8.1

248 reviews

Inn on Main Annapolis

Inn on Main Annapolis

165 Main Street, Annapolis, MD 21401, United States

Reservations:

+1-833-728-2041

Choose dates to view prices

Pet Friendly

Restaurant

Free wifi

Air conditioning

Terrace

Non-smoking rooms

Live music/Performance

Kids' meals

Inn on Main Annapolis

Welcome to the Inn on Main Annapolis, a charming Bed and Breakfast located in the heart of Annapolis, Maryland. With a prime address of 165 Main Street, our historic inn is just 0.1mi away from the bustling city center.

Step into our cozy establishment and be greeted by friendly staff who will ensure your stay is nothing short of exceptional. With 248 positive reviews, it's clear that our guests have been delighted with their experience. The Inn on Main Annapolis offers a range of comfortable and non-smoking rooms, complete with amenities such as air conditioning, free Wi-Fi, and private bathrooms stocked with free toiletries.

Start your day off right with our delicious complimentary breakfast before exploring all that Annapolis has to offer. Need recommendations? Our staff will be more than happy to assist you in choosing from an array of activities such as bike tours, hiking, canoeing, and even windsurfing. After a day of adventure, relax on our terrace or enjoy some live music and performances.

With prices starting from $148, the Inn on Main Annapolis is the perfect choice for travelers seeking a comfortable and convenient stay in this vibrant city. So book your stay with us today and experience the charm and hospitality that our bed and breakfast has to offer.

After a day of exploring Annapolis, satisfy your appetite at our on-site restaurant, Chick and Ruth's. From classic American dishes to mouthwatering burgers and sandwiches, this renowned eatery has something for everyone. Treat yourself to a delicious meal in a cozy, nostalgic setting without having to leave the comfort of the inn.

At the Inn on Main Annapolis, we strive to make your stay as convenient as possible. That's why we accept major credit cards such as Mastercard, Visa, and Discover. Please note that we do not accept cash as a form of payment.

When it comes to choosing a room, we have a variety of options that cater to your needs. Our cozy Double Room, equipped with a comfortable double bed, is perfect for couples looking for a relaxing retreat. If you prefer a larger bed, our Queen Room offers a spacious queen-size bed that will ensure a peaceful night's sleep. Families or friends traveling together can opt for our Twin Room with an Extra Bed, where you'll find two twin beds and an additional bed for a child. Lastly, our King Room provides ample space and features a luxurious king-size bed, perfect for those seeking a bit of indulgence.

So whether you're visiting Annapolis for its rich history, vibrant culture, or charming waterfront, make the Inn on Main Annapolis your home away from home. Experience the warm hospitality, comfortable rooms, delectable dining, and convenient amenities that await you. Book your stay today and create lasting memories in this enchanting city.

Closest airports

Baltimore-Washington International Airport

16.7mi

Ronald Reagan Washington National Airport

30.7mi

Washington Dulles International Airport

51.6mi

Most popular amenities

Pet Friendly

Restaurant

Free wifi

Air conditioning

Terrace

Non-smoking rooms

Live music/Performance

Kids' meals

Free toiletries

Bathtub

Rooms

King Room in Inn on Main Annapolis

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King Room

1 King Size Bed

185 sqft

Private Bathroom

Bathtub

Flat-screen TV

Air conditioning

x3

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More details

Experience the height of comfort in our spacious King Room, equipped with all the amenities needed for a relaxing stay, including a private bathroom, bathtub, and a flat-screen TV. With accommodations for up to 3 adults and 2 children, this room is perfect for families or couples looking to unwind in style.

Double Room in Inn on Main Annapolis

Show 4 photos

Double Room

1 Double Bed

120 sqft

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

Our Double Room offers a cozy and comfortable stay for 2 adults and 1 child. With a private bathroom, flat-screen TV, and air conditioning, you can relax and unwind in style. Plus, enjoy complimentary toiletries, a soothing shower, and all the modern amenities you need for a memorable stay.

Queen Room in Inn on Main Annapolis

Show 4 photos

Queen Room

1 Queen Size Bed

150 sqft

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

Our Queen Room offers a cozy and stylish space for couples or small families, complete with a comfortable Queen size bed, private bathroom, and a flat-screen TV for your entertainment. Enjoy the convenience of air conditioning, free toiletries, and other essential amenities for a pleasant stay.

