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
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

Our top choices for Chesapeake Beach bed & breakfast

Seasonal outdoor pool, pool umbrellas, sun loungers

1. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (18 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is P20,756
P23,662 total
includes taxes & fees
Aug 16 - Aug 17
The Inn at Tacaro Estate
Laptop workspace, WiFi (free)

2. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
The price is P7,406
P8,221 total
includes taxes & fees
Aug 14 - Aug 15
Historic 1825 Chesapeake Farm Stay
Exterior

3. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 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 P12,892
P14,181 total
includes taxes & fees
Aug 11 - Aug 12
George Brooks House B&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, (530 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is P10,972
P12,508 total
includes taxes & fees
Aug 12 - Aug 13
Laurel Grove Inn on the South
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

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Both the property and the room were clean and spacious. Front desk staff were friendly as well as helpful."
Daniel 2-night trip
Posted 12 hours ago
Sonesta ES Suites Annapolis

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
606
Accommodation
8 B&B
Lowest Price
P8,221
Highest Price
P23,662

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. Parsonage Inn: 8 rooms. 17.8 mi (28.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. 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. 10.6 mi (17.1 km) from the heart of downtown. 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.