38 Properties in St. Michaels, Maryland, United States of America. June 7, 2026 through June 9, 2026

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St. Michaels Winery

Chesapeake Bay Maritime Museum

St. Michaels Museum

Higgins Yacht Yard and Marina

Church Cove Park

Saint Marys Square Museum

St Michaels Nature Trail

Back Creek Park

Perry Cabin Park

Saint Michaels Village

Muskrat Park

St. Michaels Marina

1879 Hooper Straight Lighthouse

Saint Marys Square

CL Open Field

Windon Distilling

Classic Motor Museum

Saint Michaels Town Hall

Clint S. Bradley Park

Neighborhood

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St. Michaels

Downtown St. Michaels

Property brand

Pyramid Independent

Holiday Inn Express

Fairfield Inn and Suites

Candlewood Suites

Remington

Best Western

Graduate by Hilton

Quality

Country Inn & Suites - by Choice Hotels

Hampton Inn

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TownePlace Suites

Autograph Collection Hotels & Resorts

Red Roof Inn

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OYO

Doubletree

SpringHill Suites

Sonesta ES

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Baymont Inns & Suites

Best Western Plus

Hyatt Regency

Courtyard

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Enjoy the season with activities like ice skating, snowmobiling, or sledding.

Scuba diving or snorkeling

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38 properties

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A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A two-story building with a covered entrance and an American flag.

St Michaels Inn

St. Michaels

Breakfast incl

Cribs available

Breakfast incl, AC, Cribs available

8.08.0 out of 10

Very Goodvery good

1,000 reviews(1,000 reviews)

$57 off

$148 nightly

The current price is $325 total

$325 total

Total with taxes and fees

We have 3 left at this price

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

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

VIP Access

Historic Inns of Annapolis

Bar and lounge

Restaurant

Room service

Bar and lounge, Restaurant, Room service

Reserve now, pay later

9.09.0 out of 10

Wonderfulwonderful

2,034 reviews(2,034 reviews)

$542 nightly

The current price is $1,304 total

$1,304 total

Total with taxes and fees

We have 1 left at this price

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

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

Best Western Plus Easton Inn & Suites

Indoor pool

Housekeeping

Indoor pool, AC, Housekeeping

Fully refundable

Reserve now, pay later

9.29.2 out of 10

Wonderfulwonderful

1,006 reviews(1,006 reviews)

$159 nightly

The current price is $350 total

$350 total

Total with taxes and fees

We have 1 left at this price

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Photo gallery for St Michaels Inn

St Michaels Inn

Photo gallery for Historic Inns of Annapolis

Historic Inns of Annapolis

Photo gallery for Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites