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Featured St. Michaels Beach Hotels

Inn at Perry Cabin
Hotels with Pools in St. Michaels

St Michaels Inn
Price was far below others in the area. Accommodations were clean, bed was fine, it met my needs.
Reviewed on Oct 13, 2025

Inn at Perry Cabin
Staff is outstanding in every aspect. Add upgrades to rooms in furniture and painting, add sugar free syrup and pancakes for breakfast. Tours and Toast were lovely.
Reviewed on Oct 17, 2025

George Brooks House B&B
This is a true gem. The house and room were very warm, comfortable, and inviting. The staff were friendly, very helpful, and knowledgeable. Room was true to picture and description. Bed was very comfortable. Breakfast was delicious. Parking was easy and convenient. Would absolutely stay again.
Reviewed on Aug 1, 2025
Hotels with Hot Tubs in St. Michaels

Inn at Perry Cabin
Staff is outstanding in every aspect. Add upgrades to rooms in furniture and painting, add sugar free syrup and pancakes for breakfast. Tours and Toast were lovely.
Reviewed on Oct 17, 2025
Beach Hotels St. Michaels
Toes in the sand, drink in hand, skin getting tanned—beach life is the sweet life. At the shore, the pace slows, moods elevate, and beachfront hotels line the horizon. Whether you’re a jump-straight-in-the-water person or like to remain on dry land, you’re living your best life at the beach. Better yet, get cozy at beach hotels St. Michaels after the day’s surf-and-sand activities for some post-sunset chilling.
Vacation + beach = perfection
The best things come to those who beach. Find watersports like surfing, snorkeling, waterskiing, paddle boarding, kayaking—options are aplenty for enjoying the waves. Feel like taking it easy? Nothing’s better than napping under an umbrella and taking in the sounds of the surf. Bring a kite, enjoy a round of spike ball, or get competitive over a volleyball match. It’s easy to check all the boxes on beach days. The best beach hotels in St. Michaels can point you toward delicious food and other activities in the area. And they likely have enough on-site amenities that you’ll never have to venture far from shore.
She saves (sand) dollars by the seashore
If you think you can’t beat a good day at the beach, add the best prices to the equation, and you’ve found the right formula for the best time ever. Filter hotels by the following to make one and one equal amazing:
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Hotwire Hot Rates: With a Hotwire Hot Rate, you’ll think you found the mecca of cheap beach hotels. In reality, you’re seeing some of the best discounts on premium hotels, because mystery deals really pay off. You may even end up in the best luxury beach hotel at an incredible price.
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Price: If the beach is enough to make you swoon, look for the lowest price on hotels, with ours starting at $111. If you’ve set your sights a little higher, up those price points for a swankier stay.
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Amenities: You came for the beach, but extra perks don’t hurt. Get straight to the waves and grab a free breakfast. Relax even more at a full-service spa. When it comes to a tailor-made getaway, finding the right amenities ups the experience to the power of perfect.
Subtract stress, add a sprinkle of sun and sand, and enjoy the sum total of your days at the beach. When you book with Hotwire, your vacation satisfaction can reach 100 percent.
Hotels by Star Rating
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More Hotel Options in St. Michaels
- Hotels with a Pool in St. Michaels
- Historic Hotels in St. Michaels
- Hotels with Free Parking in St. Michaels
- Romantic Hotels in St. Michaels
- Pet-friendly Hotels in St. Michaels
- Oceanfront Hotels in St. Michaels
- Family Hotels in St. Michaels
- Hotel Wedding Venues in St. Michaels
- Hotels with Hot Tubs in St. Michaels
- Resorts & Hotels with Spas in St. Michaels
Top Points of Interests in St. Michaels
- Hotels near St. Michaels Winery
- Hotels near Chesapeake Bay Maritime Museum
- Hotels near St. Michaels Museum
- Hotels near Windon Distilling
- Hotels near St Michaels Nature Trail
- Hotels near Chesapeake Bay
- Hotels near U.S. Naval Academy
- Hotels near Chesapeake Bay Bridge
- Hotels near Sandy Point State Park
- Hotels near Annapolis City Dock
- Hotels near Navy-Marine Corps Memorial Stadium
Cities near St. Michaels
- Annapolis Hotels (19.58 mi)
- Cambridge Hotels (17.02 mi)
- Easton Hotels (8.01 mi)
- Chestertown Hotels (30.99 mi)
- Stevensville Hotels (14.25 mi)
- Grasonville Hotels (11.87 mi)
- Chesapeake Beach Hotels (17.85 mi)
- North Beach Hotels (17.4 mi)
- Rock Hall Hotels (24.28 mi)
- Eastern Shore Hotels (21.5 mi)
- Edgewater Hotels (21.08 mi)
- Pasadena Hotels (29.78 mi)
- Tilghman Hotels (8.4 mi)
- Prince Frederick Hotels (25.8 mi)
- Arnold Hotels (22.6 mi)
- Oxford Hotels (7.47 mi)