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    Sail Inn

    3.8 (4 reviews)
    Open 10:00 am - 2:00 AM (Next day)

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    Chez Amis Bed & Breakfast - Our Great Room - NYTimes, iPad, Mini Laptop, board games and free teas, coffee and bottled water.

    Chez Amis Bed & Breakfast

    4.9(20 reviews)
    16.9 mi

    Elly the owner and Maggie the dog greeted us when we arrived, very friendly and comforting. We'd…read moremeet Joe later in the evening. We really enjoyed everything and would revisit in a heartbeat. edit: I started this review in 2018. We recall our visit with fondness though I don't know what to add that would be helpful.

    We had a lovely time staying at Chez Amis this past November. I was in town for the Annapolis…read moreClassic. Each room is themed based on the purpose it served in this historic house. We stayed in The Law Library. The view from the room was fun--we could look out our window and see people walking around the town. You can't beat the location--you can walk everywhere. The architecture was so cool. The house had lots of acute and obtuse angles to fit on the lot between the city streets. The living room was so cozy. I wish my own living room could be so welcoming. We especially loved getting to know Maggie the dog, sweetie extraordinaire. The couple that runs the property are nice and down to earth. They have coffee out in the morning and the woman cooks a full gourmet Breakfast where you get a chance to meet the other travelers! You also have access to Tea/cookies and snacks throughout your stay. It really felt like home while we were there. Parking garages are nearby and they can hook you up with a half off discount code. We'll be back!

    Photos
    Chez Amis Bed & Breakfast - The Law Library room. Overlooks Fleet Street.

    The Law Library room. Overlooks Fleet Street.

    Chez Amis Bed & Breakfast - The State House Room, the view of the dome is the best in Annapolis.

    The State House Room, the view of the dome is the best in Annapolis.

    Chez Amis Bed & Breakfast - The Annapolis Room

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    The Annapolis Room

    Maria's Love Point Bed & Breakfast - Indoor reception dinner.

    Maria's Love Point Bed & Breakfast

    5.0(7 reviews)
    16.0 mi

    We desperately needed to escape Washington, but did not want to spend all evening in the car. Enter…read moreMaria's Love Point Bed & Breakfast. Located on Kent Island overlooking the Chesapeake, this is the perfect getaway. It took us about an hour to drive there from downtown (with no traffic) and was easy to find on a lightly traveled road a few miles from the main highway. The house is massive, but there are only two rooms available for guests. We recommend the Osprey room, which overlooks the bay. In the morning, you wake to a glorious sunrise on the bay. This is soon followed by breakfast carefully prepared by Maria and Ed Peffly, the owners. Each morning we had fresh fruit, and coffee followed by a main breakfast. One morning it was a salmon frittata the next is was blueberry and banana pancakes. The only down side of breakfast was having to muster uncomfortable conversation with the other couple there who were on a romantic getaway. But that is par for the course at a B+B. During the day we walked around in the nearby Terrapin State Park and explored the island. We were there in March, and the usual Kent island riff raff were not to be found. In the evenings we sat under the stars in the hot tub and let the stress slough away. We basically had the run of the house, and although there was one other couple there, we never saw them except at breakfast. The grounds were amazing and at night a herd (15 or so) deer can be seen munching away on the grass. There was a pool, but it wasn't open when we were there. They have a gym and game room that we used once (Who goes to a B&B to use the gym?) What else can I say, for $160 a night (in the off season, you get a wonderful room overlooking the bay, a great breakfast and seclusion from the real world. If I was to conjure criticisms, I would say that the rooms had a bit too much potpourri for our taste and that some of the decor was on the Laura Ashley side, but that is really being picky. This is a real gem. NOTE: I was reluctant to post this review for one simple reason--people will go to and love this place and we'll never be able to book a room again. But we liked the owners so much that we figured that keeping it a secret wouldn't be fair. Let me be frank. By people I mean you loathsome SUV driving butt cracks that make it necessary for rational people to escape DC. Please go to Disney.

    Want a dream wedding? How does this one sound…read more Picture yourself standing in front of an arch that backs up to a small patch of trees, one with white flowers blooming beautifully in contrast to the vibrant spring greens on the rest of the trees. To the left and right you and see picturesque views of the Chesapeake Bay. In front of you, you see a massive mansion-esk Bed & Breakfast that was built with extra #love by it's owner. Small architectural flourishes lend to the owners strong eye for aesthetic. A giant white tent 50 yards from the ceremony is where your guests will be partying, and a large stone patio with high bar tables around a small pool is where your guests will enjoy their cocktail hour. A separate small building off to the side houses fully plumbed in bathrooms with granite countertops make this luxurious experience continue in all facets and faucets! Hahahahhahaha - I'm such a dork. The perfect location for a wedding in every way. I mean... when this bed and breakfast was built, the intention was for it to also being a wedding venue. You can tell as there are ground anchors permanently placed around the pool and yard. Just a top notch place! Also Britny's Wedding gets 5 stars! :)

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    Maria's Love Point Bed & Breakfast
    Maria's Love Point Bed & Breakfast - Poolside cocktail hour.

