Compare Hotels with Pools in St. Michaels

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Featured St. Michaels Hotels with Pools

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
$112 nightly
The price is $123 total per night
$123 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime Museum.
Pool
Breakfast included
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$574 nightly
The price is $632 total per night
$632 total
Dec 11 - Dec 12
Total with taxes and fees
A stay at Inn at Perry Cabin places you in the heart of St. Michaels, steps from Perry Cabin Park and 8 minutes by foot from Higgins Yacht Yard and Marina.
Pool
Hot Tub
George Brooks House B&B

George Brooks House B&B

3 out of 5
24500 Rolles Range Road St. Michaels MD
$170 nightly
The price is $187 total per night
$187 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
When you stay at George Brooks House B&B in St. Michaels, you'll be within a 5-minute drive of Chesapeake Bay Maritime Museum.
Pool
Breakfast included
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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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St. Michaels hotels essential information

Accommodation
1,261 hotels
Lowest Price
$123
Highest Price
$632
Popular hotels
St Michaels Inn, Inn at Perry Cabin, George Brooks House B&B

Most Recent St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

5 out of 5
Posted 19 hours ago
CheapTickets Verified Review
"Excellent from check in to check out, highly recommend!"
A verified traveler stayed at Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG

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