Hotels in Chesapeake Beach

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Nov 11 - Nov 12
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Nov 12 - Nov 13
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Where to stay in Chesapeake Beach?

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,001 reviews)
The price is $161
$212 total
includes taxes & fees
Nov 30 - Dec 1
Rod 'N' Reel Resort
A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

2. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.4 out of 10, Good, (326 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
Nov 12 - Nov 13
SureStay by Best Western Prince Frederick
A modern kitchen with a large island, bar stools, and a wine rack.

3. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
The price is $179
$204 total
includes taxes & fees
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.

4. 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, (778 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
Nov 19 - Nov 20
Holiday Inn Express Prince Frederick by IHG
A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

5. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (1,000 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
Nov 15 - Nov 16
Springhill Suites by Marriott Prince Frederick
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (403 reviews)
Set on the bay, this Tilghman hotel offers waterfront relaxation with complimentary breakfast and free parking. Explore by kayak or bicycle with onsite rentals, or unwind at the marina. Each room includes convenient refrigerators and microwaves for added comfort.
The price is $100
$110 total
includes taxes & fees
Nov 12 - Nov 13
Knapps Narrows Marina & Inn
A hot tub in a grassy area with a building in the background.

7. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 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 $389
$443 total
includes taxes & fees
Nov 12 - Nov 13
The Inn at Tacaro Estate
A waterfront property with a covered patio, a dock, and a boat.

8. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
The price is $189
$258 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island
A hotel room with a bed, bedside tables, a desk, a flat-screen TV, and a lamp.

9. Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.4 out of 10, Very good, (292 reviews)
Relax in clean, quiet rooms after exploring nearby restaurants or bowling onsite. This Waldorf hotel offers thoughtful amenities including free breakfast, WiFi and parking, plus a fitness center. Helpful staff and peaceful atmosphere earn consistent praise from travelers.
The price is $72
$80 total
includes taxes & fees
Nov 30 - Dec 1
Spark by Hilton Waldorf
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

10. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,001 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 $87
$96 total
includes taxes & fees
Nov 17 - Nov 18
St Michaels Inn
A two-story house with a porch, a front door, and a small garden area.

11. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 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 $199
$244 total
includes taxes & fees
Dec 1 - Dec 2
The Wildset
A compact kitchenette with a mini-fridge, a wall-mounted air conditioner, and a power outlet.

12. Bragg Motel

Bragg Motel
2.0 star property
Upper Marlboro
The price is $89
$101 total
includes taxes & fees
Nov 15 - Nov 16
Bragg Motel
A hotel room with a large bed, a bedside table with a phone, a nightstand, a wall-mounted TV, and a bathtub.

13. Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.4 out of 10, Good, (665 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 $98
$111 total
includes taxes & fees
Nov 12 - Nov 13
Executive Inn And Suites
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

14. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 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 $435
$479 total
includes taxes & fees
Dec 9 - Dec 10
Inn at Perry Cabin
An outdoor patio with seating, a table, and a blue umbrella.

15. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is $203
$229 total
includes taxes & fees
Nov 13 - Nov 14
Carib Comfort B and B
A buffet with various food items, including omelets and baked goods, served in metal containers.

16. Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG
2.5 star property
Waldorf
8.2 out of 10, Very good, (1,001 reviews)
Located in Waldorf with easy access to Waldorf Marketplace and St. Charles Towne Center, this hotel welcomes you with an indoor pool and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while the helpful staff ensures a comfortable stay.
The price is $95
$105 total
includes taxes & fees
Dec 9 - Dec 10
Holiday Inn Express Waldorf by IHG
A modern living room with a large window, a dining area, and a kitchen in the background.

17. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (331 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 $84
$96 total
includes taxes & fees
Nov 15 - Nov 16
Candlewood Suites Annapolis by IHG
A Courtyard Marriott hotel with a fire pit in the courtyard, outdoor seating, and a brick facade.

18. Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very good, (1,000 reviews)
Tucked in Waldorf near Waldorf Marketplace, this hotel features The Bistro for breakfast and dinner plus a welcoming bar/lounge. Every room includes helpful refrigerators and microwaves, with free parking and friendly staff to enhance your stay.
The price is $100
$111 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard Marriott Waldorf
Land view from property

19. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.4 out of 10, Exceptional, (536 reviews)
Laurel Grove Inn offers a serene escape on the South River with complimentary morning meals and parking. Just minutes from the U.S. Naval Academy and Broad Creek Marsh, this cozy B&B provides easy access to Annapolis' popular attractions.
The price is $200
$228 total
includes taxes & fees
Nov 12 - Nov 13
Laurel Grove Inn on the South
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

20. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $119
$136 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites by Marriott Annapolis
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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Go beyond your typical stay in Chesapeake Beach

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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 November
Currently viewing crowd sizes and weather for November.

November

High 13°C / low 6°C. 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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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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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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Monthly weather averages (˚C)

Top landmarks in Chesapeake Beach

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

Breezy Point Beach

8.4/10 (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. Enjoy the sunset by the shore at Brownies 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.

See all hotels in Chesapeake Beach
A coastal town with a marina, residential buildings, and a clear sky.

Check out reviews of Chesapeake Beach hotels guests love

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach

10/10 Exceptional

Huge resort in a small, well kept town! Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable. There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended. The staff guy that checked us in was SUPER nice and helpful!
United States
Kathie
Reviewed June 16, 2025
Rod 'N' Reel Resort

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.

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.