Family Hotels in St. Michaels

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Family Hotels in St. Michaels

A room with a view of a wooden deck and a gazebo by the water.

A white house with a garden patio featuring a wicker chair and a round table.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.

1. Inn at Perry Cabin

Downtown St. Michaels

Childcare
Cribs/infant beds provided
Outdoor pool

$570

$627 total

includes taxes & fees

Oct 26 - Oct 27

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

2. Best Western Plus Easton Inn & Suites

Easton

Indoor pool

$129

$142 total

includes taxes & fees

Sep 30 - Oct 1

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

3. The Tidewater Inn

Easton

Spa
Free parking
Free WiFi
Restaurant
Connecting rooms available
Air conditioning

$189

$208 total

includes taxes & fees

Oct 27 - Oct 28

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel with a covered entrance, multiple floors, and a parking lot.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

4. Fairfield Inn & Suites by Marriott Easton

Easton

Indoor pool

$135

$149 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

5. Hampton Inn Easton

Easton

Cribs/infant beds provided
Indoor pool

$151

$166 total

includes taxes & fees

Oct 27 - Oct 28

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

An outdoor event area with round tables and a view of the water.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

6. Hyatt Place Kent Narrows & Marina

Grasonville

Indoor pool

$152

$169 total

includes taxes & fees

Oct 6 - Oct 7

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A gym with a treadmill, elliptical, and stationary bike.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

7. Baymont by Wyndham Easton

Easton

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Air conditioning

$99

$109 total

includes taxes & fees

Sep 30 - Oct 1

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

A coffee station with two coffee machines and a variety of coffee pods and cups.

8. Holiday Inn Express Easton by IHG

Easton

Indoor pool

$134

$147 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a large bed, bedside tables, a chair, a desk, a window with curtains, and a wall-mounted air conditioner.

A bathroom with a bathtub, toilet, and shower.

A gym with exercise equipment, a bench, and a wall-mounted mirror.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

9. Best Western Kent Narrows Inn

Grasonville

Indoor pool

$116

$129 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with two beds, a desk, a TV, and a window with curtains.

A bathroom with a granite countertop, a sink, a toilet, a shower with a white curtain, and a hairdryer mounted on the wall.

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

A breakfast bar with a waffle maker, coffee machine, and juice dispenser.

10. Econo Lodge Easton Route 50

Easton

Free parking
Free WiFi
Air conditioning
Laundry facilities
24/7 front desk

$81

$89 total

includes taxes & fees

Oct 5 - Oct 6

A spacious lobby with a staircase, a reception desk, and a dining area.

A hotel room with a bed, a sofa, a desk, and two chairs. There are two lamps on the desk and a picture frame on the wall.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

11. Quality Inn Grasonville near Kent Island

Grasonville

Pool
Free parking
Free WiFi
Air conditioning
24/7 front desk

$100

$111 total

includes taxes & fees

Oct 19 - Oct 20

A spacious lobby with a reception desk, seating area, and a television screen.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

12. Comfort Inn & Suites Cambridge

Cambridge

Indoor pool

$116

$129 total

includes taxes & fees

Oct 27 - Oct 28

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

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

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.

13. Rod 'N' Reel Resort

Chesapeake Beach

Arcade/game room

$161

$212 total

includes taxes & fees

Oct 7 - Oct 8

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

A historic brick building with a red roof, multiple windows, and a central staircase.

14. Historic Inns of Annapolis

Historic District

Cribs/infant beds provided

$106

$155 total

includes taxes & fees

Oct 12 - Oct 13

15. Village Inn Annapolis MD

Annapolis

Cribs/infant beds provided

$83

$95 total

includes taxes & fees

Sep 30 - Oct 1

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

16. DoubleTree by Hilton Hotel Annapolis

Annapolis

Cribs/infant beds

$97

$110 total

includes taxes & fees

Oct 1 - Oct 2

A swimming pool with a diving board, a brick wall, and a building in the background.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

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 high ceilings, large windows, and modern chandeliers.

17. Hyatt Regency Chesapeake Bay

Cambridge

Children's club
Childcare
Cribs/infant beds provided
2 outdoor pools
Arcade/game room

$208

$284 total

includes taxes & fees

Oct 26 - Oct 27

Two Adirondack chairs facing a calm body of water with a clear sky above.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A reception desk with a modern design, a digital display, and a check-in counter.

A modern food court with a central island, various food stations, and a yogurt display.

18. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Cribs/infant beds provided

$110

$122 total

includes taxes & fees

Oct 25 - Oct 26

A spacious atrium with a high ceiling, skylights, and a patterned floor.

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 bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A harbor with multiple boats docked, buildings in the background, and a prominent church steeple.

19. Graduate by Hilton Annapolis

Annapolis

Cribs/infant beds provided

$147

$167 total

includes taxes & fees

Oct 26 - Oct 27

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

20. The Westin Annapolis

Annapolis

Indoor pool

$199

$227 total

includes taxes & fees

Oct 25 - Oct 26

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Discover your perfect family-friendly hotel in St. Michaels

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Top neighborhoods in St. Michaels

Downtown St. Michaels

A coastal town with a marina, houses, and a forested landscape.

Downtown St. Michaels

The Downtown St. Michaels neighborhood offers attractions such as St. Michaels Marina and Saint Michaels Town Hall.

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Top landmarks in St. Michaels

A lighthouse on stilts with a green roof, surrounded by water and greenery.

Chesapeake Bay Maritime Museum

9.4/10 (91 reviews)

Chesapeake Bay Maritime Museum is just one of the attractions in Downtown St. Michaels, St. Michaels so you might want to stop by during your trip. If you want to experience more of the culture St. Michaels has to offer, head to 1879 Hooper Straight Lighthouse, Saint Michaels Town Hall, and St. Michaels Marina.

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A marina with several sailboats docked in calm waters.

St. Michaels Marina

You can stroll along St. Michaels Marina for relaxing water views when you're in Downtown St. Michaels. If you carry on walking you'll get to Higgins Yacht Yard and Marina for some more water views.

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A white wooden house with a brown door and a small window.

Saint Michaels Village

If you like shopping, take time out to go to Saint Michaels Village when in St. Michaels.

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St. Michaels Winery

8.6/10 (91 reviews)

Travelers to St. Michaels might want a tour of St. Michaels Winery in Downtown St. Michaels.

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Saint Michaels Town Hall

Saint Michaels Town Hall is worth a pic or two when discovering Downtown St. Michaels.

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1879 Hooper Straight Lighthouse

Downtown St. Michaels is home to 1879 Hooper Straight Lighthouse, so why not stop by during your stay in St. Michaels.

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St. Michaels Museum

8.6/10 (9 reviews)

St. Michaels Museum is just one of the attractions in Downtown St. Michaels, St. Michaels so you might want to stop by during your trip. If you want to experience more of the culture St. Michaels has to offer, head to St. Michaels Winery, St. Michaels Marina, and Saint Michaels Town Hall.

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Perry Cabin Park

Perry Cabin Park is worth a visit, located 0.4 mi (0.7 km) from central St. Michaels.

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