Find hotels in Downtown St. Michaels, St. Michaels

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Dec 30 - Dec 31
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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Downtown St. Michaels hotels

Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (411)
"Everything was lovely. "
United States
Erin
The price is ￥27,919
￥34,142 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Wildset
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ￥26,515
￥29,166 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Parsonage Inn
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ￥92,022
￥111,347 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Inn at Perry Cabin
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
20.5 km from Downtown St. Michaels
9.6 out of 10, Exceptional, (684)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is ￥18,162
￥20,160 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Kent Narrows & Marina
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
23.2 km from Downtown St. Michaels
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is ￥25,735
￥32,534 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Inn at Chesapeake Bay Beach Club
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
29.1 km from Downtown St. Michaels
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
The price is ￥26,827
￥34,913 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Regency Chesapeake Bay
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
30.5 km from Downtown St. Michaels
8.2 out of 10, Very Good, (800)
"Great place "
United States
John
The price is ￥17,765
￥19,719 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Comfort Inn & Suites Cambridge
Free buffet breakfast
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
29.2 km from Downtown St. Michaels
8.8 out of 10, Excellent, (760)
"Great location"
United States
Bradley
The price is ￥19,496
￥21,640 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Holiday Inn Express Cambridge by IHG
Porch
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
3.5 star property
13.2 km from Downtown St. Michaels
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
28.8 km from Downtown St. Michaels
9.4 out of 10, Exceptional, (471)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ￥20,916
￥23,845 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Anchored Inn at Hidden Harbour Marina
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
12.3 km from Downtown St. Michaels
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ￥31,974
￥35,171 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Tilghman Island Inn
Dock
Marvel's on the Creek

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
29.9 km from Downtown St. Michaels
10.0 out of 10, Exceptional, (161)
"Clean & spacious room. Amazing hospitality. Excellent communication!"
United States
Chin
The price is ￥28,076
￥31,165 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Marvel's on the Creek
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
22.9 km from Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is ￥18,747
￥26,238 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kent Island Resort
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
20.2 km from Downtown St. Michaels
9.0 out of 10, Wonderful, (1005)
"Clean and friendly staff"
United States
Lisa
The price is ￥19,056
￥21,153 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Kent Island Marina
Exterior
Hampton Inn Easton

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
14.1 km from Downtown St. Michaels
9.0 out of 10, Wonderful, (555)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is ￥18,189
￥20,008 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Hampton Inn Easton
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
20.4 km from Downtown St. Michaels
8.0 out of 10, Very Good, (1003)
"Nice place "
United States
Tucker T
The price is ￥13,011
￥14,443 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best Western Kent Narrows Inn
Lobby
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
14.2 km from Downtown St. Michaels
9.2 out of 10, Wonderful, (1000)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is ￥18,560
￥20,416 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Best Western Plus Easton Inn & Suites
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
20.7 km from Downtown St. Michaels
9.2 out of 10, Wonderful, (945)
"It was very comfortable and clean"
United States
Maria
The price is ￥14,817
￥16,447 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
12.9 km from Downtown St. Michaels
8.8 out of 10, Excellent, (843)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is ￥27,919
￥30,710 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Tidewater Inn
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
2.2 km from Downtown St. Michaels
8.2 out of 10, Very Good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ￥15,531
￥17,084 total
includes taxes & fees
Jan 4 - Jan 5, 2026
St Michaels 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.
View all properties

Top Downtown St. Michaels Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"So good!!"
Bridgit 1-night trip
Posted 4 days ago
Hyatt Regency Chesapeake Bay

Frequently asked questions

What's it like in Downtown St. Michaels?
Travelers will be sure to enjoy their time in St. Michaels's Downtown St. Michaels neighborhood. Be sure to check out St. Michaels Marina and Chesapeake Bay Maritime Museum as part of your Downtown St. Michaels travel plans.
Where is the best hotel for a stay in Downtown St. Michaels?
Based on Expedia customer reviews, The Wildset is the highest ranked property in Downtown St. Michaels. This hotel offers free breakfast and a restaurant. Other top choices in the neighborhood include Inn at Perry Cabin and Parsonage Inn.
How many hotels will I find in Downtown St. Michaels?
If you're searching for places to stay in St. Michaels, Expedia has something to meet your needs with 27 Downtown St. Michaels hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Downtown St. Michaels, will I receive a refund?
Yes, most hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Downtown St. Michaels.
Where can I learn more about changing or cancelling my trip to Downtown St. Michaels?
For more information about changing or cancelling your trip to Downtown St. Michaels, go to https://www.expedia.com/service/.
What is there to do in this St. Michaels neighborhood?
If you've got some time for activities in Downtown St. Michaels, you won't be disappointed by St. Michaels Marina, St. Michaels Winery, and Higgins Yacht Yard and Marina. Chesapeake Bay Maritime Museum and Saint Marys Square Museum are also a couple of places to visit in the neighborhood. A few places to visit in the area around Downtown St. Michaels include Church Cove Park, St. Michaels Museum, and Saint Michaels Town Hall. When you're sightseeing in St. Michaels, Windon Distilling and Classic Motor Museum are also worth a stop.