Piney Point Vacation Packages
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Your Piney Point Vacation
With one of our vacation packages to Piney Point, you'll discover limitless opportunities for excitement and adventure. There's so much to look forward to, including its laid-back lifestyle and spectacular views. Every trip to Piney Point needs a well-crafted itinerary. Fill yours with attractions like St. Marys College of Maryland, Historic St. Marys City and Piney Point Lighthouse. Your perfect Piney Point vacation is clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored to suit your style.
Top Piney Point Vacation Deals
Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG
Southwest
CA $2,785
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,215 reviews)
Great stay. Great neighborhood and beautiful new hotel with unusually large rooms and bathrooms.
Reviewed on Aug 10, 2026
Ready to book your vacation to Piney Point?
Piney Point Hotel Deals
Island Inn & Suites, an Ascend Collection Hotel
16810 Piney Point Road Piney Point MD
Fully refundable
CA $116
CA $129 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very good! (693 reviews)
"Each room comes with a great view! We loved sitting and seeing dolphins 🐬 catching fish from our balcony. The neighboring resturant is a locals favorite and I tasted why. The hotel could definitely use some updates and refresh of furniture and decor. But such a nice view 😍."
Reviewed on Aug 8, 2026
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Piney Point MD
9.8/10 Exceptional! (34 reviews)
"Great place."
Reviewed on Aug 6, 2026
Beautiful Waterfront 2-bedroom cottage in tranquil Piney Point with WiFi, AC
Piney Point MD
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.
Stay near popular Piney Point attractions
Piney Point Lighthouse
9.0/10 (12 reviews)
You can learn about the history of Piney Point with a stop at Piney Point Lighthouse. Wander the beautiful beaches in this family-friendly area.
Jimmy Island
Commune with nature and explore the great outdoors at Jimmy Island during your travels in Piney Point.
Piney Point Landing
After visiting Piney Point Landing, make a plan to see the other sights and activities in Piney Point. While you're in the area, stroll along the riverfront.
Frequently asked questions
How much does a Piney Point vacation package cost?
Offering great value package deals from CA $642 on Expedia, you'll be pleasantly surprised at how much a vacation to Piney Point costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Piney Point?
The off-season is the best time to head to Piney Point if you're trying to save. Another tip for finding cheap Piney Point vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Piney Point?
You can easily visit all the leading attractions in Piney Point within a few days, including the must-see Dennis Point Marina. If you're after an extended Piney Point vacation, check out what kind of day tours and activities are available in the area.
How to find the best Piney Point package deals?
Begin your search for a Piney Point package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Piney Point package deal straight away, just play around with your dates and search again. Bear 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 vacation as a package?
You can enjoy significant savings on your Piney Point retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Piney Point?
If you're planning an impromptu Piney Point vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Piney Point?
- Choose when to go: Check your schedule and get your bags packed. Your favourite season and the activities on offer will also help you decide when to escape to Piney Point.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will probably be the largest expense during your trip to Piney Point.
- Work out your trip length: Think about how much time 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 comfortable pace.
- Bundle your airfare and accommodations: After you've settled on your dates and duration, book the ideal Piney Point vacation package for you.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
