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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

A
AllisonusUS
Verified booking
couple
Standard Room
Stayed in Jun 1, 2026

"Exceptional"

10.0
Helpful?
S
SusanusUS
Verified booking
couple
Standard Room
Stayed in May 29, 2026

"Exceptional"

10.0
Helpful?
Y
YannusUS
Verified booking
solo_traveller
Standard Room
Stayed in May 29, 2026

"Convenient"

7.0

Location

Street Noise

Helpful?
B
BrianusUS
Verified booking
couple
Standard Room
Stayed in May 17, 2026

"Good"

4.0

Was fine . Small room. Dirty. The parking discount was not communicated correctly and paid full price for jt

Helpful?
J
JamesusUS
Verified booking
solo_traveller
Standard Room
Stayed in May 6, 2026

"Excellent"

8.0
Helpful?
B
BettinausUS
Verified booking
couple
Standard Room
Stayed in Apr 26, 2026

"Exceptional"

10.0

Best food and location ever

Helpful?
Y
YannusUS
Verified booking
solo_traveller
Standard Room
Stayed in Apr 16, 2026

"Very Good"

7.0
Helpful?
S
SeanqaQA
Verified booking
couple
Standard Room
Stayed in Mar 12, 2026

"We enjoyed the warm welcome from your staff."

10.0

Choices

Meat option with breakfast

Helpful?
J
JessicamxMX
Verified booking
solo_traveller
Standard Room
Stayed in Feb 13, 2026

"This is a hidden gem in Annapolis!"

10.0

Everything! The Employees were exceptional, the food was amazing and the room was super comfortable!

N/A

Helpful?
R
RhodalynusUS
Verified booking
couple
Standard Room
Stayed in Feb 12, 2026

"Good"

8.0

Location

Helpful?