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.
The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
per person
Sep 19 - Sep 22
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,004 reviews)
Amenities in the room were very nice quality, slippers, loofah, and toiletries. I was overcharged for car parking on check out when they asked if I had any extras. Hotel refunded it right away but my overseas bank took an extra procedure fee as a result of this misunderstanding. Room was a suite but the hallway between had no light. View was excellent.

Reviewed on Aug. 7, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
per person
Oct 13 - Oct 20
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul. 27, 2025

Holiday Inn Alexandria at Carlyle by IHG

Holiday Inn Alexandria at Carlyle by IHG

3 out of 5
Eisenhower East
per person
Oct 13 - Oct 20
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (WAS)
8/10 Very Good! (1,003 reviews)
Not happy that I had to put a 150$ deposit down on my room after paying for my room in full. Won’t be returned for 10 days!

Reviewed on Aug. 10, 2025

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.4/10 Exceptional! (1,002 reviews)
Everything was top notch!

Reviewed on Aug. 10, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9/10 Wonderful! (1,010 reviews)
Breakfast options were fantastic. Staff was friendly. Location was ideal for tourists.

Reviewed on Aug. 10, 2025

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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
The price is CA $115 per night from Aug 31 to Sep 1
CA $115
CA $128 total
Aug 31 - Sep 1
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 Aug. 3, 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 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Piney Point vacation package cost?
Offering great value package deals from CA $713 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, book the ideal Piney Point vacation package for you.

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