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Find Hotels with Bars in Chesapeake Beach, MD

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Check availability on Chesapeake Beach Hotels with Bars

Our top choices for Chesapeake Beach hotels with a bar

Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is AED 391
AED 507 total
includes taxes & fees
11 Jan - 12 January 2026
Rod 'N' Reel Resort
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is AED 496
AED 707 total
includes taxes & fees
8 Jan - 9 January 2026
Wylder Tilghman Island
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AED 493
AED 561 total
includes taxes & fees
11 Jan - 12 January 2026
Anchored Inn at Hidden Harbour Marina
Exterior
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (639)
"Was a great and pleasant experience "
United States
MARLON
The price is AED 421
AED 468 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Solomons
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (408)
"Awesome! Love the room and fireplace!"
United States
Brian
The price is AED 731
AED 885 total
includes taxes & fees
15 Dec - 16 Dec
The Wildset
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is AED 735
AED 808 total
includes taxes & fees
14 Dec - 15 Dec
The Tilghman Island Inn
View from property
Courtyard Marriott Waldorf

Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very Good, (921)
"Clean room staff was friendly. "
United States
KaShaun
The price is AED 386
AED 428 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard Marriott Waldorf
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is AED 1,783
AED 2,157 total
includes taxes & fees
18 Dec - 19 Dec
Inn at Perry Cabin
Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi
Rips Country Inn

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (60)
"Good stay"
United States
David
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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Top Chesapeake Beach Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The hotel is beautiful I can’t wait for"
Lynn 2-night trip
Posted 10 days ago
Rod 'N' Reel Resort

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Frequently asked questions

Searching for hotels with bars in Chesapeake Beach?
Though you might not find a hotel in Chesapeake Beach well-known for its bar, you will find 15 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after a day out and about. While you're here, you can check out Chesapeake Beach Water Park and Chesapeake Beach Railway Museum.
What are the best hotels with bars in Chesapeake Beach?
Here are some favorite hotels with bars in and around Chesapeake Beach: Rod 'N' Reel Resort: Hotel with 2 restaurants. Enjoy the 2 bars, seasonal outdoor pool, and marina. Sonesta ES Suites Annapolis: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free valet parking. Spark by Hilton Waldorf: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. St Michaels Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Candlewood Suites Annapolis by IHG: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chesapeake Beach?
To experience the area's highlights, consider visiting Chesapeake Beach Water Park, Chesapeake Beach Railway Museum, and Rod n Reel Charter Fishing, and then find a cozy spot for a nightcap. Other places to see include Bruce Gabrielson's Surf Art Gallery and Museum and Breezy Point Beach. Chesapeake Beach is known for its spas and restaurants.
When is the best time to visit Chesapeake Beach?
Visiting local bars in Chesapeake Beach is more fun when you know what the weather holds. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
How can I get to Chesapeake Beach and around the area?
Here are some of your transportation options in and around Chesapeake Beach: Fly into Easton, MD (ESN-Easton - Newnam), which is located 26.5 mi (42.7 km) from the heart of the city. Otherwise, you can search for flights to College Park, MD (CGS), which is 28.8 mi (46.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.