Piney Point Vacations from $156

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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.

The Latest Piney Point vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was $328, price is now $156 per person
$156
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8/10 Very Good! (1,007 reviews)
The Hotel Buffett was good. Most of the staff was friendly.

Reviewed on Aug 25, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was $968, price is now $488 per person
$488
per person
Nov 6 - Nov 11
found 21 hours ago
Roundtrip flight included
Miami (MIA) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful place! Amazing staff!

Reviewed on Aug 21, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $388, price is now $222 per person
$222
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
Convenient external room door made it easy walking my dog. Did not have to walk thru.obby.

Reviewed on Aug 24, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $1,221, price is now $714 per person
$714
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9.4/10 Exceptional! (1,000 reviews)
I love the area. Thenparking situation was awful. Hotel doesnt validate the parking where you could get a discount.

Reviewed on Aug 24, 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $370, price is now $217 per person
$217
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8.8/10 Excellent! (1,643 reviews)
Great location! The room itself was pretty clean,

Reviewed on Aug 25, 2025

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Discover the most popular places to visit in Piney Point

Piney Point Lighthouse

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.

Piney Point Lighthouse

Piney Point Hotel Deals

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
$90 nightly
The price is $100 total per night from Sep 1 to Sep 2
$100 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (593 reviews)
"Beautiful views and very quiet. Highly recommend"

Reviewed on Aug 19, 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 Aug 5, 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! (18 reviews)
"It was a very clean and safe property. It’s exactly as shown on the pictures. Michelle is a great landlord and she showed us the way to the water access. It’s walkable < 5 min walk."

Reviewed on Aug 17, 2025

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2 Bedroom Cozy Beach Cottage with Water Access
See all 358 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.

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Frequently asked questions

How much does a Piney Point vacation package cost?
Offering great value package deals from $156 on Expedia, you'll be thrilled with how little a vacation to Piney Point costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Piney Point?
You're likely to find reduced prices and greater availability in July, September and November. Take a look at our cheap Piney Point vacation packages and you could score some great off-season deals.
How many days is enough for Piney Point?
With a well-organized schedule, you can easily hit the top Piney Point attractions in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Piney Point vacation 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Piney Point vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Piney Point vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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