Pilot Point Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Jul 19 - Jul 22

    Beach Walk + Flight

    Downtown Ocean City
    3 nights
    2.0 star property
    7.6/10 - Good (95 reviews)
    "I booked, cancelled, and rebooked. It's been about 1.5 months since my stay and BeachWalk charged me a cancellation fee even though expedia said no fee for cancelling. BeachWalk is not reachable via expedia messenger, sent me a spam number to call, and every time I call their actual number it goes to a full voicemail. Expedia won't take responsibility, and BeachWalk is unreachable. This shows that if you want to take a risk and possibly have them steal your money, expedia won't take..."
    Reviewed November 15, 2025
    Roundtrip • Toronto (YYZ) - Salisbury (SBY)
    YYZ - SBY • 1 stop SBY - YYZ • 1 stop
    CA $1,602
    CA $1,370
    per traveller
    found 13 hours ago
    Beach Walk
  • On the beach
    Jul 19 - Jul 22

    Americana Motor Inn + Flight

    Downtown Ocean City
    3 nights
    2.5 star property
    8.4/10 - Very good (914 reviews)
    "Don't park on street"
    Reviewed May 27, 2026
    Roundtrip • Toronto (YYZ) - Salisbury (SBY)
    YYZ - SBY • 1 stop SBY - YYZ • 1 stop
    CA $1,720
    CA $1,452
    per traveller
    found 13 hours ago
    Americana Motor Inn
  • Exterior
    Jul 19 - Jul 22

    Boardwalk One + Flight

    Downtown Ocean City
    3 nights
    3.0 star property
    7.4/10 - Good (171 reviews)
    "We had an excellent view of the boardwalk, beachand the ocean. Everything was updated and clean. "
    Reviewed December 27, 2025
    Roundtrip • Toronto (YYZ) - Salisbury (SBY)
    YYZ - SBY • 1 stop SBY - YYZ • 1 stop
    CA $1,700
    CA $1,449
    per traveller
    found 13 hours ago
    Boardwalk One
  • Front of property
    Jul 19 - Jul 22

    Ocean Terrace Family Apartments + Flight

    Downtown Ocean City
    3 nights
    3.0 star property
    8.0/10 - Very good (31 reviews)
    "Nice staff. Large rooms. Close to all things Ocean city has to offer!"
    Reviewed October 13, 2025
    Roundtrip • Toronto (YYZ) - Salisbury (SBY)
    YYZ - SBY • 1 stop SBY - YYZ • 1 stop
    CA $1,768
    CA $1,510
    per traveller
    found 13 hours ago
    Ocean Terrace Family Apartments
  • Exterior
    Jul 19 - Jul 22

    Grand Hotel Ocean City Oceanfront + Flight

    Downtown Ocean City
    3 nights
    3.0 star property
    9.0/10 - Wonderful (3,618 reviews)
    "overall Hotel and 6th floor breakfast was great"
    Reviewed May 27, 2026
    Roundtrip • Toronto (YYZ) - Salisbury (SBY)
    YYZ - SBY • 1 stop SBY - YYZ • 1 stop
    CA $1,867
    CA $1,607
    per traveller
    found 13 hours ago
    Grand Hotel Ocean City Oceanfront

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

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.

Find hotels in Historic District

Pilot Point Hotel Deals

Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
The price is CA $306 per night from Jun 16 to Jun 17
CA $306
CA $340 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (1,779 reviews)
"Clean room nice staff but the rooms are not comfy. Could use a chair and better light. Plus, a smoke alarm went off in the middle of the night and the hightntime person had to come and remove it. She apologized but honestly it left me super anxious and we never heard another thing about it."

Reviewed on May 27, 2026

Henlopen Oceanfront Hotel
Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
39642 Jefferson Bridge Rd. Bethany Beach DE
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jun 3 to Jun 4
CA $209
CA $272 total
Jun 3 - Jun 4
includes taxes & fees
9.2/10 Wonderful! (1,409 reviews)
"Staff was amazing and friendly. Breakfast was good! I would highly recommend to my friends and family for their vacation."

Reviewed on May 27, 2026

Hotel Bethany Beach
Montreal Beach Resort

Montreal Beach Resort

3.5 out of 5
1025 Beach Avenue Cape May NJ
The price is CA $837 per night from Jun 23 to Jun 24
CA $837
CA $1,065 total
Jun 23 - Jun 24
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Very nice place. Have stayed here many times. Maybe only concern is limited lighting in our room. Would be nice if they had another table lamp and/or floor lamp."

Reviewed on May 28, 2026

Montreal Beach Resort
See all 7,375 properties in Pilot Point
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
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Frequently asked questions

How much does a Pilot Point vacation package cost?
From just . 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.

Discover the most popular places to visit in Pilot Point

Lewes Beach

Lewes Beach

4/5(2 reviews)

Sandwiched between Delaware Bay and the town of Lewes is mile after mile of white sand that attracts beachcombers and sunbathers.

Lewes Beach

Nassau Valley Winery

You can enjoy a tasting or tour at Nassau Valley Winery during your travels to Lewes. Wander the beautiful beaches and seaside in this family-friendly area.

Nassau Valley Winery

Mary Vessels Park

Mary Vessels Park is just one of the places to see in Lewes, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.

Mary Vessels Park

Things to do

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

CA $27
per adult
Bethany Beach Blitz Scavenger Hunt
See all activities in Lewes
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.