    Poolside cocktail hour.

    Maria's Love Point Bed & Breakfast

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    INN At 2920 - 2920 Lounge for intimate social gatherings for up to 25 people

    INN At 2920

    4.9(30 reviews)
    7.6 miCanton
    $$

    While attending an expo in Baltimore, I had the pleasure of staying at this bed and breakfast. When…read moreI travel I generally stay at large chains for consistency. My stay here was a pleasant change of pace. Warren gave me a warm greeting and noted my meal preferences. After giving me a brief download of the local area I was shown to my room. The rooms are comfortable and each has a resident beta fish. I found the bed comfortable and the bathroom nicely appointed. The breakfast here is great Warren puts great care into everyone's preferences whether vegetarian, vegan, or you just don't like bananas or melons like me. I have to give Inn at 2920 a ringing endorsement, and would recommend this Inn to anyone staying in Baltimore. Their rates are also very reasonable, and a comparable bargain when you factor in breakfast.

    Such a pleasant little haven in Baltimore. The Inn has modern amenities, stylish and comfortable…read morerooms, and a personal touch that puts the humanity back into work travel. The Inn is one of the reasons I look forward to my work trips to Baltimore. It feels like staying with good friends as opposed to being on the corporate hotel circuit. Warren remembered me from my first visit--almost a year ago!--and kept me well supplied and refreshed with copious coffee and tasty breakfasts. I'm an insomniac and I can never sleep in hotels, but this feels like a home away from home and I'm able to get more rest here. Also the jacuzzi is the greatest experience in the world when you've been on a plane for five hours!

    Photos
    INN At 2920 - The Gato Casa Suite is our 2 room apartment with kitchenette; perfect for a weekend or long term stay. Weekly rates available.

    The Gato Casa Suite is our 2 room apartment with kitchenette; perfect for a weekend or long term stay. Weekly rates available.

    INN At 2920
    INN At 2920 - Downstairs lobby

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    Downstairs lobby

    Rachael's Inner Harbor Boutique Inn - The sitting area

    Rachael's Inner Harbor Boutique Inn

    4.9(83 reviews)
    10.2 miRidgely's Delight
    $$

    We stayed several days for baseball and seeing old friends. The location was so convenient and the…read moreinn is the best we've ever stayed in! The rooms are big and bed was so comfortable. Parking, morning coffee, Nadia - everything and everyone was perfect. Can't wait to visit again!

    My partner and I traveled from out of state to Baltimore and booked Rachael's Inner Harbor Boutique…read moreInn because we were genuinely looking forward to experiencing the city and staying at what appeared to be a welcoming boutique property. Unfortunately, our experience was extremely disappointing, and the way our reservation was handled left us feeling unwelcome, dismissed, and discriminated against. We had a confirmed reservation, Reservation 9803, and traveled specifically for this stay. During our communication with the property's representative, Samuel Bailey, Innkeeper, I was driving on the freeway and explained that I was having difficulty hearing him clearly. I was still attempting to communicate and resolve the situation. There was also a significant address discrepancy. The address provided to me verbally by the property differed from the address contained in the property's automated communication. Naturally, I was trying to clarify which location I was supposed to go to and obtain assistance with my arrival. Instead of receiving basic hospitality and assistance, the situation escalated and the property ultimately canceled my reservation. I did not request that my reservation be canceled. The property later sent me written confirmation stating that Reservation 9803 had been canceled and identified Samuel Bailey, Innkeeper, in connection with the property. I subsequently contacted Booking.com to dispute the cancellation and request a full refund. What makes this particularly troubling is that Booking.com later contacted me regarding the disconnected phone call and stated that there had been no sound from my side and that the property attempted to call me back. That explanation does not address the central issue: I was trying to communicate that I could not hear properly, there was conflicting address information, and I was seeking assistance, not cancellation. As a traveler who had come from out of state, the appropriate response would have been patience, clarification, and hospitality. Instead, I was left without the accommodation I had traveled to Baltimore to use. I also want to be very clear about the impact this had on us. My partner and I were visiting Baltimore for the first time. Rather than beginning our trip feeling welcomed as guests, we were placed in a situation where we felt that our concerns were dismissed and that we were not afforded the same courtesy or consideration we reasonably expected from a hospitality business. We felt discriminated against by the way the situation was handled. I am not claiming to know the intentions of the individuals involved, but I can accurately describe how we were treated and how the interaction made us feel. My voice and concerns did not feel heard, and the decision to cancel our reservation felt disproportionate to the issue we were attempting to resolve. For a hospitality business, this is especially concerning. When someone has traveled from another state, has a confirmed reservation, and contacts you because they are having difficulty locating or communicating about the property, the expectation should be to help the guest get there safely and successfully, not eliminate the reservation. I am currently requesting a full refund through Booking.com and have asked for the matter to be reviewed and escalated. I hope the ownership or management of this property takes this complaint seriously. This was not simply an inconvenient phone call or a misunderstanding. It was the handling of a confirmed reservation involving out-of-state travelers who were actively attempting to obtain assistance. For our first experience visiting Baltimore, this was an incredibly disappointing introduction to the city. I would strongly encourage prospective guests to make sure they have clear written arrival instructions and to carefully document all communication with the property.

