Hillsmere Vacation Packages

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Top Holiday Package Deals in Hillsmere

Price found within the past 48 hours. Click for updated prices.
Metro Points Hotel

Metro Points Hotel

3 out of 5
Price was CA $672, price is now CA $547 per person
CA $547
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7.4/10 Good! (1,372 reviews)
I love this place, I'm able to eat my native meal that i've long for so long. I will come again.

Reviewed on Aug. 24, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Price was CA $999, price is now CA $679 per person
CA $679
per person
Nov 3 - Nov 8
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
Convenient external room door made it easy walking my dog. Did not have to walk thru.obby.

Reviewed on Aug. 24, 2025

Canopy by Hilton Baltimore Harbor Point

Canopy by Hilton Baltimore Harbor Point

4 out of 5
Fells Point
Price was CA $1,464, price is now CA $1,197 per person
CA $1,197
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9/10 Wonderful! (1,002 reviews)
Stayed here with my sisters while visiting family in Baltimore. The Canopy was a great choice. Guest services were super friendly and answered any questions we had. The room was spotless & we loved the harbor view from our room. The area was peaceful and quiet and walkable to shops & restaurants. I would highly recommend this hotel.

Reviewed on Aug. 28, 2025

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Price was CA $1,058, price is now CA $879 per person
CA $879
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.2/10 Very Good! (697 reviews)
Super convient location

Reviewed on Aug. 27, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Price was CA $1,037, price is now CA $864 per person
CA $864
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Great hotel in a convenient location. I highly recommend giving it a try.

Reviewed on Aug. 29, 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

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

3 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Sep 16 to Sep 17
CA $111
CA $127 total
Sep 16 - Sep 17
includes taxes & fees
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
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 Sep 7 to Sep 8
CA $140
CA $207 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,827 reviews)
"Fantastic!"

Reviewed on Aug. 25, 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 refundableReserve now, pay when you stay
The price is CA $116 per night from Sep 14 to Sep 15
CA $116
CA $132 total
Sep 14 - Sep 15
includes taxes & fees
8/10 Very Good! (1,229 reviews)
"Great hotel for an unexpected flight delay. Airport shuttle great"

Reviewed on Aug. 25, 2025

Aloft BWI Baltimore Washington International Airport
See all 1,321 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hillsmere vacation package cost?
Live it up in Hillsmere from as little as CA $547. 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

Food Tour Plate

Historic Annapolis Food Tour

CA $110
per adult
Historic Annapolis Food Tour
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
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

CA $55
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
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.