Annapolis Vacation Packages 2024/2025 from $258

Annapolis flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Lord Baltimore Hotel

Downtown Baltimore

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Baltimore (BWI)

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Hilton Garden Inn Baltimore/White Marsh

Nottingham

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Baltimore (BWI)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the mini golf and barbecue grills. Enjoy the 24-hour gym and perks like free self parking and free WiFi.

Hotel Revival Baltimore

Midtown

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Baltimore (BWI)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and concierge services are also provided.

Sheraton Baltimore North Hotel

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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

Downtown Baltimore

per person

Feb 7 - Feb 9

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Baltimore (BWI)

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the laundry service and free internet in public areas. A gym and a safe deposit box are also provided.

Top Annapolis hotels deals

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$152

includes taxes & fees

$104 per night

Nov 24 - Nov 25

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.

Graduate by Hilton Annapolis

126 West St, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$165

includes taxes & fees

$145 per night

Dec 18 - Dec 19

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.

Hilton Garden Inn Annapolis Downtown

174 West Street, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$115

includes taxes & fees

$101 per night

Dec 15 - Dec 16

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. Self parking, a snack bar/deli, and dry cleaning are also offered.

Pet friendly

Free WiFi

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$117

includes taxes & fees

$102 per night

Nov 26 - Nov 27

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

Parking included

Crowne Plaza Annapolis, an IHG Hotel

173 Jennifer Rd, Annapolis, MD

Free Cancellation

$117

includes taxes & fees

$103 per night

Nov 25 - Nov 26

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.

Parking included

Free WiFi

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$236

includes taxes & fees

$207 per night

Dec 1 - Dec 2

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

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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

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.

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.

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.

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?

With vacation packages available from just $258, it’s not necessary to wipe out your bank balance for your visit to Annapolis. Travelocity can help. Bundle flights, hotels and tours into a convenient package and land serious discounts. The more you book, the more you save.

How long should my Annapolis vacation be?

If you’re looking for some guidance, most visitors spend about 2 nights in Annapolis. But to discover the true essence of this destination, stay a few extra nights. That way you can cross off more attractions and really take in the local culture.

Where can I get the best vacation package deals for Annapolis?

It’s hard to top Travelocity when it comes to putting together your Annapolis package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to choose from. Secure your trip now and get ready to cross another exciting destination off your list.

Why should I purchase my Annapolis vacation bundle with Travelocity?

You’ll not only save loads, but you can also access our 24/7 customer support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and forge long-lasting memories — we’ll take care of the little details.

Can I save money on my Annapolis car rental if I combine it with a hotel or flight?

With an Annapolis vacation package, you can bundle your hotel, flight and car bookings and save tons. If you can’t wait to see the best of this exciting destination, why not make tracks to Liberty Bell Center? This famous attraction is 100 mi from Annapolis. With a rental car, you’ll be there belong long.

Which airport is best for Annapolis?

Ronald Reagan Washington National Airport (DCA) is popular. It’s located approximately 30 mi west of Annapolis. Other options worth considering are Washington Dulles Intl. Airport (IAD) (50 mi away from central Annapolis) and Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (17 mi away from central Annapolis).

What is there to do in Annapolis?

You’ll sense an undeniable magic as you stroll through the streets of Annapolis. U.S. Naval Academy and Chesapeake Bay Bridge are just two landmarks that make this city so popular, so put them at the top of your to-do list.

Where should I stay when visiting Annapolis?

Many people choose to spend their nights at the Historic Inns of Annapolis. It’s sure to be a great base for your Annapolis escape.

Where to stay in Annapolis: Best areas for travelers

Historic District: Full of ambiance and atmosphere, this is a perfect match if you love being in the heart of the action. Select a room at the Historic Inns of Annapolis, the Historic District - 1 Block to Naval Academy & State House or the Historic Downtown Annapolis Home for Rent- Steps to Naval Academy. Then, you'll be well positioned to explore this neighborhood's biggest attractions, like Maryland State House and William Paca House.
Parole: Attractions like Annapolis Bowl make this an enticing area for families. Once the kids have had their fun, spend your nights in a comfortable hotel like the Country Inn & Suites by Radisson, Annapolis, MD or the Red Roof Inn Annapolis. Need more options? The DoubleTree by Hilton Hotel Annapolis is another place to sleep off all those adventures.
Stevensville: If you're looking for someplace to stay in this neighborhood, check out the rates at the Perfect Getaway, Waterfront Townhouse on Chesepeake Bay, Kent Island, Maryland and The Waterfront Historic Kent Manor Inn. Whichever one you choose, you'll be in a good position to venture out and explore the local sights.