Hillsmere Vacation Packages

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Top Holiday Package Deals in Hillsmere

Price found within the past 48 hours. Click for updated prices.
Comfort Inn College Park North

Comfort Inn College Park North

2.5 out of 5
per person
Sep 30 - Oct 3
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7.2/10 Good! (1,001 reviews)
Didn’t have any problems while there. Staff was helpful and friendly. Decent area.

Reviewed on Jul. 8, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
8.2/10 Very Good! (1,011 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul. 27, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
The staff was amazing and made us feel like family.

Reviewed on Aug. 4, 2025

Hampton Inn Baltimore-Downtown-Convention Center

Hampton Inn Baltimore-Downtown-Convention Center

2.5 out of 5
Downtown West
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
I advise finding a garage to park in other than using the valet they have. Everything was backed up and we waited 30+ mins to get checked in. Upon leaving we waited over an hour for them to fetch my car. Would not recommend the parking arrangements they provide. Check in itself was pretty quick. The bed wasn’t the best. Everything was clean which was great. The continental breakfast was kinda horrible. Very tight seating, only 1 waffle iron. So a long line to get probably the only edible thing there. Would suggest going out to get breakfast. Definitely not worth it. Overall I’d probably stay at another hotel.

Reviewed on Aug. 3, 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
We had a wonderful stay at THE GRADUATE. We will definitely return when we visit Annapolis.

Reviewed on Aug. 6, 2025

Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most. Learn more about Hillsmere
Annapolis showing street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Hillsmere Hotel Deals

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

3 out of 5
815 Elkridge Landing Road, Linthicum Heights, MD
Fully refundable
The price is CA $151 per night from Aug 10 to Aug 11
CA $151
CA $172 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Overall stay was amazing"

Reviewed on Aug. 3, 2025

Holiday Inn Baltimore BWI Airport by IHG
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
The price is CA $140 per night from Aug 17 to Aug 18
CA $140
CA $207 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,813 reviews)
"The close proximity to the town was great and convenient."

Reviewed on Aug. 6, 2025

Historic Inns of Annapolis
Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport

3 out of 5
1741 W Nursery Road, Linthicum Heights, MD
Fully refundable
The price is CA $147 per night from Aug 10 to Aug 11
CA $147
CA $168 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,206 reviews)
Cute and cozy
"Nice stay cute and cozy. Nice Vibe."

Reviewed on Aug. 3, 2025

Aloft BWI Baltimore Washington International Airport
See all 1,300 properties in Hillsmere
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
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Frequently asked questions

How much does a Hillsmere vacation package cost?
Live it up in Hillsmere from as little as CA $471. We offer a great selection of hotels, flights and rental cars to suit your travel style. You can score even more discounts when you add a few tours or experiences to your package.
How do I get a cheap travel package to Hillsmere?
Our Hillsmere vacation packages offer plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including tours) into a handy package. But cheap prices are only the start of your next memorable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels across the globe to choose from. Whatever your style or budget, there's a package here just for you.
Where should I stay in Hillsmere?
Most visitors who travel to Hillsmere include both U.S. Naval Academy and Maryland State House on their sightseeing itineraries. Why not go for a hotel near these popular attractions?
How far in advance should I book my Hillsmere vacation?
Browse Expedia to compare international flights as soon as you've got your travel dates. You can usually purchase a seat up to 12 months before departure. If you can't find your preferred carrier, or you have to book last minute, don't despair. Low prices to Hillsmere sometimes emerge a few weeks before departure.
What does an Expedia Hillsmere travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to create your perfect Hillsmere package. Once you've made your booking, you can add on the fun things like activities and tours. Don't forget, the more you bundle, the greater the savings!
What should I know before booking a Hillsmere travel package?
An Expedia travel package can be tailored to your budget and is a simple way to stretch your hard-earned dollars. How little or much you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Hillsmere Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners worldwide, so you have options galore when putting together your Hillsmere trip.
If I'm not able to travel, can I cancel my Hillsmere vacation package?
It is possible to cancel your Hillsmere booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Hillsmere

Maryland Quiet Waters Park which includes a park

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

Maryland Quiet Waters Park
U.S. Naval Academy featuring military items, interior views and heritage architecture

U.S. Naval Academy

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

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

Chesapeake Bay Bridge

Things to do

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

CA $41
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

CA $36
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Food Tour Plate

Historic Annapolis Food Tour

CA $109
per adult
Historic Annapolis Food Tour
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.