165 Main Street,
Annapolis,
Maryland,
United States,
21401,
Maryland
“I loved being right in the vibrant heart of Annapolis!”view full review
Inn On Main Annapolis - A Historic District B&B with Free WiFi and Restaurant Access
Located in Annapolis's historic district, this 2-star Annapolis hotel features air-conditioned rooms with private bathrooms, flat-screen TVs, and carpeted floors. Inn On Main Annapolis provides complimentary WiFi throughout the property and includes access to a business center and express check-out services. A terrace and garden furniture offer outdoor relaxation spaces. Each morning, guests can enjoy à la carte breakfast at the connected Chick & Ruth's Delly, one of the oldest family-owned establishments in the district. The property sits 0.5 miles from the Maryland State House, United States Naval Academy Museum, and Hammond-Harwood House. Inn On Main stands 0.5 miles from the Thurgood Marshall Memorial and various dining options including Red Red Wine Bar and Tarin Thai Cuisine. Baltimore-Washington International Airport is 21 mile away, while Baltimore city center is 28 miles from the property.
Pros
Part of one of the oldest family-operated businesses in Annapolis's historic district
Within 0.5 miles of multiple historic landmarks and museums
Surrounded by diverse dining options within 0.5 miles walking distance
Express check-out service available for quick departures
Cons
21 mile distance from the nearest airport
Limited on-site amenities compared to larger hotels
View all
Select room type
Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.
Discover available transportation options for smooth travel around the city
City Centre
Annapolis300 m
Airports
Baltimore (BWI)
40.4
km
Ronald Reagan Washington National (DCA)
59.5
km
Train
Union Station Marc Washington
45.6
km
Bus
Bus stop300 m
Facilities
Hotel has comfortable rooms, premium services, and a prime downtown location
Very nice Breakfast!
“I loved the breakfast included with our stay at the Inn. We decided to have breakfast at Chick & Ruth's Delly, where we received an excellent credit towards our meal. The matzoh ball soup was a good surprise and the portions were generous. This made our mornings so enjoyable!” view full review
Comfortable and Cozy Rooms
“Our room was perfectly comfortable and quaint. Despite being on the smaller side, it was clean and quiet, providing a lovely environment for relaxation after our busy days exploring. The ability to control the heating and cooling individually was a great feature that enhanced our comfort.” view full review
Great TV Options
“I was quite pleased with the media options available in our room. The streaming capabilities featuring Hulu Live were a fun surprise. It was a great way to unwind in the evenings after a day of activities.” view full review
Adequate and Clean Facilities
“The bathroom, while small, was entirely clean and had great water pressure in the shower. It met all our needs during our stay, making it a pleasant experience overall.” view full review
General
No smoking on site
Free Wi-Fi
Parking
Pets allowed
Luggage storage
Coffee shop
Sports & Fitness
Wind surfing
Canoeing
Hiking
Cycling
Fishing
Services
Tours/Ticket assistance
Welcome drink
Happy hour
Dining
Restaurant
Dinner
Packed lunches
Children
Children's menu
Spa & Leisure
Live entertainment
Room features
Air conditioning
Heating
Terrace
Garden furniture
Bathroom
Free toiletries
Media
Flat-screen TV
AM/FM alarm clock
Room decor
Carpeted floor
Show more
Location
165 Main Street,
Annapolis,
Maryland,
United States,
21401,
Maryland
Map view
165 Main Street,
Annapolis,
Maryland,
United States,
21401,
Maryland
City landmarks
Museum
Annapolis Maritime Museum
1.7
km
Landmark
Navy-Marine Corps Memorial Stadium
2.0
km
Landmark
Alumni Hall
790 m
Landmark
French Monument
790 m
Landmark
Annapolis Yacht Basin
1.7
km
Harbour
Annapolis Harbor
1.9
km
Park
Truxton Park
3.4
km
Nearby
University
United States Naval Academy Museum
450 m
Public Building
Maryland State House
450 m
19 Maryland Ave
Hammond-Harwood House
450 m
199 Duke of Gloucester St
St. Anne's Episcopal Church
450 m
Museum
William Paca Garden
450 m
107 Duke of Gloucester St
Charles Carroll House
450 m
Church
Banneker-Douglass Museum
450 m
22 Maryland Ave
Chase Lloyd House
450 m
Main Street
Annapolis Historic District
450 m
Museum
Big Brice House
450 m
Annapolis
The Kunta Kinte Alex Haley Memorial
450 m
Prince George St.
Little Brice House
450 m
118 Maryland Ave
US Naval Academy Museum
450 m
Annapolis
Thurgood Marshall Memorial
110 m
40 West St
Mission Escape Rooms
450 m
Museum
Historic Annapolis Museum and Store
200 m
Gallery
Maryland Federation of Art
130 m
Church
Saint Mary Catholic Church
350 m
43 Pinkney St
Hogshead
190 m
60 College Ave
St. John's College
360 m
Gallery
ARTFX Gallery of Fine Crafts and Arts
480 m
1 City Dock
Susan Campbell Park
450 m
Main Street
450 m
Restaurants
Annapolis Ice Cream Company
100 m
196 Main St
Potato Valley Cafe
140 m
47 State Cir Ste 100
The Red Bean
170 m
220 Main St
City Dock Coffee
260 m
18 Market Space
City Dock Cafe
260 m
18 Market Space
Storm Brothers Ice Cream Factory
340 m
130 Dock St
Sammys Downtown Deli
310 m
47 Randall St
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Overview
Rooms
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Facilities
Location
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