Hillsmere Holidays

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Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most. Learn more about Hillsmere
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

2 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

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A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

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A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

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A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

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Top hotels in Hillsmere

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
S$143
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,083 reviews)
"Great staff"

Reviewed on 7 Aug, 2026

DoubleTree by Hilton Hotel Annapolis
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

815 Elkridge Landing Road Linthicum Heights MD
Fully refundable
S$179
6 Sept - 7 Sept
includes taxes & fees
Holiday Inn Baltimore BWI Airport by IHG
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
S$107
13 Aug - 14 Aug
includes taxes & fees
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
See all 1,332 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.

Frequently asked questions

How much does a Hillsmere holiday package cost?
Live it up in Hillsmere from as little as . 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 holiday packages offer plenty of savings for the savvy traveller. 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 holiday?
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 holiday 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 holiday 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.

Stay near popular Hillsmere attractions

Maryland Quiet Waters Park

8.4/10 (49 reviews)
Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.
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Great Frogs Winery

You can enjoy a tasting or tour at Great Frogs Winery during your travels to Annapolis.
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Things to do

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

S$12
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.