A harbor with boats docked, a pier, and a row of houses along the water.

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Chesapeake Beach bed & breakfast

A hot tub in a grassy area with a building in the background.

1. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is ￥55,192
￥62,919 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate
Front of property

2. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (5 reviews)
"Everything about this home is amazing! I loved chatting with the owner of the home and seeing the property! All the food was to die for!!! On top of all this it was so close to places for me to shark tooth hunt!!! 10 out of 10! Will be going back!!!"
United States
Sophie
The price is ￥20,618
￥22,886 total
includes taxes & fees
Nov 12 - Nov 13
Historic 1825 Chesapeake Farm Stay
An outdoor patio with seating, a table, and a blue umbrella.

3. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is ￥31,238
￥35,299 total
includes taxes & fees
Nov 25 - Nov 26
Carib Comfort B and B
Land view from property

4. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (534 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is ￥28,438
￥32,419 total
includes taxes & fees
Nov 11 - Nov 12
Laurel Grove Inn on the South
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

5. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is ￥28,296
￥31,126 total
includes taxes & fees
Nov 1 - Nov 2
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

6. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
"Nice place"
United States
Paul
The price is ￥39,443
￥43,387 total
includes taxes & fees
Nov 12 - Nov 13
Parsonage Inn
Two wooden chairs facing a calm body of water at sunset.

7. Inn at Horn Point

Inn at Horn Point
3.0 star property
Eastport
9.2 out of 10, Wonderful, (25 reviews)
"Very comfortable"
United Kingdom
JOHN
The price is ￥52,713
￥60,093 total
includes taxes & fees
Nov 5 - Nov 6
Inn at Horn Point
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.
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Top Chesapeake Beach Hotel Reviews

St Michaels Inn

St Michaels Inn

8/10 Good
"Breakfasr was in lobby consisting of package roles and coffee. No toaster, no microwave, no cereal or eggs or bacon or yougert. Room and parking and staff werefine."
John 1-night trip
Posted 7 hours ago
St Michaels Inn

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
800
Accommodation
11 B&B
Lowest Price
￥22,886
Highest Price
￥62,919

Frequently asked questions

Searching for B&Bs in Chesapeake Beach?
If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast could be the perfect alternative for your vacation. For any museum buff, a trip to Chesapeake Beach wouldn't be complete without a stop by Chesapeake Beach Railway Museum or Bruce Gabrielson's Surf Art Gallery and Museum.
Why consider B&Bs instead of traditional hotels?
With attentive service, opportunities to socialize with other guests, and hearty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Chesapeake Beach?
Here are some B&Bs in the surrounding area: George Brooks House B&B: 6 rooms. 18 mi (28.9 km) from the heart of Chesapeake Beach. Enjoy the library and fireplace in the lobby. Historic 1825 Chesapeake Farm Stay: 4 rooms. Situated 17.9 mi (28.9 km) from the heart of Chesapeake Beach. Parsonage Inn: 8 rooms. 17.8 mi (28.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. The Inn at Tacaro Estate: 8 rooms. Located 5.1 mi (8.2 km) from the core of Chesapeake Beach. Enjoy the free full breakfast and designer toiletries.
What's the best time of year to stay at a B&B in Chesapeake Beach?
When you're dreaming of a getaway to Chesapeake Beach, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to do in Chesapeake Beach?
Travelers enjoy Chesapeake Beach for its beaches and restaurants. Spend some time exploring Breezy Point Beach and Northern Chesapeake Bay if you're hoping to see some of the area's natural features. You might put Chesapeake Beach Water Park and Chesapeake Beach Railway Museum on your list if you want to see more of the area.
How can I get to and around Chesapeake Beach?
Planning your excursions in and around Chesapeake Beach is easier with these transportation options. Fly into Easton, MD (ESN-Easton - Newnam), which is located 26.5 mi (42.7 km) away from the heart of the city. Otherwise, look for flights into College Park, MD (CGS), which is 28.8 mi (46.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.