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
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chesapeake Beach bed & breakfast

A hot tub in a grassy area with a building in the background.

1. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is P22,056
P25,144 total
includes taxes & fees
Nov 9 - Nov 10
The Inn at Tacaro Estate
Land view from property

2. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.4 out of 10, Exceptional, (535 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is P11,349
P12,937 total
includes taxes & fees
Nov 11 - Nov 12
Laurel Grove Inn on the South
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

3. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
United States
Susan
The price is P13,555
P14,911 total
includes taxes & fees
Nov 9 - Nov 10
Parsonage Inn
An outdoor patio with seating, a table, and a blue umbrella.

4. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is P12,767
P14,427 total
includes taxes & fees
Nov 10 - Nov 11
Carib Comfort B and B
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

5. 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 P11,292
P12,421 total
includes taxes & fees
Nov 9 - Nov 10
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The property was recently renovated (April 2026). Beautiful!"
Claire 2-night trip
Posted 3 hours ago
Rod 'N' Reel Resort

Find out more about Chesapeake Beach

Chesapeake Beach B&B information

Number of reviews
237
Accommodation
9 B&B
Lowest Price
P12,421
Highest Price
P25,144

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 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.