    Photos
    Rachael's Inner Harbor Boutique Inn - A peek at the front entrance

    A peek at the front entrance

    Rachael's Inner Harbor Boutique Inn
    Rachael's Inner Harbor Boutique Inn

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    Bayfields Bed & Breakfast - Blue Willow bedroom, 2nd floor, sleeps 2

    Bayfields Bed & Breakfast

    4.4(9 reviews)
    25.6 mi

    This beautiful B&B by the Chesapeake Bay offers so many opportunities throughout the day for a calm…read moreand relaxing stay by the water -- from sitting by the river while watching the daybreak, to swimming in the pool while watching the moonrise, and everything in between. There are plenty of lounge and rocking chairs throughout the property to just read a book under a tree or rock yourself to sleep. There's a respectable-sized pool outdoor overlooking the river (with a diving board at the deep end), and a spa and sauna indoor. The larger room (Holly and Ivy) is 2-rooms connected together and out to the balcony with clothes line to help dry your clothes after your water adventures. The children's tale-themed rooms are decorated with family belongings and heirloom (e.g., the Blue Willow room was the owner's daughter's room), so you feel right at home. Some of our family members stayed in beds in the library downstairs surrounded by old and newer books next an antique desk and yes, a spinning wheel. Around the corner there is a pier with a bench on a floating dock tied to it. Night time is magical, with or without the moon and stars, and you can just watch the boat or house lights on the river side glitter over the water. There is no A/C, but honestly, the breeze -- even during the summer where it's 90-100 degrees elsewhere -- provides enough natural coolant that you may only need the fans, which are provided in the rooms. Robin, the friendly and accommodating owner, is always ready with a quick smile and a story about the history of the family or house. Common sense rules are posted for enjoyment of all (quiet hours observed after 11pm, tie the boat by the shed, care to be taken with the fragile bathroom system, etc.) The farm has Pixie the goat and the 2 sheep (who have gone viral with their own video!) along with chickens and ducklings and Pete the sweet dog (with his own police record!) and a cat who just roam about the property. Eggs from the farm are abundant and the owner encouraged us to cook and eat them lest they get spoiled. The town with groceries (Giant, Safeway), with restaurants and fast food (Arby's, Saigon Palace, and the Chesapeake Seafood with their superfresh seafood among others) are about a 15 min drive north, so this place is both secluded and convenient. If there were any drawback, there are mostly related to the water-sport area as some gears felt a bit worn (there's some "old ignored Chesapeake" feel to it), e.g., it would help to have more adult-sized comfortable life vest and more 2-paddle oars (to match the number of seats on the kayaks/boats if all boats are to be used). The greenhouse area where the sauna and spa is also just that -- a greenhouse, with tools lying around (don't expect a lavish steam room) -- but to me, these add to the charm of this down-to-earth B&B that makes it feel closer to home. The 1921 B&B history book mentioned spiritual entities (a white dog, a lady in black) but during our stay they didn't manifest themselves or being bothersome (they were all part of the ancestral family of the owner after all) -- It's actually made the stay a bit exciting and Robin told some of the historical stories quite light heartedly, which is appreciated. A dreamy and memorable stay in this fantastic historic place, with a super friendly host and beautiful view all around.

    BEAUTIFIL VEIW! Right on the river…read more Handi-capped friendly. Nice but lived in so you feel comfortable. No central air! Fans and river breeze, so it stays cooler but no air is no air.

    Photos
    Bayfields Bed & Breakfast - Piano players welcome. Often the large rooms lend a giant music box style acoustics when you play.

    Piano players welcome. Often the large rooms lend a giant music box style acoustics when you play.