Twin Room with Extra Bed in Inn on Main Annapolis

Show 2 photos

Twin Room with Extra Bed

2 Twin Beds

120 sqft

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

This cozy Twin Room with an Extra Bed is perfect for a family of three, with its comfortable Twin beds and private bathroom. Enjoy your stay with amenities like a flat-screen TV, air conditioning, and a refreshing shower.

Guest reviews

8.1

248 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Breakfast

Featured reviews:

🇺🇸

Genaro

9.1

May 2023

The best thing about it is the location. The room was clean and, although small, it served its purpose. We visited Annapolis for the Sailboat Show so we were in the room to sleep only. The show was a short walk away. The immediate surrounding area has lots of shops and restaurants. We had breakfast at the restaurant below. The food was great. The service was fast and the staff was friendly. We decided not to go for the limited breakfast selection included for free but we got a substantial credit towards our order. Some reviews I read said that they paid for parking. We did not. We got vouchers at the restaurant (which is where you check in) that covered the full cost of parking.

There was a constant ticking noise coming from the next building air handling unit. The entrance “vestibule” is about 40”x40” and it is a common entrance between the restaurant and the hotel. Too small for when you are coming with luggage. Parking is an 8 minute walk away from the place.

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Edward

8.2

May 2023

Breakfast was excellent. Staff was excellent. Location was excellent.

The noise level in the front room was understandably higher than it would have been in any other room, due to the street noise. We live in a rural area, so we are not used to street noise. However, we expected that when we booked. It wasn't bad enough to dampen our visit. The mattress does need to be replaced. You can see indentations in the mattress from overuse.

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Brad

9.1

August 2022

For myself, because I was in the area for roughly 48-72 hours, having a spot to decompress & sleep was my necessity, I didn't need a lavish room, but functional & comfortable. The Chick & Ruth Deli attached to The Inn on Main presented easily accessible eating with hours that were earlier & longer than most neighboring restaurants, but my rooms ,situated about the Deli, I didn't hear a peep of the talk or restaurant activity below me. I found their breakfast options or discount as part of the stay worked very well also.

My only concern is that with it being a much older building it isn't ADA friendly, Stairs somewhat narrow are the only way to get from floor to floor. As someone, with friends using wheelchairs, this Inn is not a flexible option for them.However, Staff was quick to help with bags & available for questions.

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Robert

10

August 2022

Nice location, great staff and very clean rooms. The breakfast options were exceptional as well as the convenience! It was also nice to have the 1/2 price parking voucher to save on the parking garage fees.

I liked this inn and the following statements are just for review purposes: This inn is upstairs with 2 floors & I don't recall seeing an elevator. We did not mind the 2 flights of stairs to our room on the 3rd floor. Individuals with issues climbing stairs should ask for a second-floor room. Parking could be an issue due to the parking garage behind the inn being under construction at this time (Summer 2022). There was another parking garage that was approximately an 8-minute walk from the inn. Not really a big deal for me but I wanted to provide an accurate review.

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Roxanne

8.2

June 2023

The location is central to everything in old town. The breakfast was a credit to anything g off the menu. The food was fantastic and prices were very good. The allowance coved a very good breakfast.

The building is old. They do a great job of keeping up the maintenance. I went to a friend’s hotel that was Three times the price. It too was an older building. I am glad I stayed in where I did.

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Gardner

8.2

March 2023

The deli was fabulous. Best breakfasts I've had in a long time. The baked goods are incredible and the desserts are out of this world Delicious. The location was right in the heart of things. It is a quaint Inn.

The only thing stopping us from giving it a 10 or the beds. They're in need of upgrading. Too soft in worn springs had everybody sinking to the middle. You could not get in and out of the bed without waking up the partner.

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Lee

10

May 2023

The people that worked at Chick & Ruth’s were so friendly and accommodating! We’d stay again!

We had a great location right downtown, but then it was pretty noisy on that Friday night until the early morning hours. Nothing you can do about that though. It was the only thing I could think of that I didn’t like. Maybe a room in the back next time, our room was right on the street.

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Horst

8.2

March 2022

The outside and entrance to the hotel is less inviting as the hotel check in is done at the restaurant bar. The room was very nice, bright, clean and one could not hear any noise from the downstairs restaurant. The bathroom was clean of good size. Towels were changed every day. The best is indeed the location: Right in the center of downtown Annapolis with all the shopping and dining options. I would come back any time. They offer discounted parking in the near by parking garage.

