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8.2 / 10 Guest Rating

Inn on Main Annapolis

165 Main Street, Annapolis, us

Inn on Main Annapolis - main view

About the Property

Historic Bed and Breakfast in Annapolis

Charming Terrace and American Cuisine Restaurant
The Inn on Main Annapolis, a historic bed and breakfast near Annapolis Harbor, offers a delightful terrace for guests to relax and enjoy. Indulge in delicious American cuisine at the on-site restaurant, adding a flavorful touch to your stay.

Cozy Rooms with Modern Amenities
Each unit at the Inn on Main Annapolis features air conditioning, a flat-screen TV, and a private bathroom for your comfort. With added conveniences like a hair dryer and premium bed linen, your stay is sure to be cozy and relaxing.

Ideal Location for Exploring Annapolis
Conveniently situated near popular attractions like Carroll Park and Sports Legends Museum, as well as dining options, this charming bed and breakfast is perfect for travelers looking to explore Annapolis.

Book your stay at the Inn on Main Annapolis for a historic and memorable experience in Annapolis!

Facilities & Amenities

WiFi available
Free WiFi
Parking
Non-smoking rooms
Air conditioning
Restaurant
Heating
Terrace
Pets allowed
Hiking

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. This property does not accommodate bachelor(ette) or similar parties. A deposit may be required at the property.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

8.2
Excellent327 verified reviews
AI Summary

Guests highly rate the great location and frequently praise the delicious breakfast.

Categories

Cleanliness7.8
Service8.8
Location8.8
Room Quality7.2
Amenities8.3
Value for Money8.2
Food and Beverage8.8
Overall Experience7.8

Select topics to read reviews

J
JulesusUS
Verified booking
solo_traveller
Standard Room
Stayed in Dec 10, 2025

"Can’t wait to stay there again. Muffins were delicious as well."

10.0

Location.

Back door on the second floor.

Helpful?
J
JameyusUS
Verified booking
couple
Standard Room
Stayed in Dec 7, 2025

"The perfect place to stay in Annapolis."

10.0

The location was perfect. Room was very comfortable. Food at the restaurant was great.

Helpful?
M
MARCusUS
Verified booking
couple
Standard Room
Stayed in Nov 27, 2025

"Great location overcomes other issues"

7.0

This is a hotel above a restaurant. You ate a large breakfast a the restaurant each morning. The hotel has more of a feel of a hostel than a hotel. You enter through a door to the right side of the restaurant and walk up a very long set of stairs. Our room overlooked the street which could get noisy. The room was need of repairs. The walls were scraped from chairs, the bed headboard is not attached the bed frame what was fastened to the wall, but the fastener had come out of the wall so it was loose. The room was ok as we were not there much but I felt that I was in an old hostel. They could spend a bit more money and fix things up. The staff (who also ran the restaurant) was nice. We were there in early November and the AC/heater combo could not heat the room sufficiently so they gave us a portable heater which worked fine. Because of the location we felt it was a good deal and would stay there again

Hotel room needs repairs and run down

Helpful?
A
AlexanderusUS
Verified booking
couple
Standard Room
Stayed in Nov 12, 2025

"Excellent"

8.0
Helpful?
M
MitchellusUS
Verified booking
couple
Standard Room
Stayed in Oct 13, 2025

"Exceptional"

10.0
Helpful?
C
CarolinausUS
Verified booking
couple
Standard Room
Stayed in Oct 10, 2025

"Great location, need to improve rooms"

8.0

Location

Condition of the room

Helpful?
S
SeanusUS
Verified booking
couple
Standard Room
Stayed in Oct 10, 2025

"Amazing breakfast and unbeatable location."

10.0

The staff were great and the location was unbeatable.

It didn’t bother me but it can be a little loud on Friday/ Saturday night.

Helpful?
Y
YuenusUS
Verified booking
couple
Standard Room
Stayed in Oct 6, 2025

"Loved the breakfast! The staff is friendly and responsive!"

10.0

It fulfilled a long time bucket list to stay above Chick & Ruth’s!

Helpful?
E
EmikojpJP
Verified booking
extended_group
Standard Room
Stayed in Oct 2, 2025

"We’ve stayed here several times before and wr enjoy it each time!"

10.0

We like the location and the breakfast!

The early morning garbage truck sound.

Helpful?
M
MarkusUS
Verified booking
solo_traveller
Standard Room
Stayed in Sep 11, 2025

"Good stay I’d stay there again."

6.0

My room was by the back stairs with an alley behind it. Made it a little noisy.

Helpful?