St. Michaels Winery Vacation Deals: St. Michaels Winery, St. Michaels Vacations

St. Michaels Winery vacation package deals

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

Beach Walk

Downtown Ocean City

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

This hotel features free self parking and express check-in. Express check-out is also provided.

Bay Club Resort by Coolvacay

Midtown Ocean City

per person

Aug 29 - Sep 1

found 3 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

An indoor pool is featured at this condo resort, along with laundry facilities. Take advantage of the free self parking.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

Hyatt Regency Chesapeake Bay

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Salisbury (SBY)

This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.

The Americana Hotel

Downtown Ocean City

per person

Aug 29 - Sep 1

found 3 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

This hotel features a restaurant and 2 bars/lounges. Enjoy the indoor pool and perks like free WiFi. Self parking and a safe deposit box are also offered on site.

Ocean Terrace Family Apartments

Downtown Ocean City

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

Frequently asked questions

How much are vacation packages to St. Michaels Winery?

If you like the idea of hassle-free planning and impressive savings, our $727 St. Michaels Winery vacation package will be right up your alley. With your flights and hotels sorted, organizing your trip around this well-loved attraction has never been more simple.

Where can I get the best vacation package deals for St. Michaels Winery?

It's simple — browse Travelocity. With 400 airlines and 1,000,000 properties around the world, it's easy to craft a St. Michaels Winery package deal that fits your budget.

Why should I purchase my St. Michaels Winery vacation bundle via Travelocity?

From enticing destinations to one-of-a-kind experiences, we have everything you need to appease your wanderlust. Our 24/7 customer support will also ensure you're taken care of before, during and after your trip. And don't fret if you notice a better price on your reservation, we'll match it. That's our Price Match Guarantee.

Top St. Michaels Winery hotel deals

The Wildset

209 N Talbot St, St. Michaels, MD

Free Cancellation

Reserve now, pay when you stay

$217 nightly

$239 total

Aug 6 - Aug 7

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a snack bar/deli, and concierge services are also on offer.

Breakfast included

Pet friendly

Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD

$566 nightly

$622 total

Jul 24 - Jul 25

Total includes taxes and fees

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.

Pool

Hot Tub

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

Free Cancellation

$116 nightly

$128 total

Jul 22 - Jul 23

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.

Pool

Breakfast included

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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.