Whaleyville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Whaleyville Vacation
Get ready to experience Whaleyville on your terms with a custom Whaleyville vacation package! Discovering the treasures of this interesting city is simpler with a base in a neighborhood such as Glen Riddle, which is good for golfing, among plenty of other things. If taking in sights is on the cards during your trip to Whaleyville, stop by popular attractions like The Bay Club, Bay Club Golf Course and Globe Theater. A few quick clicks is all it takes to create the ideal Whaleyville vacation on Expedia.
Ready to book your vacation to Whaleyville?
Whaleyville Hotel Deals
Castle in the Sand
3701 Atlantic Avenue Ocean City MD
CA $108
CA $121 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"This was our first stay at Castle in the Sand. My check-in process was very good and the location was very convenient to the Convention Center. This place is also convenient to a lot of restaurants/bars and places to shop. Coconuts, their beach-side bar was a hopping place with Live Music, dancing, ..."
Reviewed on Oct 11, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
CA $92
CA $103 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (3,948 reviews)
"Expenses, they charge for parking. Not worth the money"
Reviewed on Oct 11, 2026
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
CA $124
CA $162 total
Oct 18 - Oct 19
includes taxes & fees
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.
Frequently asked questions
How much does a Whaleyville vacation package cost?
You'll find cheap prices on Expedia for your Whaleyville escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Whaleyville costs.
What are the cheapest months to go to Whaleyville?
If you're hoping to book a cheap Whaleyville vacation package, consider planning a trip in January, February and November. You'll typically find lower rates on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Whaleyville?
For a Whaleyville vacation, a few days will be enough to tour the highlights. Be sure to check out Bay Club Golf Course — it's one of the major sights in this destination. If you're looking for more activities, think about basing yourself here and setting off on some day trips from Whaleyville.
How to find the best Whaleyville package deals?
Begin your search for a Whaleyville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Whaleyville package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Whaleyville adventure underway.
Is it cheaper to book a Whaleyville vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Whaleyville trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Whaleyville?
If you're considering a spur-of-the-moment Whaleyville trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Whaleyville?
- Pick your travel dates: The things you'd like to do in Whaleyville and your preferred season can help you decide when to get away.
- Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Whaleyville.
- Decide how long to go for: Now that you're more familiar with Whaleyville, you can work out the right length of your vacation. Pull together a draft itinerary and give yourself enough time for all the things you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Whaleyville vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
