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United States
Annapolis
Inn On Main Annapolis
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Check rooms and rates
From118US$ /night
Check-in
26Oct2025Select date
Check-out
27Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Rooms and Amenities

The Inn On Main Annapolis offers air-conditioned rooms with private bathrooms, flat-screen TVs, and free WiFi. Rooms include carpeted floors, wardrobes, and AM/FM alarm clocks. Some bathrooms feature bathtubs and showers. The property has a terrace with garden furniture.

Dining and Breakfast

Guests can enjoy breakfast at Chick & Ruth's Delly, the oldest family-owned deli in Annapolis's historic district, operated by the same family for over three generations. The bed and breakfast serves à la carte breakfast.

Location and Access

Situated in the heart of historic Annapolis, the inn is 3 km from Carrs Beach and a short walk from the Maryland State House, City Dock, Naval Academy, and St. John's College. Baltimore-Washington International Airport is 34 km away.

Nearby Attractions

The property is near St. Anne's Episcopal Church, Mission Escape Rooms, Big Brice House, Charles Carroll House, Annapolis Historic District, United States Naval Academy Museum, Thurgood Marshall Memorial, and The Kunta Kinte Alex Haley Memorial, all within 0.5 km.

Services and Facilities

The inn provides a business center, express check-out, and complimentary newspapers. Guests have access to complimentary wireless Internet access throughout the property.

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Choose the Room

From cosy doubles to spacious family suites – all with flexible options, breakfast, and exclusive deals.
Twin Room Extra Bed
Twin Room Extra Bed
2 persons
11 m² 
2 Single beds
Shower
Air conditioning
room details
King Room
King Room
2 persons
17 m² 
1 King-size bed
Shower
Bathtub
room details
Queen Room
Queen Room
2 persons
14 m² 
1 King-size bed
Shower
Heating
room details
Double Room
Double Room
2 persons
11 m² 
1 Double bed
Shower
Heating
room details
Click button to see more rooms
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Check Dates & Room Rates

See what's available for your travel dates

Getting around

All Transportation Options at a Glance

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

Amenities

Thoughtfully designed amenities for a comfortable & memorable stay
Free Wi-Fi
Parking

USD 23 per day

Luggage storage
24-hour services

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
Map view
165 Main Street, Annapolis, Maryland, United States, 21401
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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Check-in
26Oct2025Select date
Check-out
27Oct2025Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Amenities
  • Location
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