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Check-in
02Dec2025Select date
Check-out
03Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Details

165 Main Street, Annapolis, Maryland, United States, 21401
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8.2
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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

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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 Extra Bed
2 persons
11 m² 
2 Single beds
Shower
Air conditioning
King Room
2 persons
17 m² 
1 King-size bed
Shower
Bathtub
Queen Room
2 persons
14 m² 
1 King-size bed
Shower
Heating
Double Room
2 persons
11 m² 
1 Double bed
Shower
Heating
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Getting around

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

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
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Location

165 Main Street, Annapolis, Maryland, United States, 21401
Map view
165 Main Street, Annapolis, Maryland, United States, 21401
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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Property information and rules
Check-in
from 15:00-21:00
Check-out
until 11 am
Guest Parking
Public parking is possible at a location nearby at USD 23 per day.
Internet
is available in for free.
Breakfast
The hotel Inn On Main Annapolis serves a full breakfast for free. 
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are allowed on request.
Number of rooms:
9
Former name
scotlaur inn bed & breakfast

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Check-in
02Dec2025Select date
Check-out
03Dec2025Select date
Rooms and Guests2 Guests, 1 Room