Caine Woods Vacations from $302

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Your Caine Woods Vacation

Our Caine Woods vacation packages are a fast and practical way to plan and reserve your next getaway. Experience the magic of this unique neighborhood without the hassle of organizing it all yourself. Not sure what to do and see during your trip to Caine Woods? Nearby attractions such as Maryland Beach, Carousel Ice Skating Rink and Northside Park are excellent places to start. Whatever your travel goals or the size of your budget, booking the ultimate Caine Woods vacation has never been easier with Expedia.

The Latest Caine Woods Vacation Packages

Price found within the past 48 hours. Click for updated prices.
White Marlin Inn

White Marlin Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 11 - Sep 14
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
4.8/10 (765 reviews)
Location is awesome..

Reviewed on Jul 6, 2025

The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 27
found 2 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.8/10 Exceptional! (251 reviews)
Very well kept clean property. Excellent location to the beach and dinning close by. A few minor inconvenience. A place to hang a wet bathing suit or towel. No place to unpack your clothes. No microwave but overall very nice for a short stay.

Reviewed on Jul 5, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
per person
Aug 7 - Aug 11
found 9 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
7.6/10 Good! (63 reviews)
The property was very close to board walk and clean

Reviewed on Jul 5, 2025

Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
7.2/10 Good! (15 reviews)
This is a decent place to stay. Very walkable. Condo is a nice size! Plenty of room for 2 families of 3. Had a plumbing issue and the staff addressed it very quickly! Would stay here again.

Reviewed on Jun 8, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
9.2/10 Wonderful! (11 reviews)
Nice and clean. We would stay again.

Reviewed on Jun 18, 2025

Where to stay in Caine Woods

Find the best Caine Woods areas and neighborhoods for the activities you enjoy most. Learn more about Caine Woods
North Ocean City featuring swimming, a beach and general coastal views

North Ocean City

3 out of top 10 points of interest in this area

A pretty shoreline, miniature golf, watersports and seafront accommodations make this a great spot for a fun-filled summer vacation.

Find hotels in North Ocean City

Caine Woods Hotel Deals

Fenwick Inn
Fenwick Inn
3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $203 total per night from Jul 9 to Jul 10
$203 total
Jul 9 - Jul 10
Total includes taxes and fees
8.6/10 Excellent! (1,944 reviews)
"It was clean"

Reviewed on Jul 4, 2025

Fenwick Inn
Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$224 nightly
The price is $247 total per night from Jul 7 to Jul 8
$247 total
Jul 7 - Jul 8
Total includes taxes and fees
8.2/10 Very Good! (1,906 reviews)
"Great experience! Will do it again."

Reviewed on Jul 4, 2025

Princess Royale Oceanfront Resort
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
$295 nightly
The price is $325 total per night from Jul 7 to Jul 8
$325 total
Jul 7 - Jul 8
Total includes taxes and fees
8.8/10 Excellent! (2,955 reviews)
"The room was very clean, and it was a nice place to stay. I felt comfortable and enjoyed my visit. Would definitely recommend!"

Reviewed on Jul 5, 2025

Grand Hotel Ocean City Oceanfront
See all 12,299 properties in Caine Woods
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 Caine Woods

Ocean City Boardwalk featuring rides

Ocean City Boardwalk

4.5/5(1,896 reviews)

Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.

Ocean City Boardwalk
Ocean City Beach which includes rides and a sandy beach as well as a small group of people

Ocean City Beach

4.5/5(1,615 reviews)

Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.

Ocean City Beach
Jolly Roger Amusement Park

Jolly Roger Amusement Park

4/5(318 reviews)

From child-friendly attractions and a thrilling roller coaster to miniature golf, karting and waterslides, there’s no end to the entertainment at this theme park.

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