Cheap Vacations in Annapolis

Choose two or more items and save on your trip:

3-night Annapolis vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hunt Valley, an IHG Hotel
Hotel Revival Baltimore
Hampton Inn & Suites Baltimore Inner Harbor
Sheraton Baltimore North Hotel
Renaissance Baltimore Harborplace Hotel
Holiday Inn Columbia East-Jessup, an IHG Hotel
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
Lord Baltimore Hotel
The Inn at Henderson's Wharf, Ascend Hotel Collection
Ulysses, an Ash Hotel
The Hotel at Arundel Preserve
Baltimore Marriott Inner Harbor at Camden Yards

4-night Annapolis vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hunt Valley, an IHG Hotel
Hotel Revival Baltimore
Holiday Inn Columbia East-Jessup, an IHG Hotel
Sheraton Baltimore North Hotel
Pier 5 Hotel Baltimore
Lord Baltimore Hotel
Hampton Inn Baltimore-Downtown-Convention Center
Renaissance Baltimore Harborplace Hotel
Ulysses, an Ash Hotel
Admiral Fell Inn Baltimore Harbor, Ascend Hotel Collection
Hotel Indigo Baltimore Downtown, an IHG Hotel
La Quinta Inn & Suites by Wyndham Columbia / Fort Meade

5-night Annapolis vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup, an IHG Hotel
Hotel Revival Baltimore
Sheraton Baltimore North Hotel
Pier 5 Hotel Baltimore
Sagamore Pendry Baltimore
Lord Baltimore Hotel
Admiral Fell Inn Baltimore Harbor, Ascend Hotel Collection
Hilton Garden Inn Baltimore/White Marsh
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area
Holiday Inn Express Hunt Valley, an IHG Hotel
Hampton Inn Baltimore-Downtown-Convention Center
Renaissance Baltimore Harborplace Hotel

6-7 night Annapolis vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup, an IHG Hotel
Hotel Revival Baltimore
Sheraton Baltimore North Hotel
Pier 5 Hotel Baltimore
Lord Baltimore Hotel
Hampton Inn Baltimore-Downtown-Convention Center
Holiday Inn Express Hunt Valley, an IHG Hotel
Sagamore Pendry Baltimore
Admiral Fell Inn Baltimore Harbor, Ascend Hotel Collection
Hilton Garden Inn Baltimore/White Marsh
Ulysses, an Ash Hotel
SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

Where is Annapolis?

You don't have to be rich to travel, but you should be rich in knowledge about the area you're staying at! So, are you all set to discover a thing or two about Annapolis?

It sits 8 miles to the east of Davidsonville, and 28 miles to the east of Washington, the nation's capital.

It won't be too tricky to make new acquaintances in this corner of Anne Arundel County. It boasts a population of some 38,400 locals.

Cheap Things to do in Annapolis

Know the old saying, "the best things in life are free"? Well, that's something we can certainly get behind (and we have a feeling you can too!) Here are a couple of free things to see in or near Annapolis:

  • Ask the expert staff at the Annapolis Maritime Museum about their most intriguing exhibits. It's the ideal place to expand your mind or just take a break in the quiet surroundings. And remember — there are no entry fees.
  • Art and culture are better without a price tag. The ARTFX Gallery of Fine Crafts and Arts is an awesome place to catch some free events — check out the program to find something that interests you!
  • Thrifty history lovers just need to add Maryland State House, the St. John's College, the London Town and the Thurgood Marshall Memorial to vacation itineraries. These historic attractions also provide marvelous photo opportunities!
  • Want some time out from sightseeing? Spend an hour or two at Peters Cove, pull off your boots and take in the stunning views.
  • If the sun's out, put on some sunscreen and head in the direction of Broad Creek Marsh. Few things come close to the rejuvenating sounds, sights and smells of Mother Nature.

Cheap Annapolis Vacation Package Deals

Don't panic about sifting through the web for the cheapest deals on hotels, travel and outstanding experiences. CheapTickets has done the hard work for you, and we definitely haven't compromised on quality.

Combine your hotel and flight bookings for savings of as much as $287. With access to 500 airlines and around 500,000 properties across the world, you can be sure that we'll find the greatest deals on the market.

How's this for putting you at ease? If you find your deal for a cheaper rate within 48 hours of booking it, we'll meet the price and reimburse the difference. That's what we call our Price Guarantee.

Get CheapCash

Scoring a cheap deal is one thing, but being rewarded for it is some next level awesomeness. Book a flight to earn rewards it's as straightforward as that. You'll then have cash savings to use toward your next qualifying CheapTickets hotel stay.

Penny-pinching savings on eligible bookings — check! Bonus offers and perks as far as the eye can see — check! All you have to do is sign up for free or log in, join CheapCash and get ready to reap the rewards!

Cheap Car Rentals in Annapolis

Listen up, cheapster. We're about to make your adventure not only affordable, but a lot more comfortable. To save having to hoist your luggage on and off trains or buses while you're in Annapolis, why not climb behind the wheel of a rental car? There'll be heaps of room in the trunk for all your baggage, and it'll be easy on the purse strings too!

Arriving in the city? Nextcar is situated 2 miles from the middle of town at 1930 WEST STREET.Another popular rental outlet located 2 miles from the middle of the city is Enterprise at 1900 WEST ST.

Cheap Hotels in Annapolis

CheapTickets can help you discover the most budget-conscious accommodations in Maryland's capital. With some 84 hotels in Annapolis, you'll surely find the perfect place to base yourself.

Reserve a room at a budget accommodation option like the Village Inn or the Rodeway Inn and keep more pennies in your pockets for fantastic Annapolis activities and experiences.

Flight deals to Annapolis

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Annapolis vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.