Annapolis Vacation Packages

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Flight and hotel packages to Annapolis

Prices and availability subject to change. Additional terms may apply.
Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.
Ulysses

Ulysses

3 out of 5
Midtown
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop, a snack bar/deli, and dry cleaning are also on offer.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

2.5 out of 5
Downtown Baltimore
per person
Jun 20 - Jun 23
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
A gym, valet parking, and free newspapers are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the laundry service and free internet in public areas.
The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
per person
Jul 11 - Jul 16
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
An indoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.

Top Annapolis hotel deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $138 per night
$138
per night
May 13 - May 14
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Pet friendly
Parking available
Graduate Annapolis

Graduate Annapolis

4 out of 5
126 West St, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $199 per night
$199
per night
Apr 28 - Apr 29
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Breakfast available
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
May 12 - May 13
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Pet friendly
Breakfast available
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
May 12 - May 13
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.
Pet friendly
Breakfast available
Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Free Cancellation
The price is $126 per night
$126
per night
Apr 28 - Apr 29
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a grocery/convenience store are also offered.
Breakfast available
Parking included
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 28 - Apr 29
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and dry cleaning are also offered.
Pet friendly
Breakfast available
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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.

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 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
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

Annapolis Vacations

Annapolis, Maryland is a city that full of historic homes, beautiful gardens, and impressive architecture. Go there to learn more about the history of the city, and by extension the United States, and indulge in the fine wines and delicious food along the way. Vacation packages in Annapolis through Travelocity make it possible to affordably visit this vibrant city while still saving some cash for souvenirs.

Major Attractions

After arriving at one of the hotels in Annapolis, drop off your bags and head straight for the walking tour of the Naval Academy. You will learn the history of the institution and see the impressive grounds. Visit St. Anne's Church, which was finished in 1704, and then walk over to the William Paca House and Garden. Paca, one of the signers of the Declaration of Independence, was Maryland's third governor. The grounds and home, built in the 1760s, play host to events throughout the year, and give you a real peek into life in the mid-18th century. Book one of the Annapolis rental cars available through Travelocity and drive down to see the Maryland World War II Memorial off of Ritchie Highway before wrapping up with a State House tour.

Recurring Festivals and Events

In November, history buffs rejoice at the annual Annapolis by Candlelight tour. Privately owned historic homes open their doors to you so that you can learn more about the cultural and architectural significance of the properties, as well as the city. If you are in town on one of the package deals to Annapolis for Mother's Day weekend, join the incredibly popular plant event inside the William Paca Garden, where you can learn about and buy hundreds of different varieties of plant life. Fourth of July celebrations bring you back to the Paca estate, where you can watch reenactments and speeches surrounding the signing of the Declaration of Independence.

Ready to set off for this intriguing East Coast city? Get mobile exclusive deals on vacations in Annapolis through the Travelocity app and start planning for your exciting Maryland escape.

Tours and Activities in Annapolis

Some getaway experiences can be so amazing that they utterly bowl us over. They become precious moments to recount for years to come. Are you ready to create some outstanding new memories?

Traveling to Annapolis? Snap up an a Small-Group Original Annapolis Seafood Crawl or a Small-Group Explore the Heart of Annapolis Tour while you're over there — they'll be among the highlights of your trip!

Frequently asked questions

How much are vacation packages to Annapolis?
$400 is all you’ll need for an exciting vacation in Annapolis. Bundle your hotel and flights into a Travelocity package and see how much the savings start to pile up. With prices this good, there’s never been a better time to travel.
How long should my Annapolis vacation be?
If you need some guidance, most visitors spend around 2 nights vacationing in Annapolis. But to discover the true essence of this place, stay a little longer. That way you can see more and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for Annapolis?
With as many as 400 air carriers and 1,000,000 properties around the world, it’s tough to beat Travelocity. Make the most of our comprehensive range and pick up the best Annapolis vacation package. Isn’t it great when planning a trip is that easy?
Why should I purchase my Annapolis vacation bundle via Travelocity?
With top-quality service, 24/7 customer support and some of the most perfect getaways on offer, you’ll never wander alone. And if you find a better price, we’ll match it. That’s our Price Match Guarantee.
Can I save on my Annapolis car rental if I book it with hotels and flights?
You sure can — combine your hotel, car and flight into an Annapolis vacation package and you’ll save a handsome sum. With so much to uncover in the Annapolis area, that rental car will make exploring easy. Once you’ve buckled up, crank up the tunes and head toward Liberty Bell Center, a top sight approximately 100 mi from Annapolis.
What is the best time of year to go to Annapolis?
March, July and August is peak season here, while January, October and December usually experience less crowds. If your budget is a deciding factor, avoid traveling during as it’s usually the most expensive time. The cheapest month to visit is .
Which airport is best for Annapolis?
For many people, a stay in Annapolis means stepping off the plane at Ronald Reagan Washington National Airport (DCA). This busy airport is located 30 mi west of the downtown area. You could also jet into Washington Dulles Intl. Airport (IAD) (50 mi away from central Annapolis) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (17 mi away from central Annapolis).
What is there to do in Annapolis?
While hopping off the tourist trail can be rewarding, you shouldn’t miss the popular attractions that make a destination famous. U.S. Naval Academy and Maryland State House are just two of them in Annapolis.
Where should I stay when visiting Annapolis?
If you’re searching for someplace comfortable to base yourself, take a look at the Historic Inns of Annapolis. It’s the top choice for many visitors.

Where to stay in Annapolis: Best areas for travelers