Eastport Holidays

Book a Hotel + Flight or Car together to unlock savings

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.

Find hotels in Historic District

Top hotels in Eastport

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 2.370.577 ₫ per night from 7 Jul to 8 Jul
2.370.577 ₫
3.601.644 ₫ total
7 Jul - 8 Jul
includes taxes & fees
9/10 Wonderful! (1,877 reviews)
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I ..."

Reviewed on 29 Jun 2026

Historic Inns of Annapolis
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 3.207.624 ₫ per night from 5 Jul to 6 Jul
3.207.624 ₫
3.656.691 ₫ total
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,318 reviews)
"The staff was friendly. The room was clean and comfortable. It was close to the airport with shuttle service."

Reviewed on 29 Jun 2026

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

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is 2.502.998 ₫ per night from 5 Jul to 6 Jul
2.502.998 ₫
2.853.418 ₫ total
5 Jul - 6 Jul
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"The room is as very musty smelling. The beds were way too soft. The ice makers didn’t work (one worked on one floor). When I asked to stay an extra night their price was even higher than expedias price. Just not impressed."

Reviewed on 30 Jun 2026

DoubleTree by Hilton Hotel Annapolis
See all 1,273 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 1null000null000 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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