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
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12
In one month
Jul 24 - Jul 26
In two months
Aug 21 - Aug 23

Our top choices for Chesapeake Beach bed & breakfast

Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
"Mr Will very good Host and breakfast very delicious sure we will come back ❤️"
United States
MENBERE
The price is P20,924
P23,016 total
includes taxes & fees
Jul 18 - Jul 19
George Brooks House B&B
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (16 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is P20,955
P23,889 total
includes taxes & fees
Jul 13 - Jul 14
The Inn at Tacaro Estate
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

Wingate by Wyndham Waldorf/Washington DC Area

Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent
"Staff was excellent. All good"
James 1-night trip
Posted 17 hours ago
Wingate by Wyndham Waldorf/Washington DC Area

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
91
Accommodation
8 B&B
Lowest Price
P23,016
Highest Price
P23,889

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: Parsonage Inn: 8 rooms. 17.8 mi (28.7 km) from the heart of Chesapeake Beach. Enjoy the free full breakfast and unique décor. George Brooks House B&B: 6 rooms. 18 mi (28.9 km) from the downtown core. Enjoy the library and fireplace in the lobby. The Inn at Tacaro Estate: 8 rooms. Situated 5.1 mi (8.2 km) from the heart of Chesapeake Beach. Enjoy the free full breakfast and designer toiletries. Black Walnut Point Inn: 7 rooms. Located 10.6 mi (17.1 km) from the core of Chesapeake Beach. Enjoy the free full breakfast and massage services.
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.