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
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct

Our top choices for Chesapeake Beach bed & breakfast

Seasonal outdoor pool, pool umbrellas, pool 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 S$578
includes taxes & fees
20 Aug - 21 Aug
The Inn at Tacaro Estate
Laptop workspace, free WiFi

2. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
The price is S$168
includes taxes & fees
20 Aug - 21 Aug
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 S$297
includes taxes & fees
20 Aug - 21 Aug
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 S$262
includes taxes & fees
20 Aug - 21 Aug
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

St Michaels Inn

St Michaels Inn

8/10 Good
"We don’t spend much time in our lodgings so, for us, it was inexpensive, comfortable, and friendly. It was close to town and very convenient. It was a bit outdated but that was not an issue for us. They were undergoing renovations but it did not affect our stay."
Gertrude 2-night trip
Posted 4 hours ago
St Michaels Inn

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
606
Accommodation
9 B&B
Lowest Price
S$168
Highest Price
S$578

Frequently asked questions

Searching for B&Bs in Chesapeake Beach?
If you're hoping for something a little quirkier than your standard hotel experience, a bed and breakfast could be a great option for your holiday. For any museum buff, a trip to Chesapeake Beach wouldn't be complete without a stop at Chesapeake Beach Railway Museum or Bruce Gabrielson's Surf Art Gallery and Museum.
Why should you consider B&Bs instead of traditional hotels?
With attentive service, opportunities to socialise with other guests and of course a full breakfast to start the day, B&Bs provide a 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 reception. The Inn at Tacaro Estate: 8 rooms. 5.1 mi (8.2 km) from the city centre. Enjoy the free full breakfast and designer toiletries. Parsonage Inn: 8 rooms. Situated 17.8 mi (28.7 km) from the heart of Chesapeake Beach. Enjoy the free full breakfast and unique decor. Black Walnut Point Inn: 7 rooms. 10.6 mi (17.1 km) from the city centre. Enjoy the free full breakfast and massage services.
When should I stay at a B&B in Chesapeake Beach?
When you're dreaming of a trip to Chesapeake Beach, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Chesapeake Beach is 1331 mm.
What is there to do in Chesapeake Beach?
Travellers 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 should 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) from the heart of the city. Otherwise, you can search for flights to College Park, MD (CGS), which is 28.8 mi (46.3 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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