Downtown St. Michaels, MD

St. Michaels


Popular places to visit


Downtown St. Michaels Hotel Deals

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ¥91,331 per night from Apr 19 to Apr 20
¥91,331
¥100,464 total
Apr 19 - Apr 20
includes taxes & fees
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (376 reviews)
The Inn at Perry Cabin was a great option

Reviewed on Mar 30, 2026

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
The price is ¥34,762 per night from Apr 28 to Apr 29
¥34,762
¥41,730 total
Apr 28 - Apr 29
includes taxes & fees
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (429 reviews)
We had a wonderful stay! Everyone was so friendly, the room was clean and comfortable and the breakfast was delicious. Will definitely stay again

Reviewed on Mar 30, 2026

The Wildset
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.8/10 Exceptional! (200 reviews)
A lovely home just a block from the shops and restaurants on Talbot Street. The rear addition adds generous living space while preserving the charm of the historic house. The screened-in back deck is a great feature for relaxing evenings.Upstairs, the bedroom feels like a second retreat—spacious, ...

Reviewed on Mar 30, 2026

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
The price is ¥26,825 per night from Apr 5 to Apr 6
¥26,825
¥29,508 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
9.2/10 Wonderful! (131 reviews)
Great staff. Room was very cold (61) and no hot water in sink.

Reviewed on Feb 3, 2026

Parsonage Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is ¥37,236 per night from Apr 19 to Apr 20
¥37,236
¥49,886 total
Apr 19 - Apr 20
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,002 reviews)
Great service, room was clean, great food options

Reviewed on Mar 30, 2026

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is ¥22,935 per night from Apr 9 to Apr 10
¥22,935
¥28,633 total
Apr 9 - Apr 10
includes taxes & fees
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,000 reviews)
love the property for location and now that restaurant and lovely lobby and sitting areas it's quite nice (nicer!)

Reviewed on Mar 30, 2026

Rod 'N' Reel Resort
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.



Downtown St. Michaels, MD