Photo by Ronanne Vinson

Hotels in Chesapeake Beach

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Dates

January 2026

18

February 2026

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Where to stay in Chesapeake Beach?

Rod 'N' Reel Resort

Chesapeake Beach

CNY785 total

includes taxes & fees

Jan 25 - Jan 26

Anchored Inn at Hidden Harbour Marina

Deale

CNY1,066 total

includes taxes & fees

Jan 19 - Jan 20

Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

Tracys Landing

Vineyard retreat with seasonal pool and hot tub in tranquil Tracys Landing.

SureStay by Best Western Prince Frederick

Prince Frederick

Stay near Calvert Historical sites with complimentary parking and WiFi.

CNY568 total

includes taxes & fees

Jan 20 - Jan 21

Knapps Narrows Marina & Inn

Sherwood

Enjoy Chesapeake Bay marina views with kayaking and seasonal outdoor pool.

CNY767 total

includes taxes & fees

Jan 19 - Jan 20

Wylder Tilghman Island

Tilghman

CNY1,222 total

includes taxes & fees

Jan 27 - Jan 28

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Cozy Prince Frederick escape with an indoor pool and complimentary breakfast.

CNY967 total

includes taxes & fees

Jan 22 - Jan 23

The Tilghman Island Inn

Tilghman

Immerse in serenity along Chesapeake Bay with stunning water views and island charm.

CNY1,533 total

includes taxes & fees

Feb 1 - Feb 2

Springhill Suites by Marriott Prince Frederick

Prince Frederick

Experience Maryland comfort in Prince Frederick with an indoor pool and hot tub.

CNY882 total

includes taxes & fees

Jan 22 - Jan 23

King Jacuzzi Room | Desk, iron/ironing board, free WiFi, wheelchair access

Executive Inn And Suites

Upper Marlboro

Stylish motel minutes from Lake Presidential Golf Club offers comfort and value.

Parsonage Inn

Downtown St. Michaels

Stay in a charming B&B in St. Michaels, with free breakfast and nearby trails.

CNY1,142 total

includes taxes & fees

Jan 19 - Jan 20

George Brooks House B&B

St. Michaels

Victorian charm just steps from St. Michaels attractions with outdoor pool.

CNY1,303 total

includes taxes & fees

Jan 19 - Jan 20

The Wildset

Downtown St. Michaels

Experience downtown St. Michaels with free breakfast, WiFi, and marina views.

CNY1,602 total

includes taxes & fees

Jan 19 - Jan 20

St Michaels Inn

St. Michaels

Relax in a peaceful inn near St. Michaels Village with a seasonal outdoor pool.

CNY771 total

includes taxes & fees

Jan 25 - Jan 26

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Downtown St. Michaels

Classic Chesapeake Bay escape with marina, spa, and waterfront dining options.

CNY3,933 total

includes taxes & fees

Jan 22 - Jan 23

Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Upper Marlboro

Convenient access to military base and DC attractions with free breakfast and parking.

CNY596 total

includes taxes & fees

Jan 25 - Jan 26

Candlewood Suites Annapolis by IHG

Annapolis

Boutique lodging near Annapolis Harbor with peaceful environment and hiking trails.

CNY667 total

includes taxes & fees

Jan 22 - Jan 23

Sonesta ES Suites Annapolis

Edgewater

Wake to spacious comfort and easy access to Naval Academy 10 minutes away.

CNY723 total

includes taxes & fees

Feb 8 - Feb 9

SpringHill Suites by Marriott Annapolis

Annapolis

CNY866 total

includes taxes & fees

Jan 19 - Jan 20

Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi

Rips Country Inn

Bowie

Gateway to Fort Meade with homestyle dining and cozy accommodations nearby.

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Go beyond your typical stay in Chesapeake Beach

Hot tub

Pet friendly

Top landmarks in Chesapeake Beach

Breezy Point New York Aerial View beach and houses

Breezy Point Beach

4.4/5 (25 reviews)

When the beach is calling your name, you might want to head down to Breezy Point Beach, located 5.2 mi (8.3 km) from central Chesapeake Beach.

