Hillsmere Holidays from NZ$2,725

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Top Holiday Package Deals in Hillsmere

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
per person
27 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
We encountered issues at check-in in but they could fix it relatively fast. The water did not get that hot, the carpet was dirty and the room was very dark even with all of the lights on. But the staff was excellent!

Reviewed on 11 Aug. 2025

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
per person
27 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
Beautiful hotel in a great location!

Reviewed on 10 Aug. 2025

Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
per person
27 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.4/10 Exceptional! (144 reviews)
Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !

Reviewed on 3 Aug. 2025

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
per person
27 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9/10 Wonderful! (1,824 reviews)
Charming area and loved to hotel decor!

Reviewed on 11 Aug. 2025

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 out of 5
per person
27 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.6/10 Exceptional! (20 reviews)
Fantastic hotel with exceptional service and attention to detail. Debbie and the other members of staff were warm and welcoming, nothing was to much trouble. Look forward to staying there again in the future. Thank you for a wonderful stay.

Reviewed on 22 Jan. 2023

Our guide on where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most. Learn more about Hillsmere
Annapolis featuring 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
5/5(2 area reviews)

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

Find hotels in Historic District

Our pick of the best 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 NZ$211 per night from 4 Sept to 5 Sept
NZ$211
4 Sept - 5 Sept
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Staff was pretty welcoming, there was an onsite restaurant and the bed was comfortable. I was good."

Reviewed on 10 Aug. 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
8.8/10 Excellent! (1,826 reviews)
"The staff is on point! It was wonderful so wonderful we already made reservations to go back!"

Reviewed on 11 Aug. 2025

Get rates
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 NZ$205 per night from 19 Aug to 20 Aug
NZ$205
19 Aug - 20 Aug
includes taxes & fees
8/10 Very Good! (1,208 reviews)
Cute and cozy
"Nice stay cute and cozy. Nice Vibe."

Reviewed on 3 Aug. 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.

Frequently asked questions

How much does a Hillsmere holiday package cost?
Live it up in Hillsmere from as little as NZ$2,725. 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.

Discover the most popular places to visit in Hillsmere

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

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

Anne Arundel Medical Center

If Anne Arundel Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Parole.

Anne Arundel Medical Center

Activities

Food Tour Plate

Historic Annapolis Food Tour

NZ$133
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

NZ$43
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

NZ$50
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.