A harbor with boats docked, a pier, and a row of houses along the water.

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Check availability on Chesapeake Beach Hotels with Bars

Our top choices for Chesapeake Beach hotels with a bar

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, (1,005 reviews)
"Place is gorgeous, clean and very welcoming."
United States
Patricia
The price is NT$4,767
NT$6,386 total
includes taxes & fees
Dec 7 - Dec 8
Rod 'N' Reel Resort
A modern kitchen with a large island, bar stools, and a wine rack.

2. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (524 reviews)
"Great place, very clean and fresh. Right next to a cool boathouse boat bar and overlooking the marina."
United States
David
The price is NT$5,299
NT$6,041 total
includes taxes & fees
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
A wooden sauna with a central heating unit, two benches with towels, and a small table with bottles and a container.

3. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is NT$6,214
NT$8,479 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island
A two-story house with a porch, a front door, and a small garden area.

4. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (529 reviews)
"We’d definitely stay again. One areas for improvement-breakfast."
United States
Scott
The price is NT$6,543
NT$8,019 total
includes taxes & fees
Dec 1 - Dec 2
The Wildset
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

5. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is NT$15,091
NT$16,600 total
includes taxes & fees
Dec 7 - Dec 8
Inn at Perry Cabin
A Courtyard Marriott hotel entrance with a covered walkway, multiple windows, and a well-lit facade.

6. Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very good, (1,001 reviews)
"Nice hotel. A lot of shopping and food nearby."
United States
Courtney
The price is NT$3,298
NT$3,661 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard Marriott Waldorf
A covered outdoor seating area with wicker furniture and large windows.

7. Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (726 reviews)
"Great stay"
United States
Kevin
The price is NT$4,164
NT$4,622 total
includes taxes & fees
Nov 21 - Nov 22
Hilton Garden Inn Solomons
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

8. Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (77 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is NT$2,663
NT$3,009 total
includes taxes & fees
Nov 16 - Nov 17
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

Courtyard Marriott Waldorf

Courtyard Marriott Waldorf

8/10 Good
"Nice hotel. A lot of shopping and food nearby."
Courtney 2-night trip
Posted 7 days ago
Courtyard Marriott Waldorf
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

8/10 Good
"The staff was very helpful & accommodating when we expressed our concerns. We had booked this stay as an in between stop on our long vacation & mainly booked it because it had an indoor pool the kids could use for the few days in the middle. We also were unaware there is a parking fee of 8 dollars every night you stay. We did leave a night early simply because the pool was closed for the weekend. When we arrived it was closed & we were told it would be closed all weekend but was open around 9 at night & filled with people. It was open again when we walked by around 2pm the next day with people in it once again. So we got dressed & went down to get in & it was once again closed & we were told again it was closed all weekend for maintenance. After the disappointment from the kiddos & the extra money I paid for a pool specifically ( not to mention the nightly parking fee ) we decided to leave early & just continue our driving travels. The front desk was very understanding & kind. They also offered to refund me a night even though we hadn’t decided to leave until 2pm the day before checking out. So that was very nice & I know the inconveniences were not the responsibility of the staff! Over all it was a great hotel room, comfy beds, & very nice stuff. Only issues were the pool, the lack of information regarding it & the parking fee."
Farrah 2-night trip
Posted 12 days ago
SpringHill Suites by Marriott Annapolis

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 14 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. St Michaels Inn: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free valet parking. Sonesta ES Suites Annapolis: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Holiday Inn Express Waldorf by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. SpringHill Suites by Marriott Annapolis: 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 Breezy Point Beach and Northern Chesapeake Bay. 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.

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