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Chesapeake Beach Water Park

4.1/5 (41 reviews)

Why not give yourself a treat with a trip to Chesapeake Beach Water Park, just one of the family attractions in central Chesapeake Beach. If you have fun at Chesapeake Beach Water Park, you'll love Chesapeake Beach Railway Museum, just a short walk away.

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Learn more about Chesapeake Beach

Fishing charters depart daily from the marina, where captains share tales of record catches in Chesapeake Bay's fertile waters. The Railway Museum occupies the former train station, chronicling how this once-thriving resort town lured city dwellers to its shores. After exploring history, cool off at the Water Park where slides and fountains provide relief from summer heat. Rod n' Reel offers fresh seafood with bay views that explain why locals never tire of the scenery. Breezy Point Beach provides a quieter alternative for sunbathing and shell collecting. For nature enthusiasts, the Rail Trail winds through wetlands where herons pose like statues in the shallows. Bruce Gabrielson's Surf Art Gallery showcases maritime culture through a creative lens.

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Check out reviews of Chesapeake Beach hotels guests love

The Wildset

10/10 Excellent

"The room was very clean. The staff was very pleasant and extremely helpful when we needed something @3:30am."

Frequently asked questions

How much does a hotel room cost in Chesapeake Beach?

You can choose a great hotel in Chesapeake Beach from CNY568 with properties to suit all budgets and needs. To find an affordable hotel in Chesapeake Beach that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Chesapeake Beach hotels?

Discover great deals on Chesapeake Beach hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chesapeake Beach hotels.

Can I book Chesapeake Beach hotels with free cancellation?

In order to book a refundable Chesapeake Beach hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best hotels in Chesapeake Beach for couples?

Enjoy your couple's retreat with a stay at a top-rated Chesapeake Beach romantic hotel. Our travelers love Rod 'N' Reel Resort, a hotel with a beachfront restaurant and an indoor pool. Discover more hotels in Chesapeake Beach on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".

What are some of the best kid-friendly hotels in Chesapeake Beach?

One of the best Chesapeake Beach hotels for kids is Rod 'N' Reel Resort. Rod 'N' Reel Resort is a kid-friendly hotel with a guest score of 8.4 out of 10 plus family-friendly amenities like an indoor pool, children's meals, and an arcade/game room. Find even more kid-friendly hotels in Chesapeake Beach by using our "Family friendly" filter on Hotels.com when you search.

What are the top Chesapeake Beach hotels with a pool?

For some added luxury, discover the best Chesapeake Beach hotels with a pool. Rod 'N' Reel Resort is a great hotel with an indoor pool and a seasonal outdoor pool, and a guest rating of 8.4 out of 10. Plus, you can make the most of its beachfront restaurant and 2 bars/lounges. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chesapeake Beach with a pool.

What are some popular hotels in central Chesapeake Beach?

For hotels in central Chesapeake Beach, check out The Inn at Tacaro Estate and Rod 'N' Reel Resort. Travelers love The Inn at Tacaro Estate for its location, as well as the seasonal outdoor pool, hot tub and free full breakfast this bed & breakfast offers. Rod 'N' Reel Resort is another popular central hotel with an indoor pool, a beachfront restaurant and 2 bars/lounges.

What accommodations do travelers recommend in Chesapeake Beach?

Rod 'N' Reel Resort is an accommodation that is popular with guests.

Can I book a refundable accommodation in Chesapeake Beach?

If you need the flexibility to change your plans to Chesapeake Beach, most hotels provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Chesapeake Beach if I want a vacation home instead of a hotel?

If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes. You can also consider one of the 6 cottages for your trip.

What will the weather in Chesapeake Beach be like during my visit?

The warmest months in Chesapeake Beach are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 40°F. The rainiest months are July and August.

Why should I book my Chesapeake Beach hotel through Hotels.com?

There are plenty of reasons to book your Chesapeake Beach travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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