Inn on Main Annapolis
Inn on Main Annapolis is a bed and breakfast in Annapolis, MD, about 1.7 mi from Main Stage At Classic Theatre of Maryland. Guests score it 8.2/10 across 343 reviews with our accommodation partner.
About Inn on Main Annapolis
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!
Staying here for Main Stage At Classic Theatre of Maryland events
Inn on Main Annapolis is about 1.7 mi from Main Stage At Classic Theatre of Maryland. That is a drive rather than a walk, so factor in parking at the venue and traffic either side of the event.
It is also within reach of 7 other venues we cover:
- Reynolds Tavern (under 0.3 mi)
- Rams Head On Stage (under 0.3 mi)
- Annapolis City Dock (under 0.3 mi)
- Maryland Hall For The Creative Arts (0.8 mi)
- Navy Marine Corps Memorial Stadium (0.9 mi)
- Navy Marine Corps Memorial Stadium Parking Lots (0.9 mi)
- Cabaret Room At Classic Theatre Of Maryland (1.7 mi)
Upcoming events at Main Stage At Classic Theatre of Maryland
If you are booking this hotel, this is probably why. Every date links to live tickets and an interactive seat map.
Opening Night
Irving Berlin's Holiday Inn
From about $159.00View TicketsMatinee
Irving Berlin's Holiday Inn
From about $159.00View Tickets- From about $159.00View Tickets
Matinee
Irving Berlin's Holiday Inn
From about $159.00View TicketsMatinee
A Christmas Carol
- From about $159.00View Tickets
- From about $159.00View Tickets
Matinee
Irving Berlin's Holiday Inn
From about $159.00View Tickets
See the full Main Stage At Classic Theatre of Maryland schedule →

Check-in, parking and the practical details
| Address | 165 Main Street, Annapolis MD 21401 |
|---|---|
| Check-in | From 03:00 PM |
| Check-out | By 11:00 AM |
| Parking | Paid parking listed. Confirm the charge for event days. |
| Star rating | 3-star, as classified by our accommodation partner |
| Nearest airport code | BWI 17 mi in a straight line |
Worth knowing before you arrive
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.
Facilities at Inn on Main Annapolis
Inn on Main Annapolis lists 35 facilities with our accommodation partner:
- WiFi available
- Free WiFi
- Parking
- Non-smoking rooms
- Air conditioning
- Restaurant
- Heating
- Terrace
- Pets allowed
- Hiking
- Luggage storage
- Fishing
- Cycling
- Canoeing
- Windsurfing
- Packed lunches
- Non-smoking throughout
- Kid meals
- Outdoor furniture
- Wine/champagne
- Coffee Shop on site
- Fruits
- Laundry washed per local authority guidelines
- Guest rooms disinfected between stays
- Cashless payment available
- Invoice provided
- Walking tours
- Bike tours
- Tour/class on local culture
- Live music/performance
- Themed dinner nights
- Broadcast Live sport events
- Temporary art galleries
- Pub crawls
- Happy hour
What guests say about Inn on Main Annapolis
Summarised from guest reviews by our accommodation partner. We show the complaints alongside the praise, because a page that only lists what people liked is not worth reading.
What guests liked
- Great location
- Delicious breakfast
What guests complained about
- Noisy at night
- Room needed repairs
Check availability
Rates come live from our accommodation partner for the dates you choose, and the price is confirmed before anything is charged. Cancellation terms differ by room and are shown on each one before you book.
Related
Frequently asked questions
How far is Inn on Main Annapolis from Main Stage At Classic Theatre of Maryland?
Inn on Main Annapolis is about 1.7 mi from Main Stage At Classic Theatre of Maryland. Plan on driving or a rideshare rather than walking.
Is Inn on Main Annapolis a good place to stay for an event at Main Stage At Classic Theatre of Maryland?
It is about 1.7 mi away, which is what makes it worth considering. Guests score it 8.2 out of 10 with our accommodation partner. We list both the guest likes and the complaints below, so read them and decide for yourself.
What time is check-in at Inn on Main Annapolis?
Check-in starts at 03:00 PM and check-out is by 11:00 AM. Confirm directly with the property if you are arriving late after an evening event.
Does Inn on Main Annapolis have parking?
Yes, but it is listed as paid parking. Check the current charge directly with the hotel, especially on event days.
Does StubOrder set the price at Inn on Main Annapolis?
No. Rates come live from our accommodation partner and change constantly. The price shown is what you would pay for the dates you search, and it is confirmed before you book.
