Hotels with a Pool in St. Michaels, MD
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured St. Michaels Hotels with Pool

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Free Cancellation
Reserve now, pay when you stay
The price is $136 per night
$136
includes taxes & fees
$124 per night
Apr 6 - Apr 7
St Michaels Inn features free WiFi in public areas, a conference center, and a seasonal outdoor pool. If you decide to drive, there's free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a computer station, a terrace, and laundry facilities.
Pool
Breakfast included

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is $583 per night
$583
includes taxes & fees
$530 per night
Apr 7 - Apr 8
Inn at Perry Cabin features a golf course, a marina, and a full-service spa. If you drive, put free valet parking to good use. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include an outdoor pool, a gym, and a sauna.
Pool
Hot Tub

George Brooks House B&B
24500 Rolles Range Road, St. Michaels, MD
The price is $176 per night
$176
includes taxes & fees
$160 per night
Apr 7 - Apr 8
At George Brooks House B&B, guests have access to an outdoor pool, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. Staff members can help with accommodation requests, and provide tour or ticket assistance. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a library, free newspapers, and a terrace.
Pool
Breakfast included
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.
St. Michaels hotels essential information
Accommodation | 1,235 hotels |
---|---|
Lowest Price | $136 |
Highest Price | $583 |
Popular hotels | St Michaels Inn, Inn at Perry Cabin, George Brooks House B&B |
Recent Hotels with Pool Reviews

Historic Inns of Annapolis
5/5 Excellent
"Historic Property. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 3 days ago
Other Hotels with Pool
Areas Of St. Michaels
Hotels Near
Hotel Themes
Flights To
Top Trending
Hotels
Hotels with a Lazy River in Ocean CityHotels with Balconies in Ocean CityHotels in SalisburyHotels with Hot Tubs in CumberlandHotels in AnnapolisHotels with Hot Tubs in HagerstownHotels in Ocean CityHotels with an Indoor Pool in Ocean CityBeach Resorts & Hotels in Ocean CityGay Friendly Hotels in Ocean CityCheap Hotels in HagerstownHotels with Hot Tubs in FrederickWaterpark Hotels & Resorts in Ocean CityHotels with Hot Tubs in WaldorfAll Inclusive Resorts & Hotels in Ocean CityHotels with Hot Tubs in Ocean CityPet Friendly Hotels in Ocean CityHotels in Silver SpringLuxury Hotels in CumberlandHotels in Frederick
Cars
Packages