Pittsville Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Pittsville

Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.2/10 Very Good! (1,913 reviews)
"Nice view!"

Reviewed on 20 Jun, 2025

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Princess Royale Oceanfront Resort
Hyatt Place Ocean City / Oceanfront
Hyatt Place Ocean City / Oceanfront
3 out of 5
1 16th Street, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is S$377 per night from 22 Jun to 23 Jun
S$377
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (1,414 reviews)
"Beautiful ocean view. The coffee maker inside the room is cheap and frustrating to use. Very friendly staff. Walking distance to restaurants and coffee/bakery is great. Nice shower pressure. Breakfast bar is not great. This is our second time staying at the Hyatt Ocean Front and we plan on an another ..."

Reviewed on 20 Jun, 2025

Hyatt Place Ocean City / Oceanfront
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
9/10 Wonderful! (2,904 reviews)
"Very good and comfortable to stay in"

Reviewed on 20 Jun, 2025

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Grand Hotel Ocean City Oceanfront
See all 9,330 properties in Pittsville
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 Pittsville holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Pittsville costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pittsville?
Travel in the low or shoulder season and you're likely to get cheap Pittsville holiday packages. Remember that public holidays and major local events can have an impact on prices, so do some research before you go.
How many days is enough for Pittsville?
With a well-planned schedule, you can easily hit the main Pittsville attractions in a few days. But if you prefer to discover hidden gems or go on day trips, think about booking your Pittsville holiday for longer.
How to find the best Pittsville package deals?
Finding a cheap Pittsville package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Pittsville package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pittsville holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Pittsville holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Pittsville?
If you're considering a spontaneous Pittsville holiday, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Pittsville?

  1. Pick your travel dates: The things you plan to do in Pittsville and your preferred season will help you decide when to go.
  2. Set a budget: Factor in costs like flights, transportation and food when calculating how much to set aside for your trip to Pittsville. Then, choose a hotel that matches your budget, whether that's an economical stay or a more upscale getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Pittsville. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Pittsville holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.