Default HTG hotel image

Book Annapolis Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Annapolis

A cabin interior with a loft bed, a chair, and a ceiling fan.

1. Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River
Annapolis
9.2 out of 10, Wonderful, (62 reviews)
"great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction."
United States
Hans S.
$219 nightly
The price is $219
Sep 11 - Sep 12
Total with taxes and fees
Hillside Cabin #2 Annapolis, MO Black River
A compact kitchen with wooden cabinets, a large TV, and various kitchen utensils hanging on the wall.

2. FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River
Annapolis
9.6 out of 10, Exceptional, (8 reviews)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
$210 nightly
The price is $210
Sep 11 - Sep 12
Total with taxes and fees
FS Rental #4 Annapolis, MO Black River
A kitchen with wooden cabinets, a central island with stools, a microwave, a refrigerator, and a stove.

3. Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River
Annapolis
9.6 out of 10, Exceptional, (41 reviews)
"Very grateful for this safe clean cabin. We were there during the terrible Black River flooding and thankfully this cabin was in safe high ground. "
United States
Leslie
$254 nightly
The price is $254
Sep 11 - Sep 12
Total with taxes and fees
Hillside Cabin #1 Annapolis, MO Black River
A cozy living room with a brown leather sofa, a small table with a lamp, and a wooden floor. A kitchen with wooden cabinets and a dining area with a table and chairs are visible in the background.

4. Small Town Lodge - Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River
Annapolis
9.0 out of 10, Wonderful, (8 reviews)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
$254 nightly
The price is $254
Sep 13 - Sep 14
Total with taxes and fees
Small Town Lodge - Annapolis, MO Black River

5. FS Rental #1 Annapolis, MO Black River

FS Rental #1 Annapolis, MO Black River
Annapolis
8.0 out of 10, Very Good, (6 reviews)
"We enjoyed our stay here. It was a great place for the 8 of us to stay. We were going over to Sam A Baker to join family camping there. We would stay here again if available. "
United States
Sue F.
$236 nightly
The price is $236
Sep 12 - Sep 13
Total with taxes and fees
FS Rental #1 Annapolis, MO Black River
A kitchen with dark cabinets, a stainless steel refrigerator, a built-in oven, a microwave, and a flat-screen TV mounted above the counter.

6. Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO
Annapolis
9.2 out of 10, Wonderful, (5 reviews)
"Great location and very clean."
United States
Mary C.
$220 nightly
The price is $220
Sep 13 - Sep 14
Total with taxes and fees
Hillside Cabin #5 Annapolis, MO
A wooden deck with chairs and a fire pit in a forested area.

7. Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River
Annapolis
7.8 out of 10, Good, (29 reviews)
"Really a nice and clean and cozy stay."
United States
Adam G.
$200 nightly
The price is $200
Sep 11 - Sep 12
Total with taxes and fees
Hillside Cabin #3 Annapolis, MO Black River
A modern kitchen with a large TV, stainless steel appliances, and a wooden floor.

8. FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.2 out of 10, Very Good, (13 reviews)
"Ac needs an update, or add window units. Beautiful stay and beautiful location. About 7 minutes from the river. Train runs in front at 1am and 4am just a heads up. "
United States
Jessica W.
$205 nightly
The price is $205
Sep 11 - Sep 12
Total with taxes and fees
FS Rental #3 Annapolis, MO Black River
A modern room with a large window, two chairs, a small wooden table, and a view of a forest.

9. RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub
Fredericktown
9.4 out of 10, Exceptional, (6 reviews)
"Great getaway"
United States
Anonymous traveler
$239 nightly
The price is $253
Sep 3 - Sep 4
Total with taxes and fees
RIVER and SKY Cabin; Hot Tub
A narrow corridor with a bar area on the right, featuring a counter and hanging lights.

10. Black River Motel and Restaurant

Black River Motel and Restaurant
2.0 star property
Lesterville
8.6 out of 10, Excellent, (46 reviews)
"Staff was very helpful and friendly"
United States
Douglas
$126 nightly
The price is $133
Sep 9 - Sep 10
Total with taxes and fees
Black River Motel and Restaurant
A hotel room with two beds, a desk, a chair, a TV, and a lamp.

11. Fort Davidson Hotel

Fort Davidson Hotel
2.5 star property
Ironton
9.2 out of 10, Wonderful, (186 reviews)
"Clean rooms , nice pool."
United States
richard
$120 nightly
The price is $131
Sep 3 - Sep 4
Total with taxes and fees
Fort Davidson Hotel
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a stove, and a granite countertop.

