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Chesapeake Beach hotels

KAYAK searches hundreds of travel sites at once for hotels in Chesapeake Beach, Maryland

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Booking Insights

Best Chesapeake Beach hotels

Discover the best hotels in Chesapeake Beach and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for Oct 10 - 11.
Rod 'n' Reel Resort - Chesapeake Beach - Bedroom
Rod 'n' Reel Resort - Chesapeake Beach - Bedroom
Rod 'n' Reel Resort
Chesapeake Beach, MD
8.8Very good(1136)
Free Wi-Fi
Pool
Spa
$244+
Check availability
Adorable Beach Cottage w/ Hot Tub & Tropical Bar! - Chesapeake Beach - Balcony
Adorable Beach Cottage w/ Hot Tub & Tropical Bar! - Chesapeake Beach - Balcony
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Chesapeake Beach, MD
8.6Very good(9)
Cottage
Parking
Free Wi-Fi
$338+
Check availability
Mid-Century Modern on Private Beach, Designed by Award Winning Architect! - Chesapeake Beach - Living room
Mid-Century Modern on Private Beach, Designed by Award Winning Architect! - Chesapeake Beach - Living room
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
Chesapeake Beach, MD
9.9Wonderful(92)
House
Free Wi-Fi
$496+
Check availability
Family Beach House: Spacious Deck, Grill & Views - Chesapeake Beach - Balcony
Family Beach House: Spacious Deck, Grill & Views - Chesapeake Beach - Balcony
Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach, MD
8.9Very good(9)
House
$452+
Check availability
Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive - Chesapeake Beach - Patio
Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive - Chesapeake Beach - Patio
Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive
Chesapeake Beach, MD
10Wonderful(1)
Cottage
$482+
Check availability
Rising Sun Bay View Cottage W/ Beach Views! - Chesapeake Beach - Balcony
Rising Sun Bay View Cottage W/ Beach Views! - Chesapeake Beach - Balcony
Rising Sun Bay View Cottage W/ Beach Views!
Chesapeake Beach, MD
9.5Wonderful(4)
House
$457+
Check availability
Chesapeake Bay Views • Sleeps 8 • Walk to Beach - Chesapeake Beach - Balcony
Chesapeake Bay Views • Sleeps 8 • Walk to Beach - Chesapeake Beach - Balcony
Chesapeake Bay Views • Sleeps 8 • Walk to Beach
Chesapeake Beach, MD
House
Free Wi-Fi
$346+
Check availability

Top-rated hotels

Stay at the hotels that our users loved the most Oct 10 - 11.
Mid-Century Modern on Private Beach, Designed by Award Winning Architect! - Chesapeake Beach - Living room
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
Chesapeake Beach, MD
9.9Wonderful(92)
House
Free Wi-Fi
$496+
Check availability
Rod 'n' Reel Resort - Chesapeake Beach - Bedroom
Rod 'n' Reel Resort
Chesapeake Beach, MD
8.8Very good(1136)
Free Wi-Fi
Pool
Spa
$244+
Check availability

Popular filters in Chesapeake Beach hotels

Hotels with free cancellation
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Booking Insights

KAYAK’s insights for hotels in Chesapeake Beach

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chesapeake Beach with confidence.

Which month has the cheapest hotel rates in Chesapeake Beach?

Hotels are cheapest in Chesapeake Beach in January, with average rates of $115/night. In comparison, August is the most expensive month, with prices at $502/night.

What is the cheapest day of the week to book a hotel in Chesapeake Beach?

Tuesday offers the lowest rates in Chesapeake Beach, with an average nightly price of $217/night. The highest prices are found on Saturday, with average rates at $398/night.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
November
$320
$298
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 65% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chesapeake Beach hotel deals

  • If you’re looking for a cheap hotel in Washington, D.C., you should consider visiting during the low season. You'll find cheaper accommodations in Washington, D.C. in August and October.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Washington, D.C. if you stay on a Friday. The opposite is true for, Saturday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their accommodation in Washington, D.C. for 1 day.

FAQs when booking a hotel in Chesapeake Beach

  • How do I find a hotel in central Chesapeake Beach?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Chesapeake Beach districts. You can also do a search using the city map to choose a specific location, like Chesapeake Beach city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

Where to stay in Chesapeake Beach?

Our map will help you find the perfect place to stay in Chesapeake Beach by showing you the exact location of each hotel.

More options for your stay in Chesapeake Beach