Piney Point Holidays

Photo by Amanda Mae

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Top hotels in Piney Point

Island Inn & Suites, Ascend Hotel Collection

Island Inn & Suites, Ascend Hotel Collection

3 out of 5
16810 Piney Point Road, Piney Point, MD
Fully refundableReserve now, pay when you stay
The price is €86 per night from 1 Sept to 2 Sept
€86
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (586 reviews)
"My stay was good, I will definitly stay again! My only complaint is the shower did not work and the balcony needs a good power wash (dead bugs everywhere)... Other than that, it was great! I was disappointed in the breakfast as well."

Reviewed on 3 Aug 2025

Island Inn & Suites, Ascend Hotel Collection
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Piney Point
10/10 Exceptional! (3 reviews)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."

Reviewed on 5 Aug 2025

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Tiny, Funky, and Full of Love - Welcome to the Love Shack
2 Bedroom Cozy Beach Cottage with Water Access

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point
9.4/10 Exceptional! (17 reviews)
"Cottage was neat and tidy, close to decent eats, close to the beach, and was a lovely getaway."

Reviewed on 5 Jun 2025

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2 Bedroom Cozy Beach Cottage with Water Access
See all 357 properties in Piney Point
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 Piney Point holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Piney Point costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Piney Point?
Travel in the low or shoulder season and you're likely to get cheap Piney Point holiday packages. Bear in mind that school holiday periods and local festivals and events can impact prices, so do your research before you go.
How many days is enough for Piney Point?
With a well-organised schedule, you can easily tick off the main Piney Point attractions in a handful of days. But if you want to explore off the beaten track or take day trips, consider booking your Piney Point holiday for longer.
How to find the best Piney Point package deals?
Begin your search for a Piney Point package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Piney Point package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Piney Point escape off to a flying start.
Is it cheaper to book a Piney Point holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalise your Piney Point escape to match your exact style. Pick 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 holiday package to Piney Point?
If you've got your Piney Point travel dates finalized, book early to snap up some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Piney Point?

  1. Pick your dates: What you plan to do in Piney Point and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to Piney Point. Then, choose a hotel that matches your budget, whether that's a wallet-friendly option or a swankier retreat.
  3. Work out your trip length: Consider how long you want to spend exploring Piney Point. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised Piney Point holiday package.

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