My room was located facing at Main Street that meant street noise and noise from the street restaurants until 11 PM and later on Saturday. Sunday and Monday were fine. The free breakfast did not hit my taste spots. You take a seat in the quite basic restaurant that belongs to the Inn. The menu does not include (m)any healthy choices. But if you like a hearty American breakfast and large milk shakes. You are at the right place. If not there is a Starbucks and other options very close by.

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Lizzie

10

June 2023

I have been staying at the Scotlaur Inn, now the Inn on Main, once a year for almost 20 years. Never have they failed to be kind, welcoming, fun, and have accommodated me when necessary. What an amazing, professional, and down-to-earth group of people who are truly like a family. Who could ask for anything more when traveling away from home?

Not one thing.

🇺🇸

Ron

8.2

June 2023

Breakfast was included and considered a bonus. Staff in the restaurant were fabulous. Location was also fabulous. Room was always kept neat and clean but shower was a little cramped.

Shower space was a little cramped. But location was fabulous.

Points of Interest Around Inn on Main Annapolis

Airports

Baltimore-Washington International Airport

16.7mi

Ronald Reagan Washington National Airport

30.7mi

Washington Dulles International Airport

51.6mi

Restaurants

Chick and Ruth's

Cuisines

  • American

Amenities of Inn on Main Annapolis

Pet Friendly

Restaurant

Free wifi

Air conditioning

Terrace

Non-smoking rooms

Live music/Performance

Kids' meals

Free toiletries

Bathtub

Stay rules - Inn on Main Annapolis

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • Children and beds

  • Cards accepted at this property

Frequently Asked Questions - Inn on Main Annapolis

Can pets stay with guests at Inn on Main Annapolis?

Absolutely! You can stay with your furry friend at Inn on Main Annapolis. They not only allow pets, but they also do not charge extra fees for them. Just remember to inform the hotel in advance about your pet so they can accommodate you both without any hassle. Enjoy your stay with your pet at Inn on Main Annapolis!

What are the check-in and check-out times at Inn on Main Annapolis?

Inn on Main Annapolis's check-in window is between 03:00 PM and 09:00 PM, with check-out required by 11:00 AM.

Does Inn on Main Annapolis provide parking options?

Yes, parking is available at the Inn on Main Annapolis. However, please note that the parking is public parking and located at a nearby location. The price for parking is $23 per day, and reservations for parking are not possible.

What are the rates at Inn on Main Annapolis?

At Inn on Main Annapolis, prices have a starting point of $148. It's essential to note that rates might adjust based on room choice and your stay dates. Input dates for accurate rate checks.

What are the room types available at Inn on Main Annapolis?

The hotel offers several types of rooms, including Double Rooms, Queen Rooms, Twin Rooms with an extra bed, and King Rooms. Smoking is not allowed in any of the rooms. The room sizes range from 118 sqft to 183 sqft. The occupancy of the rooms varies from accommodating 2 adults and 1 child to 3 adults and 2 children. The available bed sizes include Double, Queen, Twin, and King.

Where can guests find entertainment in Inn on Main Annapolis?

Guests at the Inn on Main Annapolis can enjoy a variety of leisure activities during their stay. The hotel offers live music and performances for entertainment. Additionally, guests can take part in bike tours, walking tours, cycling, hiking, canoeing, windsurfing, and fishing.

For dining options, the hotel has a restaurant on-site called Chick and Ruth's. This restaurant serves American cuisine, providing guests with a convenient and delicious dining option during their stay.

Overall, guests can make the most of their time at the hotel by enjoying the leisure amenities and exploring the various activities offered. Whether it's attending live music performances, going on bike or walking tours, or indulging in American cuisine at Chick and Ruth's, there are plenty of options to keep guests entertained and satisfied.

Are there restaurants located within Inn on Main Annapolis?

Yes, the Inn on Main Annapolis has a restaurant on site called Chick and Ruth's. The restaurant serves American cuisine.

Does Inn on Main Annapolis accept credit cards?

No, Inn on Main Annapolis does not accept cash as a payment method. However, they accept credit cards such as Mastercard, Visa, and Discover.