Annapolis Vacations from $226

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Your Annapolis Vacation

Get ready to experience Annapolis your way with a custom Annapolis vacation package! Uncovering the treasures of this fascinating city is easier with a base in a neighborhood such as Historic District, which is good for history, among many other things. If your trip to Annapolis includes some sightseeing, drop by well-known attractions like U.S. Naval Academy, Maryland State House and William Paca House. A few quick clicks is all it takes to create the perfect Annapolis vacation on Expedia.

The Latest Annapolis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Washington DC - Laurel

Red Roof Inn Washington DC - Laurel

2 out of 5
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
7/10 Good! (1,001 reviews)
Staff distant and unapproachable

Reviewed on Apr 16, 2024

Residence Inn by Marriott - Silver Spring

Residence Inn by Marriott - Silver Spring

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (449 reviews)
I loved the property and my room. Parking was easy and I love a free breakfast. I did not love that it sounded like the Jolly Green Giant was in the room above me. Nor did I like that I could hear voices and snoring on the other side of my headboard. And there was the guest loudly arguing & cursing on his phone in the presence of a child. BUT, these experiences say more about the structural quality of the building and the guest themselves, than anything else. I certainly don’t hold it against Marriott. That said, I did opt to leave a day early because I just wasn’t sleeping well. The hotel DID NOT penalize me for leaving early which says A LOT about management. THANK YOU! All the employees were friendly, professional, and always had on a smile. I went back and forth on whether to share the negative, but decided to in the interest of painting a complete picture of my experience. I could have had an entirely different experience in another room. Despite my experience I would recommend this location.

Reviewed on May 11, 2024

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (903 reviews)
Perfect in every way!

Reviewed on May 21, 2024

Ulysses

Ulysses

3 out of 5
Midtown
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (362 reviews)
The beds are super comfy. Staff is super sweet.

Reviewed on May 19, 2024

DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
per person
Jul 5 - Jul 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,183 reviews)
My flight had been canceled and I was very lucky to find a room at your establishment. So thankful for the shuttle to and from the airport. Both drivers were very friendly. I was only in my room about 6 hours but it was very comfortable and very clean and neat. Since my luggage went ahead of me, I very much appreciated the shampoo and body wash.

Reviewed on May 22, 2024

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

2 out of top 10 points of interest in this area
5/5(83 area reviews)

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 hotel + flight trips in Historic District

Annapolis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population
39,500
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Sandy Point State Park, Sandy Point Beach and Matapeake State Park

Annapolis Hotel Deals

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 $148 per night from Jun 2 to Jun 3
$148
$192 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,614 reviews)
"overall the room was very clean, very spacious and service with housekeeping was fabulous. The only complain we had was we kept hearing this noise coming from the wall like if there was some kind of machine that kept going off and on, humming sound"

Reviewed on May 23, 2024

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is $126 per night from May 29 to May 30
$126
$144 total
includes taxes & fees
May 29 - May 30
8.6/10 Excellent! (1,003 reviews)
"Parking lot A little dark at night. Front desk was very welcoming Bartender was stale. Not very welcoming at all. Over all place is nice. Would recommend"

Reviewed on May 21, 2024

Crowne Plaza Annapolis, an IHG Hotel
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is $195 per night from Jun 9 to Jun 10
$195
$222 total
includes taxes & fees
Jun 9 - Jun 10
9.2/10 Wonderful! (1,045 reviews)
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."

Reviewed on May 23, 2024

Graduate Annapolis
See all 559 properties in Annapolis
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Annapolis vacation package cost?
From just $226. Yes, you read that correctly. Our Annapolis vacation packages are a great way to make your budget last longer. Bundle your favorite flights, hotels and rental car and get out and see this fabulous destination.
How do I get a cheap travel package to Annapolis?
Lock in flights that fit in with your schedule, add a hotel room to your booking and see how much you save with an Annapolis vacation package. It’s that simple! From hotels and flights to rental cars and activities, Expedia makes traveling cheap and easy. And with over 550 airlines and 1,000,000 hotel options globally to pick from, you’ll never be short of choice.
Where should I stay in Annapolis?
An escape to Annapolis isn’t complete without spending some time in Historic District, so why not get a hotel in this popular neighborhood? That way, you’ll be handy to Maryland State House. If U.S. Naval Academy is high on your to-do list, stay in Naval Academy.
What are the top hotels in Annapolis?
Travelers journeying to Annapolis often stay in Historic District. Graduate Annapolis and Historic Inns of Annapolis are well-known options in this neighborhood. But it’s not the only happening place around town! Eastport is another fantastic area and where you’ll find Crowne Plaza Annapolis, an IHG Hotel and DoubleTree by Hilton Hotel Annapolis.
How far in advance should I book my Annapolis vacation?
While not all air carriers release tickets early, it’s usually possible to start comparing international fares on Expedia up to 12 months in advance. This is the time when you’ll nab some fantastic deals. If you’re booking last minute, there’s a chance you could get lucky. Low prices occasionally become available a few weeks prior to departure.
What does an Expedia Annapolis travel package include?
Flights, rental cars and hotels, or any combination of the three — you decide! Whether you’re venturing to Annapolis on a family road trip or enjoying a solo break, there’s a package to fit your budget and style. Once you’ve made your booking, why not add on one or two activities?
What should I know before booking an Annapolis travel package?
Our prices are always low. However, you’ll grab even better deals if you book your hotels, flights and car rentals together. With an Expedia package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with an Annapolis Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the perfect carrier to get you to Annapolis will be a cinch.
If I'm not able to travel, can I cancel my Annapolis vacation package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Annapolis vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Annapolis

Image for U.S. Naval Academy

U.S. Naval Academy

4.5/5(446 reviews)

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
Image for Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park
Image for Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.