Chesapeake Beach, MD

Travel Guide

A harbor with boats docked, a pier, and a row of houses along the water.
A coastal town with a marina, residential buildings, and a clear sky.
A sunset over a calm lake with a dock and houses on the shore.
Two people in a red canoe on a body of water with a sunset and a bridge in the background.
A wooden pier extending into a foggy body of water.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
$132 nightly
The price is $146 total per night from Oct 26 to Oct 27
$146 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,004 reviews)
"Great local getaway on the water."

Reviewed on Oct 7, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
$99 nightly
The price is $109 total per night from Oct 11 to Oct 12
$109 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
$91 nightly
The price is $104 total per night from Oct 27 to Oct 28
$104 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Sonesta ES Suites Annapolis
See all 783 properties in Chesapeake Beach
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
9.6/10 Exceptional! (19 reviews)
"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on Aug 3, 2026

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.4/10 Good! (10 reviews)
"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

Reviewed on Sep 2, 2026

Floating 2 bed 2 bath condo stunning views of the bay
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD
Book a stay at this beach cottage in Benedict. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Main Beach and Long Point are located ...
9.2/10 Wonderful! (15 reviews)
"Very cute..but very tiny and super dated. Duplex. Not entire house to self. ..through a door is other people....noise Porch, yard firepit and views great! Steps to house steep. No handrails. Careful. No access to beach....all grown up grass weeds trees.. No deck/dock as described on property.pic ..."

Reviewed on Aug 23, 2026

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
See all properties in Chesapeake Beach
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.

Stay near popular Chesapeake Beach attractions

A coastal residential area with houses along the beach and a lighthouse in the distance.

Breezy Point Beach

8.4/10 (61 reviews)
Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.
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Things to do

Chesapeake Beach: Sunset Sailing Cruise with Snacks

Chesapeake Beach: Sunset Sailing Cruise with Snacks

$114
per adult
Chesapeake Beach: Sunset Sailing Cruise with Snacks
See all activities in Chesapeake Beach

Frequently asked questions

Is Chesapeake Beach worth visiting?
Chesapeake Beach is worth visiting for its appealing attractions, including Breezy Point Beach and the exciting Chesapeake Beach Water Park. Travelers can also enjoy a variety of dining experiences, from classic Italian dishes to fresh, local seafood options.
When is the best time to visit Chesapeake Beach?
The best time to visit Chesapeake Beach is from June through August, when it's most popular with travelers. For fewer crowds and better value, the cooler months of November through January are a good bet, offering a quieter experience during the low season.
What is Chesapeake Beach known for?
Chesapeake Beach is known for its popular coastal attractions like Breezy Point Beach and the family-friendly Chesapeake Beach Water Park. Travelers can also find opportunities for fishing, with services such as Rod n Reel Charter Fishing available for excursions, making it a great spot for seaside activities.
What is a good itinerary length for Chesapeake Beach?
A good itinerary length for Chesapeake Beach is two to three days to enjoy Breezy Point Beach, Chesapeake Beach Water Park, and a Guided Walking Tour. An extended stay of four to five days allows travelers to also try Rod n Reel Charter Fishing or go sailing on the Chesapeake Bay. See Chesapeake Beach Activities.
What are the top things to do in and around Chesapeake Beach?
Chesapeake Beach offers coastal relaxation, water fun, and a glimpse into local history:


How do I plan a trip to Chesapeake Beach?
To plan your Chesapeake Beach trip, search for places to stay and book flights and rental cars early. Explore attractions like Breezy Point Beach and Chesapeake Beach Water Park, or activities such as a Beautiful Day With Mother Nature Cruise. Always pair outdoor plans with indoor options for weather flexibility.
What cuisines can you find in Chesapeake Beach?
In Chesapeake Beach you can find Italian cuisine, offering classic dishes such as pasta, pizza, and rich lasagna. Travelers can also enjoy fresh seafood, North American comfort foods, and a variety of Asian and other European options available throughout the area.
Can I book a refundable hotel in Chesapeake Beach?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chesapeake Beach by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chesapeake Beach with Expedia?
Expedia makes it easier to plan your Chesapeake Beach trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chesapeake Beach?
The best choice depends on your travel style. Hotels in Chesapeake Beach can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chesapeake Beach trip on Expedia?
Once you've booked your Chesapeake Beach trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chesapeake Beach trip?
Expedia offers customer support before, during, and after your Chesapeake Beach trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chesapeake Beach?
If it's your first trip to Chesapeake Beach, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chesapeake Beach hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chesapeake Beach hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Chesapeake Beach

A wooden boardwalk along a sandy beach with buildings and a pier in the background.

North Beach

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