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From118US$ /night
Check-in
28Dec2025Select date
Check-out
29Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview

165 Main Street, Annapolis, Maryland, United States, 21401
-
Steps from the Annapolis Historic District
Great
8.3
/10
3.4
/5

Inn On Main Annapolis - Bed & Breakfast in historic district near Maryland State House

Located in the heart of Annapolis's historic district, this family-owned bed and breakfast has operated since 1964 alongside Chick & Ruth's Delly, making them the oldest family-owned businesses of their type in the area. The property offers free WiFi throughout, air conditioning, a terrace, and an on-site restaurant. Guests have access to a business center, express check-out, and complimentary newspapers in the lobby. The hotel is a short walk from the Maryland State House of Delegates, US Naval Academy, City Dock, and St. John's College. Baltimore-Washington International Airport is 34 km away.

Additional perks of the hotel

Complimentary à la carte breakfast served at Chick & Ruth's Delly

Terrace with garden furniture and garden views

Express check-out service

Complimentary newspapers in lobby

Business center access

Accommodation Options

The property offers double and twin rooms with private bathrooms. All rooms include air conditioning, free WiFi, flat-screen TVs, telephones, and carpeted flooring. Some rooms feature DVD players. Bathrooms are equipped with showers, bathtubs (in some rooms), hairdryers, and free toiletries.

Other conveniences

AM/FM alarm clocks in all rooms

Wardrobes for storage

Heating system

Private bathrooms with showers

Hairdryers provided

Must-do experiences

  • Visit the United States Naval Academy for a guided tour.
  • Try the Maryland crab cakes at Cantler's Riverside Inn.
  • Explore the charming shops at Westfield Annapolis Mall.
  • Stroll through the gardens at the William Paca House.
  • Enjoy a sunset sail on the Chesapeake Bay with Watermark Cruises.
View all

Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, 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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Room Rates & Availability Tracker

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Amenities

Thoughtful hotel amenities for a comfortable stay

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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Dining Onsite

At Inn On Main Annapolis, guests can indulge in the authentic tastes of American cuisine at a nearby favorite that embodies the charm and vibrancy of the region. With inviting settings and a commitment to hearty meals, dining becomes an enjoyable experience complemented by local flair.

Chick and Ruth's

American
Ambiance
A cozy, welcoming atmosphere perfect for families and travelers alike, filled with local memorabilia and a warm, inviting vibe.
Key Offerings
Known for its Maryland-style crab cakes and classic breakfast options that can be enjoyed all day. Guests can anticipate a hearty selection of sandwiches and daily specials that reflect local flavors.
Reservation
Recommended, especially during peak dining hours.
Open daily from 6:30 AM to 11:00 PM, with extended hours until midnight on Fridays and Saturdays.

Hotel 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
Explore Annapolis
Local Highlights
Top Attractions
Activities
Dining
Entertainment
United States Naval Academy Museum
6 minutes' walk
Naval Academy Museum showcases naval history with fascinating exhibits, models, and access to guided tours.
Maryland State House
6 minutes' walk
Historic Maryland State House is a beautiful site with rich history, featuring free admission and guided tours.
William Paca Garden
6 minutes' walk
This stunning restored 18th-century garden offers scenic grounds and a glimpse into colonial life.
Annapolis Maritime Museum
5 minutes' drive
This waterfront museum focuses on the maritime heritage of Annapolis, featuring engaging exhibits and events.
Kayaking at Annapolis Harbor
5 minutes' drive
Kayaking offers an exciting way to explore local waterways. Rentals and guided tours are available in season.
Yoga at Truxton Park
5 minutes' drive
Truxton Park provides serene outdoor spaces perfect for yoga and relaxation. Classes may be scheduled on weekends.
Annapolis Ice Cream Company
2 minutes' walk
Local favorite for homemade ice cream with a variety of flavors in a vibrant, family-friendly atmosphere.
Potato Valley Cafe
2 minutes' walk
Casual spot known for hearty breakfast and lunch dishes, excellent for families with vegetarian options.
City Dock Cafe
4 minutes' walk
Riverside dining with a relaxed atmosphere, famous for seafood specials and stunning views of the harbor.
Annapolis Harbor
5 minutes' drive
Vibrant waterfront area with live music, events, and many dining and shopping options, perfect for nights out.
Hammond-Harwood House
6 minutes' walk
A historic house museum hosting family-friendly events and tours that highlight art and architecture.
Transportation Tips
City Centre
Annapolis4 min  ·  300 m
Airports
Baltimore/Washington International Thurgood Marshall Airport (BWI)61 min  ·  40.4 km
Ronald Reagan Washington National Airport (DCA)90 min  ·  59.5 km
Train
Union Station Marc Washington69 min  ·  45.6 km
Bus
Bus stop4 min  ·  300 m
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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
Questions of the users
About Inn On Main Annapolis
Is there complimentary parking available for guests?
15 November 2024
Parking is available at a discounted rate of half price, $10.00 per day.
Are service dogs permitted at the Inn?
24 December 2024
Yes, service dogs are welcome in the guest rooms.
What are the parking options nearby and is it pet-friendly?
10 January 2025
Parking is located in the Noah Hillman garage, which is about 50 meters from the Inn. It is also pet-friendly for those with allergies to consider.
Can I get parking vouchers if I've previously stayed at the Inn?
3 February 2025
Yes, parking vouchers are still available for guests who stay with us.
Is the property wheelchair accessible?
22 March 2025
No, the Inn is located above a restaurant and involves multiple flights of stairs.
What kind of breakfast options are included in my stay?
11 April 2025
Breakfast includes a choice of egg platter, pancakes, cereal, muffins, French toast, and fresh fruit.
Is there an age limit for booking a room?
28 May 2025
There is no age requirement to book a room at the Inn.
What time is check-out scheduled for?
15 June 2025
Check-out is set for 3:00 PM each day.
How long does it take to walk to the Navy football stadium from the Inn?
7 July 2025
It's about a 20-minute walk, approximately 2 kilometers, mostly on flat terrain.
Do the guest rooms come with a refrigerator and microwave?
19 August 2025
No, the rooms do not include mini refrigerators or microwaves.

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