Henlopen Keys Vacation Packages
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Top Holiday Package Deals in Henlopen Keys
Price found within the past 48 hours. Click for updated prices.
The William Fell Baltimore, Tapestry Collection by Hilton
Fells Point
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Baltimore (BWI)
9.2/10 Wonderful! (65 reviews)
I docked a star because the property seemed unprepared upon our arrival. They delayed our check in, the room was not stocked with towels or silverware and someone working at the restaurant was parked in our parking space. But once we got settled in, our stay was lovely. The apartment is in the heart of Boothbay Harbor and has a lovely view of the bay and footbridge. The restaurant below had fantastic food and cocktails and service. The bakery below is next level!
Reviewed on Jul. 30, 2025
Sagamore Pendry Baltimore
Fells Point
per person
Sep 11 - Sep 15
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
The property itself is the star of the show but the staff shine as the superstars. We decided to make this hotel the first of multiple hotels for my wife's big birthday and we will definitely be back to utilize my Amex Platinum Fine Hotels benefits for 2 cards. I want to mention names of staff who made our stay great Deja, Jayla, Zoey, Sean, Angie, Shayla, Nicollete;
Reviewed on Aug. 1, 2025
Hotel Ulysses, a Member of Design Hotels
Mount Vernon
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Baltimore (BWI)
9.2/10 Wonderful! (902 reviews)
Rooms were super quiet. Loves the character of the place. Would love to come back for a longer stay. Tons of places to eat in the area. Walkable and quiet streets for a city. Tried to get the offsite parking app to work, don’t know why it wasn’t (no fault of hotel) but the staff graciously helped us out with that situation when they could have just blown us off. Thanks for a wonderful stay.
Reviewed on Aug. 2, 2025
Hampton Inn & Suites Baltimore Inner Harbor
Downtown Baltimore
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Baltimore (BWI)
8.6/10 Excellent! (1,004 reviews)
All around it was a good place to stay. Staff was nice.They had coffee all the time in the lobby which was very nice. They even had fresh popped popcorn one night. It was easy to drive to and easy to leave the city. The breakfast was "ok". The pool had groups of white bubbles all through it so my son wouldn't go in. The room was not ready at the 3pm check in. The bathroom had no hair conditioner.
Reviewed on Jul. 30, 2025
Where to stay in Henlopen Keys
Find the best Henlopen Keys areas and neighborhoods for the activities you enjoy most. Learn more about Henlopen Keys
South Rehoboth
4 out of top 10 points of interest in this area
If you're spending some time in South Rehoboth, Funland and Silver Lake are top sights worth seeing.
Henlopen Keys Hotel Deals
Henlopen Oceanfront Hotel
511 North Boardwalk, Rehoboth Beach, DE
Fully refundableReserve now, pay when you stay
The price is CA $274 per night from Sep 1 to Sep 2
CA $274
CA $305 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,575 reviews)
"We had a great time and a great stay. The Henlopen has treated us well. Wish the room was stocked with the amt of towels the room sleeps. Otherwise, it was great."
Reviewed on Aug. 1, 2025
La Mer Beachfront Resort
1317 Beach Avenue, Cape May, NJ
The price is CA $440 per night from Sep 1 to Sep 2
CA $440
CA $504 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,119 reviews)
"Side doors into the hotel were not locked at night - they were unlocked and allowed access from outside to inside the hotel and up the stairwell to rooms on all floors. Doors should be locked and key access only."
Reviewed on Jul. 31, 2025
Staybridge Suites Rehoboth Beach by IHG
34521 Old Postal Lane, Rehoboth Beach, DE
Fully refundable
The price is CA $154 per night from Sep 2 to Sep 3
CA $154
CA $171 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (174 reviews)
"The hotel itself was pretty nice. Nice size rooms! Our room was missing a few essential items like an iron and ironing board and spoons. Luckily I had family down the hall to borrow from. The breakfast wasn’t worth coming downstairs, even with one full hour left of breakfast, when items ran out that ..."
Reviewed on Jul. 31, 2025
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 Henlopen Keys
Tanger Outlets
You can enjoy retail therapy at Tanger Outlets during your trip to Rehoboth Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.
Jungle Jim's River Safari Water Park
Bring the family to Jungle Jim's River Safari Water Park and enjoy this exciting amusement park in Rehoboth Beach. Stroll along the seaside in this family-friendly area, or check out its lively bars.
Things to do
Guided Paddleboard Excursion on Rehoboth Bay
CA $88
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.