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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
Excellent332 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
AnnusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 27, 2026

"Good"

6.0
Helpful?
C
CherylusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 26, 2026

"Terribly disappointing room"

2.0

Great location

The room was extremely small. A tiny bed and a very small shower that barely fit an adult. A hard as a rock chair was the only other furniture. There are two sets of very steep small stairs. Difficult for senior citizens to climb yet this obstacle was not even mentioned on the website.

Helpful?
O
Ozlem ecetrTR
Verified booking
couple
Standard Room
Stayed in Jun 25, 2026

"Exceptional"

9.0

Staff,breakfast and location was amazingđź’•

Helpful?
M
Mary E.usUS
Verified booking
couple
Standard Room
Stayed in Jun 24, 2026

"I little fun spot to go to in the future. We will be back !"

10.0

Unfortunate I filled this out before and better narratives .. I think got lost with the photo section . The location was awesome. We were able to reach all the destinations planned with a beautiful walk. The restaurant ( great diner atmosphere and food) may want to think of giving the $11 as a credit towards meals in general and then the upgrade is added to the bill . The parking area could be looked at as the covered spot is a walk / hard with drop off bags but the other spot uncovered is closer so maybe the same a credit just toward parking where ever it is to defray the cost ?

I really enjoyed the place . It was a welcome change of pace.

Helpful?
M
MichaelusUS
Verified booking
couple
Standard Room
Stayed in Jun 22, 2026

"Exceptional"

10.0
Helpful?
V
VickiusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 8, 2026

"Perfect base for a family wedding."

10.0

Excellent location, friendly helpful staff, great location, great breakfast.

There was nothing not to like. You do need to be comfortable with stairs as it is a historic building.

Helpful?
P
PodestaitIT
Verified booking
couple
Standard Room
Stayed in Jun 7, 2026

"Annapolis è un posto molto carino, giusto per una breve visita. In quanto italiana non ho potuto visitare la base della"

7.0

Camera pulita e ordinata

La stanza 201 che mi è stata assegnata dà proprio sulla strada che rimane rumorosa fino alle 2 di notte per poi riprendere alle 4 quando arrivano i fornitori a scaricare

Helpful?
L
LizausUS
Verified booking
couple
Standard Room
Stayed in Jun 5, 2026

"Exceptional"

9.0

Zyn stuck to the inside of the bedroom door. Not ours.

Helpful?
D
DorothyusUS
Verified booking
couple
Standard Room
Stayed in Jun 3, 2026

"Good location and friendly people."

10.0

Location was great- also price and the friendly staff in the restaurant… this was our second time.

I guess the cost of parking, but that comes with traveling.

Helpful?
B
BarryusUS
Verified booking
couple
Standard Room
Stayed in Jun 2, 2026

"Good"

3.0

Breakfast was ok, service good. Location was great

Located next to the loudest busiest bar in town . Impossible to sleep before 2 am on weekends

Helpful?