Annapolis B&B: Find a Bed and Breakfast 2026

Q: What are the best B&Bs in Annapolis?

Take a look at these B&Bs in Annapolis: Flag House Inn : 5 rooms. Enjoy the unique decor and fireplace in reception. Inn at Horn Point : 3 rooms. Enjoy the massage services and private garden.

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Our top choices for Annapolis bed & breakfast

1. Flag House Inn

Historic District

Tyler

includes taxes & fees

10 Aug - 11 Aug

2. Laurel Grove Inn on the South

Annapolis

Ruth

includes taxes & fees

11 Aug - 12 Aug

3. Inn at Huntingfield Creek

Rock Hall

Myrna

includes taxes & fees

18 Aug - 19 Aug

4. George Brooks House B&B

St. Michaels

Erin

includes taxes & fees

10 Aug - 11 Aug

Seasonal outdoor pool, pool umbrellas, pool loungers

5. The Inn at Tacaro Estate

Tracys Landing

James

includes taxes & fees

16 Aug - 17 Aug

6. 1840s Carrollton Inn

Jonestown

Heather

includes taxes & fees

18 Aug - 19 Aug

7. The Oaks Waterfront

Easton

Jeffrey

includes taxes & fees

11 Aug - 12 Aug

8. Rachael's Inner Harbor Boutique Inn

Ridgely's Delight

Michelle

includes taxes & fees

17 Aug - 18 Aug

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Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"We thoroughly enjoyed both the breakfast and breakfast area. The hotel was kept in very nice & clean order. The personnel were, for the most part, helpful."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"We got in very late and needed to sleep, shower, have breakfast and go. We didn’t use any amenities. It was fine for our need. Bed was comfortable and didn’t smell like a dog had been in the room. The carpet had some spots at the entry and things were compact in size but it met all of our needs. The refrigerator had a freezer section which was great to regress ice packs for insulin bag. The bathroom was tiny but worked. (Close the toilet lid so things don’t fall from the narrow counter behind) The thing we missed was a bath floor mat so not to slip. I put a small towel down but not the best option. The light for the bathroom is at the entry alongside of the entry light which put me using my cell phone light so not to wake the sleeping roommate with a bright light. Like I said. It worked for us, but there are sacrifices for a longer stay."

Best Western Annapolis

8/10 Good

"I was staying overnight to be close to a surgical center, so I could not eat after midnight. Thus, I can't rate the breakfast that was included. However, the room was clean and spacious with all the stuff you want for an overnight stay. On the down side, the linens were all a bit worn; the bath mat, for example, was thin and had a couple holes. Also, this is an old-style hotel, with outside access to each room from the parking lot; I noticed a damp smell when I entered the room, probably due to lack of an indoor hallway. But on the whole, it was clean, the staff was helpful and friendly, and the price was right for a one-night stay!"

Find out more about Annapolis

Annapolis B&B information

Number of reviews	1,734
Accommodation	3 B&B
Lowest Price	S$242
Highest Price	S$620

Frequently asked questions

Searching for B&Bs in Annapolis?

If you'd like to find some accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your holiday to Annapolis. If you'd like to spend some time by the water during your time in Annapolis, Bay Ridge Beach and Sandy Point Beach are worth a stop.

How do you know if a B&B is the best choice for your stay?

Every B&B has its own unique feel — whether it's a cosy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.

What are the best B&Bs in Annapolis?

Take a look at these B&Bs in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique decor and fireplace in reception. Inn at Horn Point: 3 rooms. Enjoy the massage services and private garden.

When is the best time to book my B&B in Annapolis?

When you're dreaming of a getaway to Annapolis, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1318 mm.

What is there to do in Annapolis?

Travellers who want to experience Annapolis should visit its major shopping area and interesting historical sites. If you're looking to find something to do during your travels, you might consider visiting Maryland Hall for Creative Arts and Annapolis Maritime Museum. You should put Maryland State House and William Paca House on your list if you want to see more of the area.

How can I get to and around Annapolis?

Mapping out your trip in and around Annapolis is easy with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) away from the city centre. Otherwise, look for flights into Baltimore Washington International Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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