Downtown St. Michaels Travel Guide

St. Michaels

Popular places to visit

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.

Chesapeake Bay Maritime Museum
Boats docked in the harbor, in St. Michaels, Maryland.

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.

St. Michaels Marina
st michaels village maryland old historical houses

Saint Michaels Village

You can browse for the perfect souvenirs at Saint Michaels Village during your stay in St. Michaels. Stroll along this romantic area's waterfront or simply enjoy its seafood restaurants.

Saint Michaels Village

St. Michaels Winery

You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Winery

1879 Hooper Straight Lighthouse

After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.

1879 Hooper Straight Lighthouse

St. Michaels Museum

You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Museum

Things to do

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

฿5,180
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

฿7,931
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
Kent Narrows Sightseeing Cruise

Kent Narrows Sightseeing Cruise

฿1,293
per adult
Kent Narrows Sightseeing Cruise
See all activities in St. Michaels

Top hotels in Downtown St. Michaels

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ฿20,320 per night from 21 Jun to 22 Jun
฿20,320
฿22,352 total
21 Jun - 22 Jun
includes taxes & fees
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...
9.6/10 Exceptional! (387 reviews)
"We enjoyed a wonderful, stress-free four days at the inn and the surrounding area. Highly recommend it."

Reviewed on 22 May 2026

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is ฿8,135 per night from 30 Jun to 1 Jul
฿8,135
฿9,668 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.8/10 Exceptional! (453 reviews)
"We had a great stay !! The restaurant Ruse was fantastic food. We celebrated our anniversary"

Reviewed on 29 May 2026

The Wildset
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
The price is ฿7,035 per night from 8 Jun to 9 Jun
฿7,035
฿7,739 total
8 Jun - 9 Jun
includes taxes & fees
Stay at this B&B in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
9.2/10 Wonderful! (136 reviews)
"The staff, but not the owner, was very welcoming. Breakfast was good, but on the meager-side. The room was clean. The bathroom was very, very small. When drying yourself after a shower, you had to be careful not to wipe the toilet bowl."

Reviewed on 28 May 2026

Parsonage Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is ฿8,324 per night from 7 Jun to 8 Jun
฿8,324
฿11,009 total
7 Jun - 8 Jun
includes taxes & fees
Stay at this beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Excellant job"

Reviewed on 1 Jun 2026

Hyatt Regency Chesapeake Bay
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ฿4,420 per night from 15 Jun to 16 Jun
฿4,420
฿4,862 total
15 Jun - 16 Jun
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"It is a so so place"

Reviewed on 1 Jun 2026

St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is ฿4,969 per night from 15 Jun to 16 Jun
฿4,969
฿6,496 total
15 Jun - 16 Jun
includes taxes & fees
Stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants and a marina. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
"Great room"

Reviewed on 3 Jun 2026

Rod 'N' Reel Resort
See all 739 properties in Downtown St. Michaels
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.

Downtown St. Michaels Travel Guide