Hotels in Chesapeake Beach

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This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Chesapeake Beach?

Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,001 reviews)
The price is $149
$185 total
includes taxes & fees
May 25 - May 26
Rod 'N' Reel Resort
Property grounds

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (162 reviews)
Waterfront hotel in Oxford offers complimentary breakfast and parking, plus in-room refrigerators and microwaves for added convenience. Explore nearby Oxford Museum, or simply unwind on the terrace overlooking the bay.
The price is $190
$209 total
includes taxes & fees
May 28 - May 29
Sandaway Suites & Beach
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
Escape to this quiet retreat with hiking trails and a garden terrace. Just minutes from Saint Michaels Village and Classic Motor Museum, this hotel offers free breakfast, WiFi and parking. Guests consistently praise the helpful staff and clean accommodations.
The price is $129
$142 total
includes taxes & fees
Jun 1 - Jun 2
St Michaels Inn
Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (386 reviews)
Set along Maryland's Eastern Shore, this luxurious retreat features a marina, golf course, and serene spa treatments. Enjoy cocktails at the poolside bar before savoring locally-inspired cuisine at Stars restaurant. The helpful staff ensures a peaceful waterfront getaway.
The price is $603
$663 total
includes taxes & fees
Jun 21 - Jun 22
Inn at Perry Cabin
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (445 reviews)
Soak in the charm of this waterfront getaway near Higgins Yacht Yard and Marina. Enjoy complimentary breakfast before exploring Muskrat Park. After sightseeing, unwind with drinks at the bar or grab a bite at the on-site café.
The price is $229
$274 total
includes taxes & fees
May 26 - May 27
The Wildset
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
Immerse yourself in small-town charm at this cozy B&B featuring a lovely garden and terrace. Enjoy complimentary full breakfast daily before exploring nearby hiking trails or Perry Cabin Park. Free WiFi and parking complete your Eastern Shore retreat.
The price is $180
$198 total
includes taxes & fees
May 25 - May 26
Parsonage Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (72 reviews)
Surrounded by coastal beauty, this Victorian B&B offers a refreshing outdoor pool and free breakfast in St. Michaels. Explore nearby Perry Cabin Park or hike local trails, then unwind in the garden or terrace after your adventures.
The price is $319
$351 total
includes taxes & fees
May 22 - May 23
George Brooks House B&B
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
The price is $348
$427 total
includes taxes & fees
May 31 - Jun 1
Wylder Tilghman Island
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (134 reviews)
This waterfront inn on Tilghman Island features a seasonal outdoor pool and welcoming restaurant with bar. Near local marinas, it offers free breakfast, WiFi, and parking. Guests can relax on the terrace or stroll through the garden while experiencing exceptional staff service.
The price is $250
$275 total
includes taxes & fees
May 25 - May 26
The Tilghman Island Inn
House (3 Bedrooms) | Interior

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is $427
$978 total
includes taxes & fees
May 26 - May 27
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Terrace/patio

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (665 reviews)
Discover the charm of Solomons at this welcoming hotel near Annmarie Sculpture Garden. Enjoy American cuisine at Garden Grille and Bar, then unwind in the outdoor pool or 24-hour fitness center. The helpful staff ensures a memorable stay.
The price is $130
$145 total
includes taxes & fees
May 31 - Jun 1
Hilton Garden Inn Solomons
Exterior

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (719 reviews)
Splash into vacation mode at this Prince Frederick hotel offering a refreshing indoor pool and free breakfast. Near calvART Gallery and local dining options, guests rave about the helpful staff, fitness center, and convenient parking.
The price is $118
$142 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Inn Express Prince Frederick by IHG
Reception

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (955 reviews)
Wake up to a complimentary breakfast at this Maryland hotel before exploring nearby R&J's PlayPark or calvART Gallery. Unwind in the indoor pool and hot tub after using the fitness center. Rooms feature convenient sofa beds and refrigerators.
The price is $118
$131 total
includes taxes & fees
Jun 21 - Jun 22
Springhill Suites by Marriott Prince Frederick
Free daily continental breakfast

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (249 reviews)
Wake up to a free continental breakfast at this Prince Frederick hotel, just minutes from Calvert Historical Society Park and King Memorial Park. Enjoy free WiFi and convenient parking during your Maryland getaway.
The price is $79
$88 total
includes taxes & fees
May 24 - May 25
SureStay by Best Western Prince Frederick
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (486 reviews)
The price is $269
$307 total
includes taxes & fees
May 26 - May 27
Anchored Inn at Hidden Harbour Marina
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
Escape to this luxurious B&B offering free breakfast, WiFi, and parking near Upper Yough River. Unwind in the hot tub after exploring local attractions on complimentary bikes, then relax on the terrace amid the estate's peaceful atmosphere.
The price is $309
$353 total
includes taxes & fees
May 25 - May 26
The Inn at Tacaro Estate
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (253 reviews)
Just 10 minutes from U.S. Naval Academy, this quiet hotel offers free WiFi and parking for easy exploration. After a day of nearby kayaking or hiking trails, unwind in the 24-hour fitness center. Travelers consistently praise the helpful staff and convenient location.
The price is $101
$120 total
includes taxes & fees
May 31 - Jun 1
Candlewood Suites Annapolis by IHG
Free daily buffet breakfast

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,001 reviews)
A serene escape with 24-hour fitness center and seasonal outdoor pool near Annapolis Harbor Center. Close to shopping and restaurants with highway convenience, these suites offer free breakfast and WiFi for both business and leisure travelers.
The price is $99
$113 total
includes taxes & fees
May 27 - May 28
Sonesta ES Suites Annapolis
King Jacuzzi Room | Desk, iron/ironing board, free WiFi, wheelchair access

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (576 reviews)
Wake up refreshed in clean, comfortable rooms at this Upper Marlboro motel. Free WiFi and parking make exploration easy, with Lake Presidential Golf Club and Darnall's Chance House Museum just minutes away. The helpful 24-hour staff ensures a smooth stay.
The price is $116
$131 total
includes taxes & fees
May 24 - May 25
Executive Inn And Suites
Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (68 reviews)
Unwind at this welcoming motel in Bowie with a bar/lounge and restaurant for homestyle meals. Enjoy free WiFi and parking while staying close to Prince George's Stadium and Allen Pond Park. Just a 30-minute drive to Fort Meade.
The price is $81
$92 total
includes taxes & fees
Jun 1 - Jun 2
Rips Country Inn
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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When is the best time to visit Chesapeake Beach?

Our prices for hotels in Chesapeake Beach are cheapest in January
Price trends for hotels in Chesapeake Beach
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Chesapeake Beach
May
High 22°C / low 14°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 25 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 13 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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January, no crowd data, average high temperature 5 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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February, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 11 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Chesapeake Beach

Breezy Point New York Aerial View beach and houses

Breezy Point Beach

4.2/5 (61 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.
See properties

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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Aerial view of Chesapeake Beach marina with luxury sail boats, beach house apartments, fishing boats near the water park popular vacation spot for Washington residents in Calvery county Maryland

Check out reviews of Chesapeake Beach hotels guests love

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

10/10 Excellent
"When I felt lost and had no where to turn for help this hotel was a safe place for me to rest and recover."
Sydney 5-night trip
Posted 2 hours ago
Candlewood Suites Annapolis by IHG

Frequently asked questions

What accommodations do travelers recommend in Chesapeake Beach?
Guests like Rod 'N' Reel Resort.
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 8 vacation homes. You can also consider one of the 5 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.