Inn On Main Annapolis Exterior photoInn On Main Annapolis Room photoInn On Main Annapolis Macro Details photo

Inn On Main Annapolis

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From$118 /night
Check-in
04Sept
Check-out
05Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

165 Main Street, Annapolis, 21401
-
Steps from the Historic Annapolis District
Great
8.1
/10
3.0
4.4
/5

Family-owned inn above a historic delly in Annapolis

Historic Setting & Location

Inn On Main Annapolis is located right on Main Street, a short walk from the Maryland State House and the U.S. Naval Academy. The hotel sits above Chick & Ruth's Delly, a restaurant recognized on the Food Network show Man vs. Food. Guests can walk to Paca Gardens and the City Dock within five minutes.

Accommodations

The hotel has ten guest rooms with private bathrooms, air conditioning, and flat-screen TVs. Each room includes a private bathroom with a shower and hairdryer. Some rooms offer a street view of Main Street, while others face the quieter rear alley.

Dining

Guests receive a complimentary à la carte breakfast each morning at Chick & Ruth's Delly, served in a dedicated dining area. The delly offers American cuisine, with large portions and a menu that includes matzoh ball soup. A coffee house on site serves drinks throughout the day.

Pet & Family Amenities

The hotel allows pets, making it a choice for guests traveling with animals. Families can book interconnected rooms that accommodate up to three adults and a child. The property provides a terrace and outdoor seating area for relaxation.

Business & Practical Services

A business center is available for guests who need to work during their stay. The hotel offers luggage storage and an invoice provided service. Complimentary newspapers are available in the lobby.

Highlights

Location: On Main Street, two blocks from the U.S. Naval Academy

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

Family: Interconnected rooms for families and groups

Pet policy: Pets allowed in guest rooms

Service: Business center and luggage storage available

“Location is the key draw: this family-run inn places guests in the heart of Annapolis, steps away from shops, restaurants, and the harbor. While the rooms prioritize function over luxury, the on-site restaurant, Chick & Ruth's Delly, is a local institution, promising a satisfying and authentic taste of the city. I think that for travelers seeking a genuine Annapolis experience with walkable access to major attractions, this property presents a reasonable option.”
Hotel logo
James DavidEditor-in-Chief at Dogfriendly-hotels

Select your room type

The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
  • Twin Room Extra Bed
    2 persons
    11 m²
    2 Single beds
    Air conditioning
    Shower
  • King Room
    2 persons
    17 m²
    1 King-size bed
    Air conditioning
    Bathtub
  • Queen Room
    2 persons
    14 m²
    1 King-size bed
    Air conditioning
    Heating
Show all rooms

Rates & availability calendar

See current prices and availability for your chosen dates!
September 2026 - September 2027
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Check-in/ Check-out

Facilities

Hotels feature amenities designed to keep both you and your pet comfortable
Facilities: Very good
7.8/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Car park
  • 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

Dining Onsite

At Inn On Main Annapolis, guests are treated to a delightful dining experience at Chick and Ruth's, where American comfort food takes center stage. With a cozy atmosphere and a warm, welcoming vibe, this venue captures the essence of local flavors and culinary tradition.
  • Chick and Ruth's

    American
    Ambiance
    A cozy diner setting that invites guests to relax and unwind, featuring classic décor filled with community spirit.
    Key Offerings
    Renowned for its delectable breakfast options, hearty sandwiches, and homemade pies, Chick and Ruth's takes pride in offering dishes made with love and tradition.
    Reservation
    Not needed.
    Open daily from 6:30 AM to 11:00 PM, with extended hours till midnight on Fridays and Saturdays.

Location

165 Main Street, Annapolis, 21401
Explore Annapolis
Explore Annapolis
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
United States Naval Academy Museum
6 minutes' walk
Naval history exhibits and artifacts showcase military heritage, with free admission for all visitors.
Maryland State House
6 minutes' walk
Historic building housing the state's government. Guided tours available, with significant colonial architecture.
Hammond-Harwood House
6 minutes' walk
A stunning example of colonial architecture, featuring period furnishings and beautiful gardens.
William Paca Garden
6 minutes' walk
Restored 18th-century garden showcasing a variety of flowers and plants, perfect for a peaceful stroll.
Kayaking at Annapolis Yacht Basin
20 minutes' walk
Rent kayaks and paddle the serene waters of the harbor. Guided tours are available seasonally.
Yoga at Ellen O. Moyer Nature Park
5-minute drive
Outdoor yoga sessions among nature, perfect for relaxation. Check local schedules for classes.
Potato Valley Cafe
2 minutes' walk
Casual eatery serving hearty breakfast and lunch options. Known for fresh ingredients and friendly service.
City Dock Cafe
4 minutes' walk
Waterfront dining with a focus on comfort food and fresh seafood. Outdoor seating offers lovely views.
The Red Bean
3 minutes' walk
Specializes in unique and delicious coffee blends with a cozy atmosphere, perfect for casual get-togethers.
The Rams Head On Stage
12 minutes' walk
Live music venue featuring local and national acts. Intimate atmosphere with a full menu available.
Historic Annapolis Tours
6 minutes' walk
Guided tours through the historic district. Family-friendly options are available, showcasing local history.
Local transport and travel tips
  • City Centre
    Annapolis 4 min  ·  300 m
  • Airports
    Baltimore (BWI) 61 min  ·  40.4 km
    Ronald Reagan Washington National (DCA) 90 min  ·  59.5 km
  • Train
    Union Station Marc Washington 69 min  ·  45.6 km
  • Bus
    Bus stop 4 min  ·  300 m
Want access to early-bird pet-friendly hotel deals?
Access exclusive discounts today!
Check Rates
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 true.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
The hotel offers a full breakfast at the price of USD 11.0 per person.
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

Reviews and Ratings

Feedback about Inn On Main Annapolis from previous guests about their experience.
Review score
Based on 134 verified reviews
8.2 /10
Great
86 %
Recommend
Cleanliness
8.3/10
Comfort
8.3/10
Facilities
7.8/10
Free WiFi
9.8/10
Location
9.6/10
Staff
9.5/10
Value for money
8.1/10
Pros
Great location
Clean room
Friendly staff
Tasty food
Cons
Noisy traffic
Mold issues
Guest reviews
based on 263 reviews
8.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Inn On Main Annapolis
What is the check-in and check-out policy at Inn On Main Annapolis?
Check-in is at 15:00 and check-out is by 11:00.
What room amenities can guests expect at Inn On Main Annapolis?
Rooms include a flat-screen TV, air conditioning, free Wi-Fi, and private bathrooms.
Which popular attractions are located close to Inn On Main Annapolis?
Nearby landmarks include Maryland State House (1 km) and Paca Gardens (2 km).
How far is Inn On Main Annapolis from Baltimore-Washington International Airport?
The hotel is located 34 km from Baltimore-Washington International Airport.
Does Inn On Main Annapolis allow pets?
Pets are allowed on request.
What are the breakfast options at Inn On Main Annapolis?
Breakfast is available for an additional charge of 11 USD.
Are there any activities available at Inn On Main Annapolis?
Guests can enjoy activities such as cycling and walking tours.
Is there a business center at Inn On Main Annapolis?
A business center is available for guests needing work facilities.

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