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
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Chesapeake Beach bed & breakfast

A table with a vase of flowers, a red notebook, and two gift boxes.

1. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (3 reviews)
"Holly and Jay were friendly hosts. The farmhouse was clean and comfortable. The breakfast was very yummy. We only stayed one night, but next time we will definitely spend more time there. If you are down near calvert cliffs/flag ponds, the farmhouse was only about 10 minutes to flag ponds."
United States
Theresa
The price is P8,371
P9,291 total
includes taxes & fees
Sep 29 - Sep 30
Historic 1825 Chesapeake Farm Stay
A hot tub in a grassy area with a building in the background.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (19 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is P24,841
P28,319 total
includes taxes & fees
Sep 27 - Sep 28
The Inn at Tacaro Estate

3. 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 P11,289
P12,869 total
includes taxes & fees
Sep 27 - Sep 28
Laurel Grove Inn on the South
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

4. 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 P13,246
P14,571 total
includes taxes & fees
Oct 8 - Oct 9
George Brooks House B&B
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

Spark by Hilton Waldorf

Spark by Hilton Waldorf

8/10 Good
"Overall quite clean and reasonably well maintained."
Zheng 2-night trip
Posted 23 hours ago
Spark by Hilton Waldorf

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
630
Accommodation
8 B&B
Lowest Price
P9,291
Highest Price
P28,319

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 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.