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Annapolis, MD Event Planning

Key Highlights

Hotels 20
Total Sleeping Rooms 2,601
Committable Sleeping Rooms* 225
Committable Meeting Rooms* 17
Largest Exhibit Space 5,000 Sq. Ft.
Average Hotel Room Rate USD $115
Average Daily Meal Cost USD $69
Average Weekly Car Rental USD $218
*Maximum for a single hotel

Annapolis, MD Meeting Planning Overview

Welcome to Cvent's Meeting and Event Guide to Annapolis, a city guide for meeting professionals. Renowned as America's sailing capital and a history-rich former Colonial seaport, Annapolis is also Maryland's state capital. Amazing attractions, scenic natural beauty, lots of amenities and easy accessibility - coupled with unique Annapolis event venues, make the city is a wonderful place to meet.

The gateway to North America's largest estuary, the Chesapeake Bay, Annapolis is undeniably a maritime destination rich in on-the-water activities. Off the water, Annapolis is a lively, upbeat, contemporary city that showcases four centuries of architecture and embraces 21st century living, rich with unique shopping and fine dining. Steeped in history and eclectic neighborhoods, the City of Annapolis boasts a thriving cultural scene and a downtown that meets at the water's edge. Even though Annapolis has become a modern city, it hasn't lost its Colonial charm, thanks to its brick-paved streets and bayside charm, as well as the fact that the city is home to more 18th-century structures than any other city in the country. In fact, many of the buildings that helped create the city's history, such as the Maryland State House and the US Naval Academy, are open to the public.

Getting to Annapolis is a breeze, thanks to the city's proximity to three major airports. Located about 30 minutes outside of Annapolis, Baltimore Washington International Thurgood Marshall Airport (BWI) serves an estimated 62,000 passengers every day on one of its nearly 700 commercial operations, providing nonstop service to dozens of domestic and international destinations. Less than 90 minutes from Annapolis, Dulles International Airport (IAD) offers nonstop service to more than 80 domestic destinations and 50 international destinations, while Reagan National Airport (DCA), just one hour from Annapolis in Arlington, Virginia, offers nonstop service to 84 destinations.

Once in Annapolis, meeting participants will find this to be an extremely walkable city, with all major hotels within a mile of the Maryland State House and City Dock, the heart of the city. The Annapolis Circulator, a downtown shuttle service that makes it easy to access the city's shops, restaurants, entertainment and attractions, serves the city's four downtown parking garages; even if groups don't access the shuttle from one of the garages, they can flag a trolley drive for a ride in the Central Business District.

Looking to explore the area by water? Visitors can traverse the Annapolis Harbor, including Spa Creek and Back Creek, via Watermark water taxis, which run from mid-May to mid-September.

In addition to accessibility, Annapolis offers meeting travelers a wealth of meeting venues. Perched within steps of the Chesapeake Bay, the 215-room Loews Annapolis Hotel offers a nautical theme and 20,000 square feet of event space, complete with indoor and outdoor facilities for 10 to 500 guests. Meeting spaces include the 4,300-square-foot Regatta Ballroom with a pre-function atrium, as well as seven meeting rooms ranging from 400 to 1,500 square feet. The Power House Conference Center, a three-story historic landmark that once powered the city's railroad, marries 18th-century charm of exposed brick walls and high ceilings with modern technology. A second meeting destination, The 225-room Westin Annapolis in historic downtown boasts 19,000 square feet of meeting space, all outfitted in stylish decor and calming tones. With the area's largest ballroom (measuring in at 5,335 square feet), the hotel features a total of 14 indoor and outdoor meeting spaces.

Aside from the Loews Annapolis Hotel, The Westin Annapolis, the Annapolis Marriott Waterfront and Historic Inns of Annapolis, Annapolis is home to a number of unique spaces and activities perfect for groups. Groups can tour the landmark US Naval Academy and its many attractions, as well as the Maryland State House, which holds the title of the oldest state capitol still in legislative use and the only state house to have ever served as the nation's capitol. Groups can rent theater space at the Maryland Hall for the Creative Arts or Rams Head On Stage, as well as rent indoor space and the docks, piers and deck at the charming Annapolis Maritime Museum, housed in the city's last oyster-packing plant.

For an on-the-water event, groups can board the largest fleet on the Chesapeake Bay courtesy of Cruises on the Bay by Watermark, or set sail aboard Schooner Woodwind Cruises' two wooden schooners custom designed and built specifically for sailing on the Chesapeake Bay. Looking to stay on land? Board a Towne Transit Trolley Tour to explore the city's back streets, marinas and points of interest. Nearby Terrapin Adventures combines team building and thrills with its aerial adventure course and group activities.

About Annapolis, MD / Additional Info

There's something for everyone in this charming location, which boasts a perfect blend of bayside charm and downtown excitement. Visitors and residents alike frequent Main Street, lined with dozens of locally owned boutiques, gift shops, galleries, pubs and restaurants, down to City Dock, the city's historic heart and where it connects with the Chesapeake Bay.

The City of Annapolis features five distinct neighborhoods that can be accessed by foot, trolley or water taxi. Serving as the gateway to Annapolis, West Street is rich in arts and entertainment, including live music, street festivals, concerts, bistros and pubs. A charming late 19th- and early 20th-century village, West Annapolis is known for its shops, boutiques and restaurants, while City Dock and Main Street serve as the city's main tourist district. Laid-back Eastport immerses visitors in watermen's heritage, offering many street-end parks, canoe and kayak rentals and a number of restaurants and sailors' pubs lining Severn Avenue (also known as Restaurant Row). Finally, Maryland Avenue and State Circle welcome visitors to walk in Jefferson's footsteps along three prick-paved blocks stretching from the Maryland State House to the US Naval Academy, an American institution that has been training officers for the Navy and Marine Corps since 1845.

Crossing the South River Bridge from downtown, visitors will find the pace slows down in the surrounding Annapolis countryside, which features lots of farmland and scenic back roads. Located only about 25 miles from Baltimore, the Annapolis-Baltimore Region puts visitors central to the Baltimore Washington Thurgood Marshall International Airport and nearby shopping and entertainment, as well as within day-trip distance to Washington DC.

Perhaps one of the most beloved aspects of the multi-faceted Annapolis is the city's rich history. Known as a “museum without walls,” Annapolis holds the title as the nation's first peacetime capital and a site of four centuries of history and architecture. Annapolis emerged as an English community in 1649, established by Puritans seeking religious freedom, and quickly grew until it chosen as the provincial capital in 1694 because of its central location. In the 1700s, Annapolis led the political, cultural and economic climates in the colonies, and in 1772, construction began on the Maryland State House, which hosted Washington's resignation from the Continental Army in 1783 and the ratification of the Treaty of Paris in 1784, which ended the Revolutionary War. Following the Civil War, Annapolis became an elite summer destination lined with resorts and yacht clubs, and at the turn of the 19th century, the economy shifted from the surrounding plantation to the area's bodies of water, gaining economic strength in oyster packing, boat building, sail-making, and shipping. Today, Annapolis serves as a thriving citywide museum of the nation's past and centuries-old political and cultural history, including a rich maritime heritage.

Many of the city's restaurants pay homage to its maritime heritage in the form of fresh seafood selections and nods to the city's bayside location, as well as offer group dining space. Carrol's Creek in Eastport offers the riches of the bay and surrounding land in new American style, while Blackwall Hitch is a modern interpretation of a classic shore tavern, serving simple, fresh fare. BAROAK Cookhouse & Taproom at Loews Annapolis Hotel is known for its standout mussels and frites, as well as its American and Belgium pub influences.

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