Downtown St. Michaels Hotels, St. Michaels

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Downtown St. Michaels hotels

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 NZ$377
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
Breakfast, lunch, dinner served; sea 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 NZ$1,081
includes taxes & fees
30 Dec - 31 Dec
Inn at Perry Cabin
Premium Room
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (410)
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
United States
Jenn
The price is NZ$393
includes taxes & fees
28 Dec - 29 Dec
The Wildset
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
1.4 km from Downtown St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NZ$288
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
Suite, 1 Queen Bed, Non Smoking
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
19.8 km from Downtown St. Michaels
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is NZ$161
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island
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, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is NZ$209
includes taxes & fees
30 Dec - 31 Dec
Hyatt Place Kent Narrows & Marina
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 NZ$176
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
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, (939)
"It was very comfortable and clean"
United States
Maria
The price is NZ$165
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
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, (1000)
"Clean and friendly staff"
United States
Lisa
The price is NZ$217
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Kent Island Marina
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, (1001)
"Nice place "
United States
Tucker T
The price is NZ$142
includes taxes & fees
30 Dec - 31 Dec
Best Western Kent Narrows Inn
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 NZ$287
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort
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 NZ$386
includes taxes & fees
18 Jan - 19 Jan 2026
The Tilghman Island Inn
Horse riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
29.6 km from Downtown St. Michaels
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
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 NZ$357
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
12.8 km from Downtown St. Michaels
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is NZ$297
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
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, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is NZ$262
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
11.8 km from Downtown St. Michaels
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is NZ$226
includes taxes & fees
27 Dec - 28 Dec
Knapps Narrows Marina & Inn
View from property
Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
14.3 km from Downtown St. Michaels
9.6 out of 10, Exceptional, (367)
"Great hotel, very clean & quiet. "
United States
Janet
The price is NZ$303
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Easton
Front of property
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
5.9 km from Downtown St. Michaels
10.0 out of 10, Exceptional, (41)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is NZ$778
includes taxes & fees
28 Dec - 29 Dec
The Oaks Waterfront
Exterior
Quality Inn

Quality Inn

Quality Inn
2.5 star property
14.2 km from Downtown St. Michaels
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is NZ$160
includes taxes & fees
1 Jan - 2 Jan 2026
Quality 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.
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Top Downtown St. Michaels Hotel Reviews

The Wildset

The Wildset

10/10 Excellent
"Everything was outstanding, however the lot and handicap ramp were VERY ICY. We almost fell multiple times. Just a caution"
nichole 1-night trip
Posted 3 days ago
The Wildset

Frequently asked questions

What's it like in Downtown St. Michaels?
Travellers will be sure to enjoy their time in St. Michaels's Downtown St. Michaels neighbourhood. Make sure that you visit 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 neighbourhood include Inn at Perry Cabin and Parsonage Inn.
How many hotels can I expect to find in the Downtown St. Michaels area?
If you're searching for places to stay in St. Michaels, Expedia has something to meet your needs with 28 Downtown St. Michaels hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Downtown St. Michaels, will I receive a refund?
Yes, the majority of hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then filter by "fully refundable" to view the top deals on offer in Downtown St. Michaels.
What is there to do in this St. Michaels neighbourhood?
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 neighbourhood. 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.