Downtown St. Michaels Hotels, St. Michaels

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Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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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 AU$331
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, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is AU$949
includes taxes & fees
17 Dec - 18 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, (408)
"Awesome! Love the room and fireplace!"
United States
Brian
The price is AU$362
includes taxes & fees
16 Dec - 17 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 AU$253
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 AU$142
includes taxes & fees
21 Dec - 22 Dec
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, (674)
"Great view, good ambiance all around"
United States
Dianne
The price is AU$184
includes taxes & fees
22 Dec - 23 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, (1002)
"clean and comfy, friendly staff"
United States
Tamara
The price is AU$182
includes taxes & fees
16 Dec - 17 Dec
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, (934)
"It was very comfortable and clean"
United States
Maria
The price is AU$145
includes taxes & fees
3 Jan - 4 Jan 2026
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, (1002)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
The price is AU$172
includes taxes & fees
22 Dec - 23 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, (1004)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is AU$139
includes taxes & fees
22 Dec - 23 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, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is AU$293
includes taxes & fees
16 Dec - 17 Dec
Kent Island Resort
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, (430)
"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 AU$345
includes taxes & fees
18 Dec - 19 Dec
The Inn at Chesapeake Bay Beach Club
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, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is AU$372
includes taxes & fees
19 Dec - 20 Dec
The Tilghman Island Inn
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 AU$289
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 AU$230
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, (361)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is AU$198
includes taxes & fees
16 Dec - 17 Dec
Knapps Narrows Marina & Inn
Indoor pool, 2 outdoor pools, pool umbrellas, pool 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 AU$299
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Regency Chesapeake Bay
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, (366)
"Great hotel, very clean & quiet. "
United States
Janet
The price is AU$308
includes taxes & fees
21 Dec - 22 Dec
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)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is AU$683
includes taxes & fees
16 Dec - 17 Dec
The Oaks Waterfront
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

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Room was clean The staff was excellent.we were greeted each morning with a smile when we came down for coffee. Great service from Sarah in the evening "
Teresa 2-night trip
Posted 19 hours ago
Hilton Garden Inn Kent Island Marina