Piney Point Vacations from $290

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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
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8/10 Very Good! (968 reviews)
People camping on the medium strip between highways. Stranger in front of hotel door cornered me and talked for over 30 minutes when all I wanted to do is get in my room and chill.

Reviewed on Aug 18, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8.6/10 Excellent! (1,005 reviews)
Good location, friendly staff, great breakfast, clean and quiet rooms, best sleep in a week

Reviewed on Aug 12, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul 21, 2025

The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Save 100% on your flight
per person
Oct 26 - Oct 31
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
this was a well-priced hotel and we found it to be cute and homey- sort of like you were at a beach hotel. Happy vibes:)

Reviewed on Aug 17, 2025

Pendry Washington DC - The Wharf

Pendry Washington DC - The Wharf

5 out of 5
The Wharf
Save 100% on your flight
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9.2/10 Wonderful! (325 reviews)
Access to food, transportation and nice scenery.

Reviewed on Aug 12, 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
$91 nightly
The price is $101 total per night from Sep 1 to Sep 2
$101 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (591 reviews)
"This hotel is in a beautiful location, between the St, Mary's and Potomac rivers, on a narrow strip of land. Sunrise and sunset over the water are both spectacular. The rooms are very comfortable, and could probably use an upgrade at some point, but the rates are so affordable that this is a great ..."

Reviewed on Aug 17, 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! (17 reviews)
"Cottage was neat and tidy, close to decent eats, close to the beach, and was a lovely getaway."

Reviewed on Jun 5, 2025

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2 Bedroom Cozy Beach Cottage with Water Access
See all 355 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 $290 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.