A waterfront street lined with trees and a white building with a balcony.

Find Oceanfront Hotels in St. Michaels, MD

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Our top choices for St. Michaels hotels with an ocean view

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (154 reviews)
"Totally charming. We had a lovely time and our dogs loved it."
United States
Wm
The price is CA $315
CA $347 total
includes taxes & fees
Aug 9 - Aug 10
The Tilghman Island Inn

2. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (105 reviews)
"Lovely, quiet location with pleasant staff and great activities. Some quirks with toilets and tvs that are to be expected in an older property but issues were addressed quickly. Would definitely stay again."
United States
Leslie
The price is CA $424
CA $537 total
includes taxes & fees
Sep 1 - Sep 2
Wylder Tilghman Island

3. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (956 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is CA $279
CA $318 total
includes taxes & fees
Aug 16 - Aug 17
Annapolis Waterfront Hotel, Autograph Collection

4. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
10.0 out of 10, Exceptional, (1 review)
The price is CA $302
CA $384 total
includes taxes & fees
Aug 6 - Aug 7
Sailboat Experience in Annapolis
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.

Find out more about St. Michaels

Discover top St. Michaels attractions

St. Michaels, Maryland, is a hidden gem that offers a delightful mix of charm, history, and adventure. One must-visit spot is the Chesapeake Bay Maritime Museum, where families can explore interactive exhibits showcasing the rich maritime heritage of the region, including traditional boat-building techniques. The St. Michaels Nature Trail provides a scenic route for those who enjoy leisurely strolls or cycling, with beautiful views of the bay and opportunities to spot local wildlife. For a taste of local flavour, dining at the Crab Claw Restaurant is a must; their renowned crab cakes are a true highlight and best enjoyed on the waterfront patio. Adventurous spirits can take to the waters with a guided kayak tour, providing a unique perspective of the stunning shoreline while paddling through calm, picturesque waters. Finally, a visit to the historic St. Michaels Museum allows you to delve into the town's past, featuring exhibits in beautifully restored buildings that tell the story of this quaint fishing village. When it comes to accommodation, the waterfront hotels near the harbour are particularly inviting. These establishments often boast charming nautical themes, upscale amenities, and the luxury of stunning sunsets over the bay, ensuring a comfortable and pampered stay. You can expect attentive service from staff who are eager to assist in arranging activities or providing recommendations for local attractions, making your trip to St. Michaels not just a vacation, but a cherished experience.

Top St. Michaels Hotel Reviews

Frequently asked questions

What does St. Michaels offer sea lovers?
You can make your St. Michaels escape special by staying somewhere with ocean views. Be sure to choose an option overlooking the waterfront for a chance to enjoy your time at the water's edge. After you've had your fill of the sea and beach, check out the boating and shopping in St. Michaels.
What are the highlights to see in St. Michaels?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. Experience the area's historical sites and boating, and make time for local attractions like Saint Michaels Town Hall and St. Michaels Marina. For additional things to see and do, consider a visit to Chesapeake Bay Maritime Museum or 1879 Hooper Straight Lighthouse.
Why should I choose an oceanview hotel for my St. Michaels vacation?
Spoil yourself with an oceanview room and enjoy incredible views of the sea during your vacation to St. Michaels. We make it easy to find the ideal hotel when you use our ocean view filter in the search results to narrow your search.

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