Caine Woods Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Julia
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Caine Woods

Price found within the past 48 hours. Click for updated prices.
Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
per person
Jul. 22 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.4/10 Very Good! (31 reviews)
Felt really cozy, convenient and budget friendly except a bit of musty smell

Reviewed on Jun. 1, 2024

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Jul. 22 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.8/10 Excellent! (2,022 reviews)
Staff was very friendly and helpful. Had no problem geting a handicapped space to park. Loved the coffee shop in the lobby and the breakfast sanwiches were wonderful and priced right. The room was clean and the side view was so good I thought we had a front view. Just loved our stay and will certanly be back!

Reviewed on Jun. 6, 2024

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
per person
Jul. 22 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.8/10 Good! (1,809 reviews)
Pool and being close to ocean.

Reviewed on Jun. 5, 2024

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
per person
Jul. 22 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.4/10 Good! (73 reviews)
Very quiet area staff are very friendly for a very easy check in. Nice pool

Reviewed on Jun. 3, 2024

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
per person
Jul. 22 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.8/10 Good! (1,004 reviews)
Me an my kids had a wonderful time

Reviewed on Jun. 5, 2024

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

North Ocean City is known for its stunning beaches, and you can see some sights in the area like Ocean City Beach and Carousel Ice Skating Rink.

Find hotel + flight trips in North Ocean City

Caine Woods Hotel Deals

Fenwick Inn
Fenwick Inn
2 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jun. 9 to Jun. 10
CA $135
CA $164 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (1,769 reviews)
"Clean & located near beach, etc. Will visit again."

Reviewed on Jun. 4, 2024

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
The price is CA $276 per night from Jun. 9 to Jun. 10
CA $276
CA $326 total
includes taxes & fees
Jun 9 - Jun 10
8.8/10 Excellent! (2,063 reviews)
"Staff was very friendly and helpful. Had no problem geting a handicapped space to park. Loved the coffee shop in the lobby and the breakfast sanwiches were wonderful and priced right. The room was clean and the side view was so good I thought we had a front view. Just loved our stay and will certanly ..."

Reviewed on Jun. 6, 2024

Grand Hotel Ocean City Oceanfront
Ashore Resort & Beach Club
Ashore Resort & Beach Club
3.5 out of 5
10100 Coastal Hwy, Ocean City, MD
The price is CA $218 per night from Jun. 9 to Jun. 10
CA $218
CA $292 total
includes taxes & fees
Jun 9 - Jun 10
8/10 Very Good! (339 reviews)
"Great place to stay"

Reviewed on Jun. 3, 2024

Ashore Resort & Beach Club
See all 11,629 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Caine Woods vacation package cost?
Be ready to book, because a trip to Caine Woods starts from a tempting CA $1,070. When you combine your flights, hotels and car rentals into a vacation package, you’ll land the lowest prices.
How do I get a cheap travel package to Caine Woods?
Browse and book everything in the one place with our Caine Woods vacation packages. You’ll discover deals on hotels, flights, tours and more that’ll keep your budget happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 hotels throughout the world to pick from, there are endless opportunities to mix and match all you want.
Where should I stay in Caine Woods?
With lots to discover in Caine Woods, it makes sense to secure a room in a hotel near its attractions. Maryland Beach, Northside Park and Carousel Ice Skating Rink are some good ones to put on your to-do list.
What are the top hotels in Caine Woods?
Get your vacation off to an excellent start by staying at Waterfront 2 Bedroom - 2 Blocks From The Beach. It’s one of most sought-after properties in Caine Woods. Another top option is Fenwick Inn.
How far in advance should I book my Caine Woods vacation?
Savvy travelers often book early. You can generally start comparing international fares on Expedia up to a year before your flight. If you’re purchasing your ticket at the last minute, fear not. Budget prices sometimes appear just weeks before departure dates.
What does an Expedia Caine Woods travel package include?
You can select from a combination of hotels, rental cars and flights. Once you’ve made your booking, you can add experiences and activities. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to arranging your dream Caine Woods trip.
What should I know before booking a Caine Woods travel package?
Locking in all the parts of your vacation together is one of the best ways to save. Bundle your car rentals, flights and hotels into a tidy little package. But you’re not limited to hotels. Expedia has all types of properties, including vacation rentals like beachfront villas and city apartments. You’ve got loads of choices!
Can I choose my airline with a Caine Woods Expedia vacation package?
You certainly can. We offer more than 550 partner airlines throughout the world, so fly with the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Caine Woods vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or alter your Caine Woods vacation package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may charge additional fees. Need more information? Have a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Caine Woods

Image for Ocean City Boardwalk

Ocean City Boardwalk

4/5(15 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
Image for Ocean City Beach

Ocean City Beach

4.5/5(11 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
Image for Jolly Roger Amusement Park

Jolly Roger Amusement Park

3.5/5(2 reviews)

Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses.

Jolly Roger Amusement Park

Things to do

Image for Bicycle Rental from Visitor Center location at Assateague, MD

Bicycle Rental from Visitor Center location at Assateague, MD

CA $16
Per adult
Bicycle Rental from Visitor Center location at Assateague, MD
Image for Private Party Assateague Island Cruise in Ocean City, MD

Private Party Assateague Island Cruise in Ocean City, MD

CA $244
Per adult
Private Party Assateague Island Cruise in Ocean City, MD
See all activities in Ocean City

Other vacations you might like

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