Pilot Point Vacations from $379
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The Latest Pilot Point Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk One
Downtown Ocean City
Price was $539, price is now $379 per person
$379
per person
Nov 5 - Nov 9
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Salisbury (SBY)
7.2/10 Good! (158 reviews)
Directly on the Boardwalk in the heart of OC with balcony overlooking boardwalk and ocean! Friendly Staff.
Reviewed on Aug 23, 2025
Bay Club Resort by Coolvacay
Midtown Ocean City
Save 100% on your flight
Price was $741, price is now $518 per person
$518
per person
Nov 5 - Nov 9
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Salisbury (SBY)
8.2/10 Very Good! (33 reviews)
The amount of sleeping rooms were excellent for our party of six. Maintenance staff were there to answer to all of our needs. However when we arrived the door to our room was open and we learned that the lock was broken. That was unacceptable The lock was fixed within the hour
Reviewed on Aug 25, 2025
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was $1,506, price is now $1,162 per person
$1,162
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,117 reviews)
Proximity to the beach and having an indoor and outdoor pool was incredible. The gym could use some dumbbells and the bathroom in the room didn’t have a working exhaust fan. The AC was also very loud anytime it kicked on. Overall, the pros outweighed the cons and we would stay again.
Reviewed on Aug 27, 2025
OCHG Townhouse 102 10
Downtown Ocean City
Price was $525, price is now $410 per person
$410
per person
Nov 5 - Nov 9
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Salisbury (SBY)
8.8/10 Excellent! (3 reviews)
I thought it was a lovely place to stay with the family. Not the coziest but definitely accommodating.
Reviewed on Aug 27, 2025
OCHG OF Villas
Downtown Ocean City
Save 100% on your flight
Price was $3,187, price is now $2,499 per person
$2,499
per person
Oct 2 - Oct 6
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
4.8/10 (3 reviews)
I would rate the property better if. It was cleaned better before we got there, we went out and bought stuff to clean it cause the floors was dirty like they didn’t sweep or mop it. Some of the bedding was dirty like it didn’t get washed so we did that before we used it. Thank god there was a washer and dryer in the property. Beside that the neighbors was loud at 4am slamming doors thank god the children didn’t wake up from it. I do know where not staying there again. When where in Ocean City,Md
Reviewed on Jun 19, 2025
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.
Pilot Point Hotel Deals
Henlopen Oceanfront Hotel
511 North Boardwalk, Rehoboth Beach, DE
$169 nightly
The price is $188 total per night from Sep 1 to Sep 2
$188 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,603 reviews)
"It was a good location and staff were super helpful. Will stay again."
Reviewed on Aug 23, 2025
Staybridge Suites Rehoboth Beach by IHG
34521 Old Postal Lane, Rehoboth Beach, DE
Fully refundable
$118 nightly
The price is $131 total per night from Sep 14 to Sep 15
$131 total
Sep 14 - Sep 15
Total with taxes and fees
9.4/10 Exceptional! (251 reviews)
"Loved this hotel 10/10 recommend , my family loved it a would stay again for longer time ."
Reviewed on Aug 24, 2025
La Mer Beachfront Resort
1317 Beach Avenue, Cape May, NJ
$249 nightly
The price is $285 total per night from Sep 24 to Sep 25
$285 total
Sep 24 - Sep 25
Total with taxes and fees
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.
Discover the most popular places to visit in Pilot Point
Lewes Beach
Sandwiched between Delaware Bay and the town of Lewes is mile after mile of white sand that attracts beachcombers and sunbathers.
Cape May - Lewes Ferry
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 Henlopen Beach
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.
Things to do
Radical Rehoboth Scavenger Hunt
$29
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.