Downtown St. Michaels Vacations from $741

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The Latest Downtown St. Michaels Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk One
The Shore House
Miramar Condominiums
Beach Walk
Grand Hotel Ocean City Oceanfront

Downtown St. Michaels Hotel Deals

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
$517 nightly
The price is $568 total per night from Dec 14 to Dec 15
$568 total
Dec 14 - Dec 15
Total with taxes and fees
9.4/10 Exceptional! (371 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.

Reviewed on Nov 12, 2025

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $241 total per night from Dec 14 to Dec 15
$241 total
Dec 14 - Dec 15
Total with taxes and fees
9.6/10 Exceptional! (408 reviews)
Nice large room. Free breakfast was good.

Reviewed on Dec 7, 2025

The Wildset
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
$200 nightly
The price is $220 total per night from Jan 1 to Jan 2
$220 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.2/10 Wonderful! (130 reviews)
What a great stay! Beautiful B&B in St Michael’s! Our hosts Connie and Edward were very welcoming. Had great suggestions for dining and tourist attractions within the town. Our room was clean, comfortable and was perfect for our stay. The Inn also offers bikes to explore the area as well. Each afternoon, ...

Reviewed on Aug 11, 2025

Parsonage 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.