Pilot Point Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Lewes which includes signage and a garden

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

Dog-friendly oceanfront escape at Lewes with fast WiFi & AC - right on the beach

Dog-friendly oceanfront escape at Lewes with fast WiFi & AC - right on the beach

Lewes DE
9.2/10 Wonderful! (37 reviews)
The house was nice and had everything we needed! The location was perfect for everywhere we wanted to go, too! We come to the area as often as possible because we are from Milton - and, we would love to stay here again!

Reviewed on Dec 7, 2025

Get rates
Dog-friendly oceanfront escape at Lewes with fast WiFi & AC - right on the beach
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
1400 Coastal Highway One Dewey Beach DE
Fully refundable
The price is ￥9,840 per night from Jan 19 to Jan 20
￥9,840
￥10,922 total
Jan 19 - Jan 20
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
The Room was in great shape

Reviewed on Jan 7, 2026

Gold Leaf Hotel of Dewey - Rehoboth Beach
Hyatt Place Dewey Beach

Hyatt Place Dewey Beach

3 out of 5
1301 Coastal Hwy Dewey Beach DE
Fully refundableReserve now, pay when you stay
The price is ￥14,526 per night from Jan 19 to Jan 20
￥14,526
￥16,124 total
Jan 19 - Jan 20
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
We were here for a company party. The service, food, drinks, and atmosphere was awesome. The room was very nice and clean. We will def stay here again. Thanks.

Reviewed on Jan 12, 2026

Hyatt Place Dewey Beach
See all 7,042 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.

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.

Things to do

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

￥3,131
per adult
Bethany Beach Blitz Scavenger Hunt
Private Professional Vacation Photoshoot in Boston

Private Professional Vacation Photoshoot in Rehoboth Beach

￥31,148
per adult
100% of travellers recommend
Private Professional Vacation Photoshoot in Rehoboth Beach
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.