12. Shepherd Mountain Inn

Shepherd Mountain Inn
2.5 star property
Ironton
9.2 out of 10, Wonderful, (327 reviews)
"This was the perfect little place for my husband and I to stay for our little vacation. Very quiet, close to many state parks and beautiful scenery. The staff was friendly, the room was clean and organized, and the breakfast was very good. We will definitely stay there again next time we are in the area."
United States
Katie
$137 nightly
The price is $150
Sep 3 - Sep 4
Total with taxes and fees
Shepherd Mountain Inn
A kitchen with wooden cabinets, a microwave, a coffee maker, a stove, and a sink.

13. Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (45 reviews)
"Would stay here again"
United States
Steve A.
$140 nightly
The price is $147
Sep 3 - Sep 4
Total with taxes and fees
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
A rustic log cabin with a stone foundation, surrounded by trees and a wooden fence.

14. Sam A Baker State Park

Sam A Baker State Park
2.0 star property
Patterson
9.0 out of 10, Wonderful, (6 reviews)
"Pet friendly, great staff. "
United States
Charlie
$174 nightly
The price is $184
Sep 15 - Sep 16
Total with taxes and fees
Sam A Baker State Park

15. Cozy Cabin sleeps 4 near Clearwater Lake and Upper Black River

Cozy Cabin sleeps 4 near Clearwater Lake and Upper Black River
Piedmont
$181 nightly
The price is $190
Sep 3 - Sep 4
Total with taxes and fees
Cozy Cabin sleeps 4 near Clearwater Lake and Upper Black River
A kitchen with wooden cabinets, a toaster, and a dishwasher.

16. Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (31 reviews)
"This is a very cozy, comfortable and quiet space. This cabin has everything you need and is close to restaurants and Elephant Rocks State Park. I would recommend to anyone visiting the area! Thank you!"
United States
Michelle
$170 nightly
The price is $181
Sep 3 - Sep 4
Total with taxes and fees
Lake Road Cabin C — Million Dollar Ozark View!
A motel with a covered entrance, a flag, and a phone number.

17. Madison Inn Lodge

Madison Inn Lodge
2.5 star property
Fredericktown
7.6 out of 10, Good, (309 reviews)
"Just what we needed for a nights stay!"
United States
Lori
$88 nightly
The price is $96
Sep 11 - Sep 12
Total with taxes and fees
Madison Inn Lodge
A cozy cabin-style room with a wooden interior, a sofa, a dining table, and a kitchen area.

18. Cozy hobby farm cabin under the stars!

Cozy hobby farm cabin under the stars!
Greenville
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in, very quiet, very calming and relaxing. Overall great stay and great property manager. "
United States
Wyatt S.
$114 nightly
The price is $120
Sep 9 - Sep 10
Total with taxes and fees
Cozy hobby farm cabin under the stars!
An outdoor patio area with a wooden pergola, a turquoise door, and various potted plants.

19. The King Suite at Pickle & Perk

The King Suite at Pickle & Perk
Ironton
9.8 out of 10, Exceptional, (8 reviews)
"Property is unique, comfortable"
United States
Valerie
$179 nightly
The price is $194
Sep 3 - Sep 4
Total with taxes and fees
The King Suite at Pickle & Perk
A dining area with a table and chairs, wooden cabinets, and a kitchen with an archway.

20. Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Lesterville
9.0 out of 10, Wonderful, (20 reviews)
"Great house and location."
United States
Thomas M.
$483 nightly
The price is $507
Sep 3 - Sep 4
Total with taxes and fees
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Annapolis Hotel Reviews

Madison Inn Lodge

Madison Inn Lodge

10/10 Excellent
"Nice and clean friendly staff"
Bawan 1-night trip
Posted 10 hours ago
Madison Inn Lodge

Find out more about Annapolis

Annapolis B&B information

Number of reviews
731
Accommodation
1 B&B
Lowest Price
$96
Highest Price
$507

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Annapolis?
Prices for B&Bs in Annapolis often vary, but you can find a great deal from $96 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Annapolis B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Annapolis?
The best time to book a B&B in Annapolis is during the vibrant summer months, particularly from June to August, when the city comes alive with maritime activities and cultural events. This peak season attracts travelers who wish to immerse themselves in the picturesque surroundings of the Chesapeake Bay, enjoying sailing, kayaking, and the charming waterfront atmosphere.

July stands out as the most popular month to visit, with warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit. This month offers an array of outdoor festivals, including the renowned Annapolis Arts and Wine Festival, where you can savor local flavors while mingling with fellow visitors and residents alike.

For those seeking a more tranquil experience, consider visiting in March. Though it's on the cusp of the low season, this month often brings mild weather and fewer crowds, allowing for peaceful strolls through the historic district and visits to landmarks like the Maryland State House, all while enjoying the early signs of spring.
What is the difference between a Annapolis B&B and a hotel?
Every Annapolis B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Annapolis B&Bs.

Explore a world of travel with Expedia