Hillsmere Shores Vacations from $171
Book a Hotel + Flight or Car together to unlock savings
Your Hillsmere Shores Vacation
Take the hard work out of travel planning with a Hillsmere Shores vacation package. A great neighborhood to stay in this captivating city is Historic District, which is good for history and a lot more. Ready to explore your new surroundings? U.S. Naval Academy, Maryland State House and William Paca House are just a few of the most popular places to visit during your trip to Hillsmere Shores. Expedia will help you escape your daily routine. Tailor your vacation to Hillsmere Shores to match your travel style, whatever that may be.
The Latest Hillsmere Shores vacation packages
Price found within the past 48 hours. Click for updated prices.
Arlo Washington DC
Northwest
$171
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,129 reviews)
my stay at the Arlo was extraordinarily easy ,comfortable, clean , modernized... the staff
are knowledgeable , friendly, happy amazing helpful!
Come be a part of it all!
Reviewed on Oct 16, 2026
The Quincy, an Ascend Collection Hotel
Downtown Washington D.C.
$261
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (1,137 reviews)
A great size room which was clean and comfortable. Great location for sightseeing and a good variety of restaurants within walking distance. Staff were friendly and helpful.
Reviewed on Oct 15, 2026
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See all available trips from Columbus to Hillsmere Shores
View all tripsWhat to do in Hillsmere Shores
Annapolis: Annapolis Harbor and U.S. Naval Academy Cruise
$34
per adult
90% of travellers recommend
Annapolis Harbor and U.S. Naval Academy Cruise
$34
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
$10
per traveler
80% of travellers recommend
Hillsmere Shores Hotel Deals
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$147 nightly
$167 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Clean room, very nice decor and great staff"
Reviewed on Oct 16, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$111 nightly
$126 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,245 reviews)
"The staff are very nice. The room was clean but the hotel itself looked dirty and"
Reviewed on Oct 16, 2026
Comfort Inn Largo-Washington DC East
9421 Largo Drive West Upper Marlboro MD
Fully refundable
$71 nightly
$80 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (889 reviews)
"Upon checking inn we decided we did not want to be looking at the dumpster the whole weekend so asked for the interstate view They were very accommodating easy going and made that happen No complaints about thr stay very comfy basic for a 2day weekend very close to ALOT of attractions"
Reviewed on Oct 16, 2026
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.
Find the Best Hillsmere Shores Vacation Packages
Hillsmere Shores Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Population | 2,900 |
Top Sights | Sandy Point State Park, Sandy Point Beach and Bay Ridge Beach |
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Frequently asked questions
How much does a Hillsmere Shores vacation package cost?
Offering great value package deals from $171 on Expedia, you'll be thrilled with how little a vacation to Hillsmere Shores costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Hillsmere Shores?
January, October and December are great times to look for cheap Hillsmere Shores vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Hillsmere Shores?
With a well-organized itinerary, you can easily visit the top Hillsmere Shores sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, consider booking your Hillsmere Shores vacation for longer.
How to find the best Hillsmere Shores package deals?
Start your search for a Hillsmere Shores package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Hillsmere Shores package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hillsmere Shores adventure off to a flying start.
Is it cheaper to book a Hillsmere Shores vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Hillsmere Shores vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Hillsmere Shores?
If you've got your Hillsmere Shores travel dates confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Hillsmere Shores vacation packages?
Your Hillsmere Shores break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.