Keen-Wik On the Bay Vacations from $838

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to $1,045 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 Keen-Wik On the Bay Vacation

Take in everything this neighborhood has to offer with a customized Keen-Wik On the Bay vacation package. However you imagine yourself spending your time here, you'll find endless opportunities for fun, adventure and relaxation. Some popular nearby attractions to visit during your trip to Keen-Wik On the Bay include Bayside Resort Golf Club, The Freeman Stage at Bayside and Sharks Cove Marina. Expedia is here to put your travel plans into action. Book your perfect Keen-Wik On the Bay vacation now.

The Latest Keen-Wik On the Bay Vacation Packages

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

Beach Walk

2 out of 5
Downtown Ocean City
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
7.6/10 Good! (63 reviews)
The property was very close to board walk and clean

Reviewed on Jul 5, 2025

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 22 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
5.8/10 (607 reviews)
2 minutes easy walk to the Boardwalk at the Gorgeous Beach

Reviewed on Jun 26, 2025

The Burgundy Inn

The Burgundy Inn

2.5 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 22 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
6.6/10 (494 reviews)
We enjoyed our stay on the 2nd floor over looking the beautiful pool/bar. Short walk to the board walk. Papis tacos and Laytons Diner were easy walks from the inn.

Reviewed on Jun 29, 2025

Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
Sep 22 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) 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Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day.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

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
per person
Sep 22 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
7.2/10 Good! (150 reviews)
Granddaughter love the pool

Reviewed on Jul 2, 2025

Where to stay in Keen-Wik On the Bay

Find the best Keen-Wik On the Bay areas and neighborhoods for the activities you enjoy most. Learn more about Keen-Wik On the Bay
Default Image

Edgewater Acres

Though Edgewater Acres might not have many top sights, you can venture to the surrounding area to see attractions like Fenwick Island Lighthouse and Thunder Lagoon Waterpark.

Find hotels in Edgewater Acres

Keen-Wik On the Bay Hotel Deals

Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$300 nightly
The price is $332 total per night from Jul 27 to Jul 28
$332 total
Jul 27 - Jul 28
Total includes taxes and fees
8.2/10 Very Good! (1,928 reviews)
"First time staying here and it was perfect for our family. Clean and friendly staff. Our kids loved the pool & small arcade. Will definitely stay here again!"

Reviewed on Jul 7, 2025

Princess Royale Oceanfront Resort
Fenwick Inn
Fenwick Inn
3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $191 total per night from Jul 13 to Jul 14
$191 total
Jul 13 - Jul 14
Total includes taxes and fees
8.6/10 Excellent! (1,960 reviews)
"Always a great stay at the Fenwick. Vista is a great dining experience. The complimentary beach chairs are a great choice. Staff is so family-friendly, very homey."

Reviewed on Jul 7, 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City Oceanfront
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
$335 nightly
The price is $370 total per night from Jul 27 to Jul 28
$370 total
Jul 27 - Jul 28
Total includes taxes and fees
8.8/10 Excellent! (2,979 reviews)
"I loved everything about this resort. I have been spending my birthday there for the past 4 years"

Reviewed on Jul 9, 2025

Grand Hotel Ocean City Oceanfront
See all 12,990 properties in Keen-Wik On the Bay
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

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Keen-Wik On the Bay

The Freeman Stage at Bayside

You can make plans for a show at The Freeman Stage at Bayside during your trip to Bayside. Stroll along the beautiful beaches in this family-friendly area, or seek out the golf courses.

The Freeman Stage at Bayside

Shark's Cove Marina

Explore the waterfront of Shark's Cove Marina and enjoy other activities such as golfing in Selbyville. Stroll along the beautiful beaches or discover the beautiful sunrises in this family-friendly area.

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