Pilottown Village Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

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

    Find the right fit

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

    Rest easy

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

Your Pilottown Village Vacation

Get ready to experience Pilottown Village your way with a custom Pilottown Village vacation package! Uncovering the treasures of this city is made simpler with a base in a neighborhood such as Bay Vista, which is good for walking, among lots of other things. If taking in sights is on the to-do list during your trip to Pilottown Village, stop by top attractions like Lewes Beach, Cape Henlopen State Park and Cape Henlopen Beach. Whoever you're going away with and whatever you plan to spend, your ultimate Pilottown Village vacation is just a few clicks away with Expedia.

Top Pilottown Village Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
8.4/10 Very Good! (762 reviews)
Stayed for the night, everything was great. Room had a musty smell.

Reviewed on Jul. 12, 2025

Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
8.6/10 Excellent! (55 reviews)
Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day. Notified office told them hot tub cover was not on and they said they were waiting for a new cover to come in. Pools don’t open until 10 There were ants on the counter tops and the first night we were locked out . Staff said they had us listed as checked out . We did get new cards immediately. We have stayed in the condos for over 30 years Disappointed especially for paying g what we paid

Reviewed on Jul. 7, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
9/10 Wonderful! (2,932 reviews)
Great venue perfect for kids

Reviewed on Jul. 10, 2025

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
8.6/10 Excellent! (1,000 reviews)
Ice machine on property dirty , there was water not clean and not maintain.

Reviewed on Jul. 7, 2025

Saint Tropez

Saint Tropez

3 out of 5
North Ocean City
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
9.2/10 Wonderful! (110 reviews)
We really enjoyed our stay, it was right on the beach and a great location! Place was updated compared to other places I’ve stayed in OC. Would stay here again!

Reviewed on May 29, 2025

Ready to book your vacation to Pilottown Village?

 

Choose your dates

Pilottown Village Hotel Deals

Henlopen Oceanfront Hotel
Henlopen Oceanfront Hotel
2 out of 5
511 North Boardwalk, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from Jul 27 to Jul 28
CA $331
CA $367 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,523 reviews)
Perfect location
"It's the perfect location, but without amenities. The parking was extremely convenient. There is a nice shower and bathroom to change for the beach before and after check-in and check-out. The air conditioning wasn't on when I went into the rooms, so it was very hot. Also, I called ahead and was ..."

Reviewed on Jul. 9, 2025

Henlopen Oceanfront Hotel
Staybridge Suites Rehoboth Beach by IHG
Staybridge Suites Rehoboth Beach by IHG
2 out of 5
34521 Old Postal Lane, Rehoboth Beach, DE
Fully refundable
The price is CA $239 per night from Aug 3 to Aug 4
CA $239
CA $266 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (111 reviews)
Hidden gem
"Hotel was a good distance from the beach but still conveniently located by shopping and good restaurants. And the staff was so friendly and helpful."

Reviewed on Jul. 8, 2025

Staybridge Suites Rehoboth Beach by IHG
The Breakers Hotel & Suites
The Breakers Hotel & Suites
2.5 out of 5
105 Second Street, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is CA $404 per night from Jul 14 to Jul 15
CA $404
CA $456 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,856 reviews)
"Great trip!"

Reviewed on Jul. 9, 2025

The Breakers Hotel & Suites
See all 7,346 properties in Pilottown Village
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

Discover the most popular places to visit in Pilottown Village

Lewes Beach featuring a lighthouse, a beach and general coastal views

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
Cape May - Lewes Ferry

Cape May - Lewes Ferry

4/5(1 review)

Explore the waterfront in Lewes with a trip to Cape May - Lewes Ferry. Wander the beautiful beaches and seaside in this family-friendly area.

Cape May - Lewes Ferry

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

What to do in Pilottown Village

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

CA $40
per adult
Bethany Beach Blitz Scavenger Hunt
See all activities in Pilottown Village

Frequently asked questions

How much does a Pilottown Village vacation package cost?
Offering excellent value package deals from CA $937 on Expedia, you'll be surprised at how little a vacation to Pilottown Village costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pilottown Village?
You can generally find lower prices and greater availability in January, February and November. Take a look at our cheap Pilottown Village vacation packages and you could score some great off-season deals.
How many days is enough for Pilottown Village?
Allow at least 2 days for your Pilottown Village vacation if you want to enjoy all that makes this destination unique. Wander around key areas, including Historic District and Pilot Point. Then tick off top sights like Beach Plum Island Nature Preserve and Zwaanendael Museum. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to go beyond Pilottown Village? Consider squeezing in a day trip or two.
How to find the best Pilottown Village package deals?
Use Expedia's handy filters to help you find some unbeatable Pilottown Village package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Pilottown Village package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Pilottown Village vacation as a package?
You can enjoy significant savings on your next Pilottown Village break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pilottown Village?
If you're considering an impromptu Pilottown Village trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Pilottown Village?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Pilottown Village.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Pilottown Village.
  3. Decide how long to go for: Now that you're up to speed on Pilottown Village, you can figure out the perfect length of your vacation. Create a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Pilottown Village vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.