Pittsville Holidays

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Your Pittsville Holiday

Our Pittsville holiday packages offer countless opportunities to uncover new sights, sounds and experiences. And with all your travel plans taken care of, you can chill out and enjoy your city adventure to the fullest. Not sure what to see or do first during your trip to Pittsville? Head for well-known attractions such as Wor-Wic Community College. Whoever you're travelling with and whether your budget is big or small, your dream Pittsville holiday is just a few clicks away with Expedia.

Pittsville Holiday

Pittsville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
1,450
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Salisbury Zoo, Eastern Shore Baseball Hall of Fame Museum and Ward Museum of Wildfowl Art

Our pick of the best Pittsville Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.4/10 Very Good! (2,053 reviews)
"This was me and my family first time in Ocean city and I'm glad we picked the Princess Royale,the front desk was always helpful .My view was beautiful!Bell service was great !I would definitely visit again and stay again!"

Reviewed on 25 Aug. 2025

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Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is AU$391 per night from 12 Sept to 13 Sept
AU$391
12 Sept - 13 Sept
includes taxes & fees
8.6/10 Excellent! (1,966 reviews)
"it was a great place to stay, and was definitely stay here again!"

Reviewed on 25 Aug. 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
9/10 Wonderful! (3,138 reviews)
"Staff very cordial. Hotel was clean"

Reviewed on 25 Aug. 2025

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Grand Hotel Ocean City Oceanfront
See all 9,338 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.