Inn on Main Annapolis
Bed and breakfast, 3-star165 Main Street, Annapolis, MD, United StatesShow on map
8.2 · Very good343 reviews
- Check-in from 3:00 PMCheck-out by 11:00 AM.
- Fabulous locationGuests rate the location 8.8 out of 10, at 165 Main Street.
- Parking on siteAvailable at a charge the property sets.
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.
What this place offers
- WiFi available
- Free WiFi
- Parking
- Non-smoking rooms
- Air conditioning
- Restaurant
- Heating
- Terrace
- Pets allowed
- Hiking
Rooms
8.2
Very good
Rated 8.2 out of 10 by 343 guests who stayed here.
- Cleanliness7.8
- Service8.8
- Location8.8
- Rooms7.2
- Amenities8.3
- Value8.2
- Food & drink8.8
Guests mention
Great locationDelicious breakfast
JaniceUnited StatesBreakfast was wonderful. Everyone was super friendly. Location couldn’t have been better.
2 sets of stairs for “older ladies” with light luggage,
GilbertUnited StatesSTAIRS FROM HELL
Milk shake
ALL THE STAIRS... UNABLE TO GO UP THEM...
SueUnited StatesFantastic location and best breakfast in town.
The breakfast included is extraordinary! They were very accommodating when we asked for something to have for a very early departure in the morning before we could get into the restaurant for breakfast.
Bed is a little…
DarielleUnited StatesLocation
MatthewUnited StatesGreat staff and location.
And value
0
RobertUnited StatesLocation is everything!
Location. Central Main Street in the heart of downtown Annapolis. Good working a/c in the room during what was a hot & sticky weekend.
Bed mattress sunk in the middle and needs replacing. Stairs up to rooms looks shabby…
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.
Where you’ll be
165 Main Street, Annapolis, MD, United States
Guests rate the location 8.8 out of 10 — fabulous.
Things to know
Cancellation
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
House rules
Check-in from 3:00 PM until 09:00 PM
Check-out by 11:00 AM
Children welcome
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No pets
Paid parking on site
Non-smoking rooms available
Payment & property
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
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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.
What we’d check for you here
- The pet fee and any size limit, which is where these bookings usually come apart.
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about Inn on Main Annapolis
What time is check-in and check-out at Inn on Main Annapolis?
Check-in is from 3:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Does Inn on Main Annapolis allow pets?
No — the property states that pets are not allowed.
Is there parking at Inn on Main Annapolis?
Yes — parking is available on site at a charge the property sets. We check the rate and whether a space can be reserved against your dates.
Does Inn on Main Annapolis have Wi-Fi?
Yes — internet access is listed among the property's facilities.
How do I book Inn on Main Annapolis?
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
Where is Inn on Main Annapolis?
165 Main Street, Annapolis, MD.
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