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From118US$ /night
Check-in
31Dec2025Select date
Check-out
01Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

165 Main Street, Annapolis, Maryland, United States, 21401
-
Steps from the Historic Annapolis District
Great
8.2
/10
3.4
/5

Inn On Main Annapolis - A Historic District B&B with Free WiFi and À La Carte Breakfast

Located in Annapolis's historic district, this 2-star Annapolis hotel sits within 0.5 miles of eight local restaurants and major landmarks. Inn On Main Annapolis features air-conditioned rooms equipped with private bathrooms, flat-screen TVs, and carpeted floors. Each accommodation includes heating, free toiletries, and garden furniture access. The property maintains a business center, express check-out service, and complimentary newspaper delivery in the lobby. A terrace and garden provide outdoor relaxation spaces. Guests start their day with an à la carte breakfast at the restaurant. The Inn On Main stands 0.5 miles from Maryland State House, Hammond-Harwood House, and Chase Lloyd House. Baltimore-Washington International Airport is located 21 mile from the property, while Baltimore city center is 28 miles away.

Pros

Situated within 0.5 miles of eight dining establishments

Walking distance to historic landmarks including Thurgood Marshall Memorial

Express check-out and business services available

Garden and terrace access for guests

Cons

21 mile from the nearest airport

Limited on-site dining options

“This spot stands out for its prime location in the heart of Annapolis, but the true charm lies in its family-owned legacy and the personal touch evident in both the service and the famous restaurant downstairs. The clean, well-appointed rooms offer a comfortable respite after exploring the nearby historic sites, making it a worthwhile base for experiencing Annapolis's unique character.”
Hotel logo
Isabella MooreSenior Editorial Director at Petfriendlyhotels
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Select your room type

Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special 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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Facilities

Enjoy premium amenities for a relaxing stay with your pet

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, Chick and Ruth's serves as the heart of the dining experience, offering a taste of American cuisine in a welcoming setting. Open daily for breakfast, lunch, and dinner, this local favorite captures the essence of Annapolis with its inviting atmosphere and hearty menu.

Chick and Ruth's

American
Ambiance
A casual and friendly atmosphere that reflects the charm of Annapolis, perfect for families and friends gathering over comforting meals.
Key Offerings
Renowned for its generous portions, Chick and Ruth's features fan favorites like classic burgers, hearty sandwiches, and specialty breakfast items served all day. It's an ideal spot to soak in the local dining culture.
Reservation
Not needed
Open daily from 6:30 AM to 11:00 PM; extended hours until midnight on Friday and Saturday.

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
Explore Annapolis
Top Attractions
Activities
Dining
Entertainment
United States Naval Academy Museum
6 minutes' walk
Museum detailing naval history and traditions, featuring artifacts and interactive exhibits. Free admission and guided tours available.
Maryland State House
6 minutes' walk
Historic state capitol offering tours showcasing its architecture and history. Unique because it is the oldest state capitol still in continuous use.
William Paca Garden
6 minutes' walk
Beautifully restored colonial garden showcasing native plants and historical landscaping. Free admission and peaceful atmosphere.
Annapolis Maritime Museum
20 minutes' walk
Museum highlighting the maritime heritage of Annapolis with exhibits on local ecology and boating history. Scenic waterfront views.
Water Sports
5 minutes' drive
Kayaking and paddleboarding options at local rental shops. Enjoy scenic views and access to the Chesapeake Bay for thrill-seekers.
Yoga Classes
10 minutes' drive
Relaxing yoga sessions available at nearby studios. Classes suitable for all levels. Pre-booking may be required due to popularity.
Truxton Park
5 minutes' drive
Sprawling park featuring trails and playgrounds. Great for families, picnics, and outdoor sports with recreational facilities available.
Potato Valley Cafe
2 minutes' walk
Casual eatery known for hearty breakfasts and comfort food. Popular signature dish includes loaded baked potatoes. Dietary options available.
City Dock Cafe
4 minutes' walk
Harbor-view dining with a menu featuring local seafood and sandwiches. Casual atmosphere ideal for families. Reservations recommended on weekends.
The Red Bean
3 minutes' walk
Local café specializing in coffee, pastries, and light fare. Cozy ambiance perfect for solo travelers or casual meet-ups.
Annapolis Ice Cream Company
2 minutes' walk
Delicious homemade ice cream in various flavors. Family-friendly shop perfect for a sweet treat after activities. Seasonal flavors often featured.
Broadneck Grill
5 minutes' drive
Lively bar and grill with local music performances. Family-friendly environment; hosts trivia and karaoke nights for all ages.
The Maryland Hall for the Creative Arts
5 minutes' drive
Cultural venue offering concerts and theater performances. Regular events featuring local artists and seasonal arts exhibitions.
Getting around
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
FAQs
About Inn On Main Annapolis
What are the check-in and check-out times at Inn On Main Annapolis?
Check-in begins at 15:00 and check-out is by 11:00.
Is parking available at Inn On Main Annapolis?
Public parking is available nearby for 23 USD per day.
What is the distance from Inn On Main Annapolis to Baltimore-Washington International Airport?
The hotel is 34 km from Baltimore-Washington International Airport.
Are pets allowed at Inn On Main Annapolis?
Pets are allowed on request.
What amenities are provided in the rooms at Inn On Main Annapolis?
Rooms come equipped with air conditioning, a flat-screen TV, and free Wi-Fi.
What dining options are available at Inn On Main Annapolis?
The hotel features an on-site restaurant and coffee shop.
Which popular attractions are located near Inn On Main Annapolis?
Nearby attractions include the Maryland State House (1 km), Paca Gardens (0.5 km), and the U.S. Naval Academy (1 km).
What activities can guests enjoy at Inn On Main Annapolis?
Guests can participate in cycling, bike tours, and local cultural tours.
Is breakfast available at Inn On Main Annapolis?
Breakfast is available for an additional charge of 11 USD.
What languages are spoken by the staff at Inn On Main Annapolis?
The staff speaks English.
What is the historical significance of Inn On Main Annapolis?
The hotel is housed in a building dating from the 19th century.
What type of hotel is Inn On Main Annapolis?
Inn On Main Annapolis is a family-owned bed and breakfast focused on leisure travel and historical experiences.
What are the entertainment options for children at Inn On Main Annapolis?
The hotel offers a children's menu.

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