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Rooms and Guests2 Guests, 1 Room
Key details

Hotel Details

165 Main Street, Annapolis, Maryland, United States of America, 21401

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.

Inn On Main Annapolis: 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

Inn On Main Annapolis: Cons

- 21 mile distance from the nearest airport - Limited on-site amenities compared to larger hotels

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Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.
Twin Room
Max:
2 persons
120 sq. feet 
Bed options:
2 Single beds
Shower
Air conditioning
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King Room
Max:
2 persons
185 sq. feet 
Bed options:
1 King Size Bed
Shower
Bathtub
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Queen Room
Max:
2 persons
155 sq. feet 
Bed options:
1 King Size Bed
Shower
Heating
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Getting around

Discover available transportation options for smooth travel around the city

City Center
Annapolis1000 ft
Airports
Baltimore (BWI) 25.1 mi
Ronald Reagan Washington National (DCA) 37.0 mi
Train
Union Station Marc Washington 28.3 mi
Bus
Bus stop1000 ft

Facilities

Hotel has comfortable rooms, premium services, and a prime downtown location

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Pets allowed
  • Baggage 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
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Location

165 Main Street, Annapolis, Maryland, United States of America, 21401
Map view
165 Main Street, Annapolis, Maryland, United States of America, 21401
Nearby
University
US Naval Academy
1500 ft
Public Building
Maryland State House
1500 ft
19 Maryland Ave
Hammond-Harwood House
1500 ft
199 Duke of Gloucester St
St. Anne's Episcopal Church
1500 ft
Museums
William Paca Garden
1500 ft
107 Duke of Gloucester St
Charles Carroll House
1500 ft
Church
Banneker-Douglass Museum
1500 ft
22 Maryland Ave
Chase Lloyd House
1500 ft
Main Street
Annapolis Historic District
1500 ft
Museums
Big Brice House
1500 ft
Annapolis
The Kunta Kinte Alex Haley Memorial
1500 ft
Prince George St.
Little Brice House
1500 ft
118 Maryland Ave
US Naval Academy Museum
1500 ft
Annapolis
Thurgood Marshall Memorial
400 ft
40 West St
Mission Escape Rooms
1500 ft
Museums
Historic Annapolis Museum and Store
700 ft
Gallery
Maryland Federation of Art
500 ft
Church
Saint Mary Catholic Church
1200 ft
43 Pinkney St
Hogshead
700 ft
60 College Ave
St. John's College
1200 ft
Gallery
ARTFX Gallery of Fine Crafts and Arts
1600 ft
1 City Dock
Susan Campbell Park
1500 ft
Main Street
1500 ft
Restaurants
Annapolis Ice Cream Company
400 ft
196 Main St
Potato Valley Cafe
500 ft
47 State Cir Ste 100
The Red Bean
600 ft
220 Main St
City Dock Coffee
900 ft
18 Market Space
City Dock Cafe
900 ft
18 Market Space
Storm Brothers Ice Cream Factory
1200 ft
130 Dock St
Sammys Downtown Deli
1100 ft
47 Randall St
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Check-in
01Jun2025Select date
Check-out
02Jun2025Select date
Rooms and Guests2 Guests, 1 Room