St. Michaels Winery Tours

They say you can't buy happiness, but at least you can buy amazing wine! Spend an afternoon discovering the quality products crafted by passionate local winemakers at St. Michaels Winery.

When you've finished exploring this wine-making establishment in St. Michaels, why not make your way to Chesapeake Bay Maritime Museum, and St. Michaels Museum? They're close to St. Michaels Winery and also a hit with many tourists.

Plan a trip to see St. Michaels Winery

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
7.6/10 Good! (63 reviews)
It doesn't have a gym, it doesn't have free breakfast, it doesn't have bike rentals, or free water bottles or a cookies when you check in. But it's a clean, well-run establishment in a perfect location. I would highly recommend if you're visiting Ocean City.

Reviewed on Jun 25, 2025

Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 4 - Sep 10
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
7.2/10 Good! (15 reviews)
This is a decent place to stay. Very walkable. Condo is a nice size! Plenty of room for 2 families of 3. Had a plumbing issue and the staff addressed it very quickly! Would stay here again.

Reviewed on Jun 8, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (2,932 reviews)
Overall, my stay at the Grand Hotel with my boys was good. I would say that the hotel, in general, and particularly the rooms, are a bit outdated.

Reviewed on Jun 27, 2025

Popular places to visit

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.

Chesapeake Bay Maritime Museum

Windon Distilling

You can take time to visit Windon Distilling during your travels to St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.

Windon Distilling

Classic Motor Museum

You can spend time studying the exhibits at Classic Motor Museum during your travels in St. Michaels. Visit the shops in this romantic area, or simply enjoy its seafood restaurants.

Classic Motor Museum

St. Michaels Museum

You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Museum

Saint Marys Square

Saint Marys Square is just one of the places to see in St. Michaels, so why not enjoy the other things to explore during your travels? Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.

Saint Marys Square

Saint Marys Square Museum

You can spend time browsing the exhibits at Saint Marys Square Museum during your trip to St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.

Saint Marys Square Museum

Best Lodging Options Near St. Michaels Winery

Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
Inn at Perry Cabin
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
The Wildset
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
St Michaels Inn
The Oaks Waterfront
The Oaks Waterfront
4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
The Oaks Waterfront
The Tilghman Island Inn
The Tilghman Island Inn
3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
The Tilghman Island Inn
Wylder Tilghman Island
Wylder Tilghman Island
2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
Wylder Tilghman Island
The Tidewater Inn
The Tidewater Inn
3 out of 5
101 E Dover St, Easton, MD
The Tidewater Inn
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3 out of 5
6176 Tilghman Island Road, Tilghman, MD
Knapps Narrows Marina & Inn
Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & Suites
2.5 out of 5
8708 Alicia Drive, Easton, MD
Best Western Plus Easton Inn & Suites
See all 1,541 properties in St. Michaels Winery
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.