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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Featured B&B in Chesapeake Beach

Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
Laurel Grove Inn on the South
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is P13,940
P15,334 total
includes taxes & fees
Aug 6 - Aug 7
George Brooks House B&B
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is P19,907
P22,693 total
includes taxes & fees
Aug 12 - Aug 13
The Inn at Tacaro Estate
Legacy Villa
Private kitchen

Legacy Villa

4.0 star property
The price is P20,307
P22,946 total
includes taxes & fees
Aug 9 - Aug 10
Legacy Villa
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around porch.

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (129)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is P13,137
P14,450 total
includes taxes & fees
Aug 6 - Aug 7
Parsonage Inn
Inn at Horn Point
Relax on the shore with two comfortable chairs and a small table, overlooking the calm waters and a picturesque pier.

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is P19,722
P22,483 total
includes taxes & fees
Aug 6 - Aug 7
Inn at Horn Point
Robert Morris Inn
Pool

Robert Morris Inn

3.0 star property
8.4 out of 10, Very Good, (279)
"Lovely historic building with amazing food and fun old books and art. "
Robert Morris Inn
Black Walnut Point Inn
Relax by the serene pool surrounded by lush greenery and a hammock, perfect for unwinding in a tranquil environment.

Black Walnut Point Inn

3.5 star property
9.0 out of 10, Wonderful, (56)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
Black Walnut Point Inn
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

The Wildset

The Wildset

10/10 Excellent
"This is where we stay everytime we come to St. Michaels - Top Knotch!"
Maxie 1-night trip
Posted 1 day ago
The Wildset

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 well-liked B&Bs in the area: 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. Parsonage Inn: 8 rooms. 17.9 mi (28.8 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.
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. If cultural attractions are high on your list, Chesapeake Beach Railway Museum and Bruce Gabrielson's Surf Art Gallery and Museum are spots to check out. You might put Chesapeake Beach Water Park and Rod n Reel Charter Fishing 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.