    Bayfields Bed & Breakfast - Holly-n-Ivy bedroom, 2nd floor, sleeps 2-4

    Holly-n-Ivy bedroom, 2nd floor, sleeps 2-4

    Bayfields Bed & Breakfast - Rapunzel bedroom, 3rd floor, sleeps 2

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    Rapunzel bedroom, 3rd floor, sleeps 2

    Aida's Victoriana Inn - Sitting room with picture windows

    Aida's Victoriana Inn

    4.7(27 reviews)
    32.4 mi
    $$

    Stayed here for a weekend anniversary get away. Right on…read morethe inlet of the bay. Great location near all the shops and restaurants. Our room was good size, large king bed. Window of the the water with a great view from our room. Room was neat and bed was comfortable. Stayed for the weekend, breakfast both days was good. French toast, eggs and sausage morning one. Morning two eggs or pumpkin pancakes. Both were great. Only negative was the shower in our room. It was a stall shower, which we knew, but the water pressure was terrible. It also took about 10 minutes to come to a warm temp, I felt bad running the water that long. All and all great stay. I'd 100% suggest this place for a weekend getaway.

    We just returned from two nights in St. Michael's and had the pleasure of staying at Aida's…read moreVictoriana Inn. We chose a second floor room with a water view. Before we left I planned a surprise sailing cruise for my fiancé and Aida left a sweet note about the gift from me and vouchers for complimentary gelato around the corner for us. She is so accommodating even when a few little things didn't go as planned for us. (Car trouble, weather... not her doing at all but she made them easier to manage.) She has great suggestions for what to do in St. Michael's. Breakfast was set up beautifully in the morning and cooked to order. Portions were huge if you wanted them. We are lighter eaters and once I told her that she gave us perfect smaller portions, but if you want a big breakfast you will not be disappointed here. The inn only has about eight rooms, and each is different. Ours was very comfortable with flowers, art and antiques wherever I looked. There's central air and the softest towels I think I've ever used. She lets you keep stuff in the fridge and even said we could use her laundry when my fiancé sat on something and messed up his pants. We had leftovers when we needed to leave and she gave us a styrofoam cooler to take with us... that will be used a lot this summer, I'm sure. The location is walking distance to most things in town, so while there is off street parking, we walked most of the time. You can't go wrong here with Aida's Victoriana Inn! Note, though, a lot of businesses and restaurants in town are operating at partial capacity or reduced hours, or are closed due to Covid 19. This has nothing to do with the Victoriana Inn, but it is worth calling ahead if you have specific things you want to do while in town to make sure they're available. We had to shift some dining plans but it was a last minute getaway and we didn't care all that much. It a worked out but if you have your heart set on something, check in advance to make sure you'll be able to do it.

    Photos
    Aida's Victoriana Inn - Ready for breakfast!

    Ready for breakfast!

    Aida's Victoriana Inn - Charming Victorian House

    Charming Victorian House

    Aida's Victoriana Inn - Crabs are just a block away

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    Crabs are just a block away

    Gramercy Mansion - View from the interior of the bride and groom "first dance" in the garden.

    Gramercy Mansion

    4.3(46 reviews)
    19.2 mi

    Oh my! What a very special weekend here where we attended a family members wedding and reception…read more This beautiful and wonderfully appointed old mansion was an incredibly romantic spot for two young people to join the knot. Our accommodations as guests attending the wedding for the weekend were in the "Tudor" room. The four poster bed was extremely comfortable with plenty of pillows. HVAC didn't appear to be adjustable but was quite comfortable nonetheless. Bathroom had a very large Jacuzzi as well as sink and walk in shower. Plenty of hot water, strong pressure, very refreshing. The grounds are absolutely amazing and neatly landscaped. The food for the event, including dinner and breakfast were spot on! All-in-all, simply charming.

    I stayed here for a friend's wedding recently and let me tell you this is hands down one of the…read morebest BnB's ever and I've been to a few. The building is in the Tudor style but has lots of medieval accents, which I found to be interesting. There are several vintage pieces and artwork for sale at affordable prices on display throughout the building. I was super excited about that and purchased a couple of pieces to take home with me. The rooms are very cozy and the mattress/pillows/towels are such good quality. And to top it off, breakfast is solid and hearty. They also know how to host an event. Decor and the setting in the garden was lovely. Already plotting my next visit here.

    Photos
    Gramercy Mansion - "Tudor" room poster bed with view of sitting area and bathroom in background.

    "Tudor" room poster bed with view of sitting area and bathroom in background.

    Gramercy Mansion - The atrium where receptions are held

    The atrium where receptions are held

    Gramercy Mansion - For a small fee, You can get a brick with your names and wedding date to be placed on the ceremony area!

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    For a small fee, You can get a brick with your names and wedding date to be placed on the ceremony area!

    Sail Inn - bars - Updated August 2026

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