Pilottown Village Vacations from $1,110

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.

The Latest Pilottown Village vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.8/10 Good! (77 reviews)
Shower was very tiny. No place to sit in room other than bed.

Reviewed on Aug 3, 2025

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.4/10 Very Good! (26 reviews)
The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.2/10 Good! (156 reviews)
Hotel service was good, room had beds flipped but worked out well, also had a balcony

Reviewed on Aug 10, 2025

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 28
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (748 reviews)
Great location for activities on the beach

Reviewed on Jul 31, 2025

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (32 reviews)
Nothing good about this place beside the bay view from balcony. Couches in the living room were torn, master bed was creaking, bathroom outdated, peeling paint, bathtub didn't drain water, peeling paint in the kitchen, fridge,, really old property, unappealing entrance

Reviewed on Jul 20, 2025

Don't see what you're looking for?
See all available trips from Columbus to Pilottown Village
View all trips

Discover the most popular places to visit in Pilottown Village

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

Lewes Beach

4.5/5(363 reviews)

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

Lewes Beach
Leaving Lewes .

Cape May - Lewes Ferry

4.5/5(347 reviews)

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
Cape Henlopen Beach

Cape Henlopen Beach

4.5/5(5 reviews)

Why not spend a lazy afternoon at Cape Henlopen Beach during your trip to Lewes? Stroll along the beaches or visit the shops in the area.

Cape Henlopen Beach

What to do in Pilottown Village

Bethany Beach Bash Scavenger Hunt

Bethany Beach Blitz Scavenger Hunt

$29
per adult
Bethany Beach Blitz Scavenger Hunt
Radical Rehoboth Scavenger Hunt

Radical Rehoboth Scavenger Hunt

$29
per adult
80% of travellers recommend
Radical Rehoboth Scavenger Hunt
See all activities in Pilottown Village

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
$199 nightly
The price is $221 total per night from Sep 1 to Sep 2
$221 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,590 reviews)
"Fantastic stay!"

Reviewed on Aug 11, 2025

Henlopen Oceanfront Hotel
La Mer Beachfront Resort

La Mer Beachfront Resort

3.5 out of 5
1317 Beach Avenue, Cape May, NJ
$279 nightly
The price is $320 total per night from Sep 1 to Sep 2
$320 total
Sep 1 - Sep 2
Total includes taxes and fees
9/10 Wonderful! (1,125 reviews)
"Big fan of this hotel checked all the boxes"

Reviewed on Aug 11, 2025

La Mer Beachfront Resort
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
$112 nightly
The price is $124 total per night from Sep 2 to Sep 3
$124 total
Sep 2 - Sep 3
Total includes taxes and fees
9.4/10 Exceptional! (209 reviews)
"Nice rooms"

Reviewed on Aug 11, 2025

Staybridge Suites Rehoboth Beach by IHG
See all 7,332 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pilottown Village vacation package cost?
You'll find cheap prices from $1,110 on Expedia for your Pilottown Village escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Pilottown Village costs.
What are the cheapest months to go to Pilottown Village?
If you're hoping to snag a cheap Pilottown Village vacation package, consider visiting in January, October and December. You'll usually find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Pilottown Village?
With a well-planned itinerary, you can easily visit the main Pilottown Village attractions in a handful of days. But if you want to discover hidden spots or go on day trips, think about booking your Pilottown Village vacation for longer.
How to find the best Pilottown Village package deals?
Start your search for a Pilottown Village package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Pilottown Village package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pilottown Village getaway off to a flying start.
Is it cheaper to book a Pilottown Village vacation as a package?
You can enjoy significant savings on your Pilottown Village escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pilottown Village?
If you're planning a spur-of-the-moment Pilottown Village trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Pilottown Village vacation packages?
Your Pilottown Village getaway should be an escape from your busy life, not a source of money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.