Caine Woods Vacations from $320

Book a Hotel + Flight or Car together to unlock savings

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.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
Price was $442, price is now $320 per person
$320
per person
Nov 20 - Nov 24
found 11 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
8.2/10 Very Good! (1,568 reviews)
We enjoyed our stay at this property. The customer service was great and the facilities were good as well. It was nice to have different dining options on the property and a great ocean front location.

Reviewed on Sep 1, 2025

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,218, price is now $957 per person
$957
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.8/10 Good! (408 reviews)
Loved the location. Staff was excellent. Towel quality could have been better

Reviewed on Aug 28, 2025

Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront

3 out of 5
Downtown Ocean City
Price was $423, price is now $340 per person
$340
per person
Nov 20 - Nov 24
found 11 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.2/10 Wonderful! (1,005 reviews)
Convenient and easy to do a lot of things within walking distance

Reviewed on Sep 1, 2025

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $1,727, price is now $1,405 per person
$1,405
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.4/10 Very Good! (29 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The unit was outdated, small, and had mismatched and old furniture.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

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $1,333, price is now $1,089 per person
$1,089
per person
Oct 2 - Oct 5
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.6/10 Good! (81 reviews)
Will definitely stay again!

Reviewed on Aug 25, 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
$94 nightly
The price is $104 total per night from Sep 15 to Sep 16
$104 total
Sep 15 - Sep 16
Total with taxes and fees
Fenwick Inn
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$113 nightly
The price is $124 total per night from Sep 21 to Sep 22
$124 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (1,971 reviews)
"Loud noise in hallways"

Reviewed on Aug 31, 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
$129 nightly
The price is $142 total per night from Sep 29 to Sep 30
$142 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (3,040 reviews)
"Everyone one is nice and helpful."

Reviewed on Aug 29, 2025

Grand Hotel Ocean City Oceanfront
See all 12,264 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

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

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
Maryland Beach

Maryland Beach

Sun, sand and surf lures visitors to the northernmost section of Ocean City’s 10-mile (16-kilometer) long Atlantic coastline.

Maryland Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.