Book 2 Star Hotels in St. Michaels
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Featured St. Michaels 2 Stars Hotels

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
0.29 mi from city center
$574 nightly
The price is $632 total per night
$632 total
Dec 23 - Dec 24
Total with taxes and fees
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 securing valuables, concierge services, 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

St Michaels Inn
1228 S Talbot Street St. Michaels MD
Free Cancellation
1.53 mi from city center
$103 nightly
The price is $114 total per night
$114 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

The Wildset
209 N Talbot St St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
$209 nightly
The price is $230 total per night
$230 total
Dec 18 - Dec 19
Total with taxes and fees
The Wildset features free WiFi in public areas and a gift shop. If you drive, take advantage of free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Breakfast included
Pet friendly

George Brooks House B&B
24500 Rolles Range Road St. Michaels MD
0.77 mi from city center
$170 nightly
The price is $187 total per night
$187 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
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

Parsonage Inn
210 North Talbot Street St. Michaels MD
0.21 mi from city center
$200 nightly
The price is $220 total per night
$220 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Parsonage Inn enjoy free WiFi in public areas, coffee in a common area, and a library. You can put free parking to good use if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include express check-in, express check-out, and a terrace.
Breakfast included
Pet friendly

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St Michaels MD
0.12 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
St Michaels MD
0.11 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
19.51 mi from city center
$164 nightly
The price is $187 total per night
$187 total
Dec 24 - Dec 25
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
21.92 mi from city center
$80 nightly
The price is $92 total per night
$92 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and dry cleaning/laundry. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.
Pet friendly
Parking 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 | 1,251 hotels |
|---|---|
Lowest Price | $92 |
Highest Price | $632 |
Popular hotels | Inn at Perry Cabin, St Michaels Inn, The Wildset, George Brooks House B&B, Parsonage Inn, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis |
Recent Reviews

The Wildset
5/5 Excellent
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
A verified traveler stayed at The Wildset
Posted 2 days ago


