Eastport Vacation Packages

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Top Holiday Package Deals in Eastport

Price found within the past 48 hours. Click for updated prices.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was CA $946, price is now CA $699 per person
CA $699
per person
Aug 22 - Aug 25
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
There was a great deal of construction outside the hotel, so a bit frustrating trying to get an uber, etc. Not super convenient to walk to places, but we did. Lots of cute restaurants and bars in the area. One of the elevators was broken the entire time we were there. I got the strong sense it has been broken for a long time. They did offer coffee near the front desk, but (and maybe this is just me), I found it super annoying there was either no garbage can or the small one they had was overflowing. This was 4 feet away from the front desk. I was also annoyed a bit that the day before our departure, I asked for a late check out. They told me I would have to check the morning of. I called first thing and they indicated they don't do that. Just say no on first contact and manage expectations. They did store our luggage for us, The room was very nice. Bed comfortable. Shower was nice. Room was large. Felt very safe. Did not eat/drink at the restaurant so can't comment.

Reviewed on Jul 20, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,932, price is now CA $1,276 per person
CA $1,276
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,206 reviews)
The hotel is wonderful, breakfast delicious, bar great, room very clean, but the best of all: THE STAFF. Thank you very much.

Reviewed on Jul 21, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,439, price is now CA $993 per person
CA $993
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)
Great staff, super clean hotel and location was very convenient.

Reviewed on Jul 21, 2026

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was CA $1,367, price is now CA $968 per person
CA $968
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,701 reviews)

Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $1,518, price is now CA $1,095 per person
CA $1,095
per person
Oct 13 - Oct 17
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (2,206 reviews)

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

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

Eastport Hotel Deals

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 CA $161 per night from Aug 2 to Aug 3
CA $161
CA $183 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,046 reviews)
"everything was perfect. Just the bathroom needs better cleaning overall it was great"

Reviewed on Jul 21, 2026

DoubleTree by Hilton Hotel Annapolis
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 $161 per night from Aug 4 to Aug 5
CA $161
CA $232 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,897 reviews)
"My husband and I loved staying at the Inn. It was perfect!!! Everyone was kind and helpful. Our room was incredible!!"

Reviewed on Jul 21, 2026

Historic Inns of Annapolis
Aloft by Marriott BWI Baltimore Washington International Airport

Aloft by Marriott BWI Baltimore Washington International Airport

3 out of 5
1741 W Nursery Road Linthicum Heights MD
The price is CA $136 per night from Aug 5 to Aug 6
CA $136
CA $155 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very good! (1,878 reviews)
"Amazing hotel!"

Reviewed on Jul 21, 2026

Aloft by Marriott BWI Baltimore Washington International Airport
See all 1,274 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.
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Frequently asked questions

How much does an Eastport vacation package cost?
Get set to book, because a trip to Eastport starts from a tempting CA $699. 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 vacation 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 vacation 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 vacation?
Travelers 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 vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply pick your favorite carrier and craft your ideal Eastport getaway.
If I'm not able to travel, can I cancel my Eastport vacation package?
Don't worry if you're rethinking your Eastport vacation 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 trip to Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
See properties

Things to do

Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

CA $45
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

CA $51
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

CA $43
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.