Hillsmere Shores Vacations from $224

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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.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $399, price is now $224 per person
$224
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,016 reviews)
Very comfortable beds, clean room

Reviewed on Nov 2, 2025

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Save 100% on your flight
Price was $533, price is now $316 per person
$316
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (1,018 reviews)
The room, staff, and compliments breakfast were great. Our stay was enjoyable.

Reviewed on Nov 7, 2025

Courtyard by Marriott Baltimore Downtown/Inner Harbor

Courtyard by Marriott Baltimore Downtown/Inner Harbor

3 out of 5
Harbor East
Save 100% on your flight
Price was $390, price is now $237 per person
$237
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
18/10 Exceptional! (1,004 reviews)
Definitely will go back

Reviewed on Nov 9, 2025

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Georgetown
Save 100% on your flight
Price was $1,313, price is now $803 per person
$803
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (194 reviews)
I want to move in! Perfect location and property for picky guests! Staff was incredible. The restaurant was amazing and beautiful. Try the giant shrimp cocktail! I wish I had time to enjoy the rooftop pool.

Reviewed on Sep 26, 2025

Canopy by Hilton Washington DC The Wharf

Canopy by Hilton Washington DC The Wharf

4 out of 5
The Wharf
Price was $406, price is now $268 per person
$268
per person
Dec 22 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,007 reviews)
Clean room Nice staff

Reviewed on Nov 14, 2025

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Discover the most popular places to visit in Hillsmere Shores

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

4.5/5(446 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

What to do in Hillsmere Shores

Costa Rica Rainforest Guided Tram Tour

AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó

$67
per adult
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

$29
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Phantoms of Annapolis Ghost Tour By US Ghost Adventures

Ashes and Apparitions of Annapolis Ghost Tour

$26
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
See all activities in Hillsmere Shores

Hillsmere Shores Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $185 total per night from Nov 23 to Nov 24
$185 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,888 reviews)
Front desk staff is very kind

Reviewed on Nov 11, 2025

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Dec 7 to Dec 8
$112 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,010 reviews)
Didn’t eat breakfast. Enjoyed my stay. Very convenient and comfortable. Easy check in and out.

Reviewed on Nov 8, 2025

DoubleTree by Hilton Hotel Largo/Washington DC
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West Upper Marlboro MD
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from Dec 1 to Dec 2
$76 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (308 reviews)
I did not eat breakfast

Reviewed on Nov 7, 2025

Comfort Inn Largo-Washington DC East
See all 1,252 properties in Hillsmere Shores
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 $224 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.