A waterfront street lined with trees and a white building with a balcony.

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Check availability on St. Michaels Beach Hotels

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for St. Michaels beach hotels

A large, two-story barn-style building with a covered front porch and a garage.
A modern bathroom with a glass shower enclosure, a white toilet, and a vanity with a mirror.
A covered porch with white railings and a table with chairs.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

1. Kent Island Resort

Kent Island Resort
Stevensville
NT$3,965
NT$5,472 total
includes taxes & fees
Nov 11 - Nov 12
Kent Island Resort
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

2. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,928
NT$8,515 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
A marina with multiple boats docked during sunset.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A historic brick building with a red roof, multiple windows, and a central staircase.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
NT$2,776
NT$4,273 total
includes taxes & fees
Nov 15 - Nov 16
Historic Inns of Annapolis
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

4. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Dip your toes in paradise at this waterfront resort with private beach access and ocean-view dining for sun-soaked adventures.
NT$6,156
NT$7,913 total
includes taxes & fees
Nov 10 - Nov 11
Hyatt Regency Chesapeake Bay
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A modern bar area with a long counter and multiple bar stools.
A hotel room with a large bed, a TV mounted on the wall, a desk, and a chair.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
NT$4,685
NT$5,200 total
includes taxes & fees
Oct 29 - Oct 30
Rod 'N' Reel Resort
Bathroom
Bar (on property)
Breakfast area
Room

6. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
NT$3,427
NT$3,907 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Annapolis Downtown
A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.
A swimming pool with a fenced area, lounge chairs, and a covered seating area.
A compact kitchenette with a microwave, coffee maker, and storage for condiments.
A bathroom with a white sink, a mirror, a towel rack, and a toilet.

7. Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
Cambridge
  • Soak in the sun on pristine white sands, just steps away from your room, with daily beach access and bicycle rentals nearby.
NT$2,451
NT$2,721 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn & Suites by Wyndham Cambridge
A spacious atrium with a high ceiling, skylights, and a patterned floor.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
NT$4,757
NT$5,422 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis
A balcony with a table set for two, overlooking a marina with boats.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.
A waterfront area with boats docked, a clear sky, and buildings in the background.
A hotel room with a large bed, a chair, a table, and a view of the water and boats.

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
NT$7,233
NT$8,246 total
includes taxes & fees
Nov 1 - Nov 2
Annapolis Waterfront Hotel, Autograph Collection
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A multi-story hotel with a brick facade, large windows, and an American flag.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

10. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
NT$3,435
NT$3,915 total
includes taxes & fees
Nov 15 - Nov 16
Crowne Plaza Annapolis by IHG
View all properties

Choose what matters most at beach hotels in St. Michaels

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Find out more about St. Michaels

St. Michaels and its attractions for beach lovers

St. Michaels, Maryland, offers a delightful blend of coastal charm and family-friendly activities perfect for beach-loving travelers. Start your day at the St. Michaels waterfront, where you can enjoy the serene views and take a leisurely stroll along the picturesque harbor. For a fun family outing, head to the Chesapeake Bay Maritime Museum, where hands-on exhibits and outdoor experiences highlight the rich maritime history of the area. If you're feeling adventurous, consider renting a kayak or paddleboard to explore the calm waters of the bay, or join a sailing tour for a unique perspective of the shoreline. Fishing enthusiasts can cast a line off the nearby docks, while those preferring relaxation can bask in the sun at the small beaches along the bay. For accommodations, the waterfront hotels in St. Michaels, such as the Inn at Perry Cabin, offer luxurious amenities and direct access to the beach, making it easy to soak up the sun and unwind after a day of exploration. With attentive service and beautiful views, staying in this area ensures a memorable experience for families looking to blend relaxation with adventure.

Find the best beach hotels and resorts in St. Michaels

For travelers seeking a beach getaway in St. Michaels, Maryland, these top hotels offer stunning waterfront views and exceptional amenities to enhance your coastal experience.Inn at Perry Cabin

  • Why it's great for the ultimate beach vacation spot: The Inn at Perry Cabin is a premier destination for beach lovers, a remarkable review rating of 9.6. Situated right on the waterfront, guests can enjoy breathtaking views and easy access to the marina, making it a perfect choice for those looking to savor the beauty of the Chesapeake Bay. The on-site restaurant features ocean views, allowing travelers to indulge in fine dining while soaking in the coastal atmosphere.
  • Other amenities: In addition to its stunning location, the Inn offers a range of luxurious amenities, including an outdoor pool, spa services, and tennis courts for active guests. The hotel features a garden and terrace for relaxation, as well as complimentary bicycles for exploring the picturesque surroundings. Guests can also enjoy 24-hour room service, valet parking, and a variety of wellness treatments at the on-site spa, ensuring a rejuvenating stay.
  • Nearby attractions: Perry Cabin Park - 0.07 miles, Higgins Yacht Yard and Marina - 0.42 miles, Saint Michaels Town Hall - 0.44 miles

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 13 hours ago
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"First time staying at the resort. We stayed two nights to celebrate my wife's birthday. I had ordered flowers that were delivered before our arrival and frontbdesk had them delivered to our room. The views from the waterfront tower build were amazing. The entire resort is very clean and well maintained. Good choice of restaurants/bars on site. Other restaurants are walkable or a short drive. The casino was surprisingly quiet and very clean, relaxing way to pass some time and maybe win some money. Enjoyed walking though the railroad museum that is on site as well. Everyone on this property were friendly and helpful. Will definitely return!"
James 2-night trip
Posted 13 hours ago
Rod 'N' Reel Resort
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 3 days ago
Best Western Annapolis

Frequently asked questions

What is St. Michaels like for travelers who love the beach?
Known for its historical sites and boating, St. Michaels offers a lot for the traveler planning a getaway.
When's the best time for a beach vacation in St. Michaels?
You can plan your beach trip with a look at the seasons in St. Michaels: 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 41°F. Average annual precipitation for St. Michaels is 53 inches.
What is there to see and do around St. Michaels?
After arriving and settling in at your hotel, you might want to venture out and explore everything St. Michaels has to offer. Experience the area's historical sites and boating, and make time for local attractions like Saint Michaels Town Hall and St. Michaels Marina. For additional things to see and do, consider a visit to Chesapeake Bay Maritime Museum or 1879 Hooper Straight Lighthouse.
What's the best way to get to my beach hotel in St. Michaels?
Here's some information to help you get to and around your beach accommodation in St. Michaels more easily: Make your way to St. Michaels with a flight to Easton, MD (ESN-Easton - Newnam), the closest major airport which is located 8.8 mi (14.1 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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