District, Lewes Historic Complex and Preservation Forge are top sights worth seeing.
Villages of Five Points
If you're looking for some top things to see and do in Villages of Five Points and surrounding area, you can visit Midway Speedway and Savannah Beach.
Wolfe Runne
While there might not be top attractions in Wolfe Runne, you can explore the larger area and discover places like Cape May - Lewes Ferry and Lewes Beach.
Plantations East
Plantations East might not have many top sights, but Midway Speedway and Tanger Outlets are two attractions nearby that you can check out.
Love Creek
If you're looking for some top things to see and do in Love Creek and surrounding area, you can visit Tanger Outlets and Jungle Jim's River Safari Water Park.
Pilot Point Hotel Deals
Henlopen Oceanfront Hotel
511 North Boardwalk Rehoboth Beach DE
CA $135
CA $150 total
Oct 19 - Oct 20
includes taxes & fees
Atlantic Sands Hotel & Conference Center
101 N Boardwalk Ave. Rehoboth Beach DE
Fully refundableReserve now, pay when you stay
CA $188
CA $227 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,359 reviews)
"Excellent location right on the boardwalk. Parked our car all weekend and walked to the beach, shops and restaurants. Our room was clean and comfortable."
Reviewed on Sep 18, 2026
Beach Boutique Hotel
19953 Shuttle Road Rehoboth Beach DE
Fully refundableReserve now, pay when you stay
CA $110
CA $122 total
Oct 5 - Oct 6
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very nice staff and clean rooms Was musty and outdated fixtures Loose outlets didn’t hold charger plug well and shower fixtures were not secure. Good value for our needs"
Reviewed on Sep 17, 2026
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 Pilot Point vacation package cost?
From just CA $679. Yes, you read that correctly. Our Pilot Point vacation packages are an easy way to make your dollar go further. Combine your hotels, flights and rental car and get out and see this lively destination.
How do I get a cheap travel package to Pilot Point?
By bundling. Hotels, flights and rental cars — combine whatever you need into a Pilot Point vacation package to save tons of cash. Score even more deals when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to customize your vacation your way. We offer more than 550 partner airlines and 1,000,000 hotel options in all corners of the globe, so that everyone has a chance to travel and live out those vacation fantasies.
What are the top hotels in Pilot Point?
If it's comfort and convenience you're searching for, you can't go past 10 Texas - Perfect Beach Cottage For Your Lewes Vacation. Spend your nights unwinding here and your days wandering around Pilot Point's best attractions.
How far in advance should I book my Pilot Point vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, last-minute deals to Pilot Point will sometimes occur just weeks before departure.
What does an Expedia Pilot Point travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to combine hotels and flights. Taking the whole crew to Pilot Point? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Pilot Point travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is totally up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Pilot Point Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Just select the carrier you want and craft your ideal Pilot Point getaway.
If I'm not able to travel, can I cancel my Pilot Point vacation package?
We totally get that life doesn't always go according to plan. If you've locked in a Pilot Point vacation package and have to cancel or amend it, we can help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.
Things to do
Dewey Beach: Windsurfing Lesson on Rehoboth Bay
CA $242
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.