Eastport Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Where to stay in Eastport

Find the best Eastport areas and neighborhoods for the activities you enjoy most. Learn more about Eastport
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 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 grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

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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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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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Top hotels in Eastport

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
S$142
30 Aug - 31 Aug
includes taxes & fees
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$178
30 Aug - 31 Aug
includes taxes & fees
Holiday Inn Baltimore BWI Airport by IHG
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
S$178
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,936 reviews)
"ac worked fine"

Reviewed on 14 Aug, 2026

Historic Inns of Annapolis
See all 1,280 properties in Eastport
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 an Eastport holiday package cost?
Get set to book, because a trip to Eastport starts from a tempting . When you combine your flights, hotels and more into a travel package, you'll walk away with the best deals.
How do I get a cheap travel package to Eastport?
You'll save a ton of money if you bundle your flights, hotels and car rentals into an Eastport holiday package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties across the world, so you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Eastport?
Most who travel to Eastport include U.S. Naval Academy and Maryland State House on their bucket lists. Why not select a hotel near these great attractions?
What are the top hotels in Eastport?
Get your holiday off to a fantastic start by locking in a room at Anchor's Away In The Heart Of Eastport. It's one of most popular properties in Eastport. Another leading option is 421 Irie: Simply Charming 2 Story Cottage Private Pool 1 Off Street Parking.
How far in advance should I book my Eastport holiday?
Travellers are generally able to compare international flights on Expedia within 12 months of the departure date. Booking last minute? With a stroke of luck, it's still possible to nab a cheap ticket just weeks before your journey.
What does an Expedia Eastport travel package include?
You can select from any combination of flights, hotels and rental cars. Once you've made your booking, you can also add on tours and experiences. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to creating your dream Eastport escape.
What should I know before booking an Eastport travel package?
So many places to venture to, so many things to see and do. With a travel package, you can tick more of them off your list. Combine your hotels, flights and rental cars and see how much you save.
Can I choose my airline with an Eastport Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply pick your favourite carrier and craft your ideal Eastport getaway.
If I'm not able to travel, can I cancel my Eastport holiday package?
Don't worry if you're rethinking your Eastport holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We understand your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.

Stay near popular Eastport attractions

Annapolis Maritime Museum

9.0/10 (27 reviews)
You can study the exhibits at Annapolis Maritime Museum, a museum with a storied past, during your travels to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.
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Annapolis Harbor

Explore the waterfront in Annapolis with a trip to Annapolis Harbor.
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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
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

S$37
per adult
Annapolis Ghost Tours Boos & Booze 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. 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.