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.
OCHG VIRGINIA LEE

OCHG VIRGINIA LEE

2 out of 5
Downtown Ocean City
Price was $1,099, price is now $918 per person
$918
per person
Dec 5 - Dec 9
found 23 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
8.4/10 Very Good! (7 reviews)
We absolutely loved our stay at the OCHG Virginia Lee! We stayed in the top unit and it was amazing! The property manager, Cindy, is top notch and super quick with communication! Highly recommended!

Reviewed on Aug 3, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,653, price is now $2,056 per person
$2,056
per person
Dec 5 - Dec 9
found 23 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
7.6/10 Good! (87 reviews)
There was a funny smell in the hallway many times throughout the days. Bed was not in good shape

Reviewed on Aug 25, 2025

OCHG Ocean Block 7-11

OCHG Ocean Block 7-11

3 out of 5
Downtown Ocean City
Price was $1,301, price is now $1,068 per person
$1,068
per person
Dec 5 - Dec 9
found 23 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
8/10 Very Good! (3 reviews)
The house was clean and spacious. The kitchen was well stocked with plates, cups, mugs, and silverware but other than that it was pretty bare bones throughout. From reading reviews beforehand, we brought a lot of items with us which helped a lot- towels, hand soap, oven mitts, cooking supplies, laundry detergent, dishwasher detergent, etc. Some of the furniture is falling apart but the house was very clean and the beds were comfortable and it was great having 2 bathrooms and the layout is spacious and we were able to walk to the festival grounds at the end of the boardwalk. If you bring the extra items you need and aren’t looking for luxury, then it’s a great place to stay and it’s right off the boardwalk and with free parking.

Reviewed on Sep 29, 2025

Popular places to visit

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

4.5/5(15 reviews)

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

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
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
Inn at Perry Cabin
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street, St. Michaels, MD
Parsonage Inn
George Brooks House B&B

George Brooks House B&B

3 out of 5
24500 Rolles Range Road, St. Michaels, MD
George Brooks House B&B
Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
103 West Strand Road, Oxford, MD
Sandaway Suites & Beach
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road, Tilghman, MD
Knapps Narrows Marina & Inn
The Tilghman Island Inn

The Tilghman Island Inn

3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
The Tilghman Island Inn
See all 1,561 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.

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