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

Find Oceanfront Hotels in St. Michaels, MD from CA $315

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Check availability on St. Michaels Oceanfront Hotels

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

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

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Robert M
CA $287
CA $315 total
includes taxes & fees
Sep 27 - Sep 28
The Tilghman Island Inn

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
CA $259
CA $355 total
includes taxes & fees
Sep 21 - Sep 22
Wylder Tilghman Island

3. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
CA $323
CA $369 total
includes taxes & fees
Oct 4 - Oct 5
Annapolis Waterfront Hotel, Autograph Collection

4. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
CA $1,189
CA $2,029 total
includes taxes & fees
Sep 21 - Sep 22
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

5. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
United States
Jill R.
CA $276
CA $442 total
includes taxes & fees
Oct 5 - Oct 6
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
View all properties

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

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"This is a great hotel in a great location two great restaurants."
William 1-night trip
Posted 6 days ago
Annapolis Waterfront Hotel, Autograph Collection
St Michaels Inn

St Michaels Inn

8/10 Good
"The one issue was there were flies in our room and a squished bug came on our wall. There also were cobwebs in the corner. Not enough pillows and old."
Rachel 1-night trip
Posted 6 days ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 12 days ago
Inn at Perry Cabin

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 St. Michaels Marina and Chesapeake Bay Maritime Museum. For additional things to see and do, consider a visit to St. Michaels Winery or Saint Michaels Village.
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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