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St. Michaels Winery Vacation Packages

St. Michaels Winery Flight + Hotel Packages

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

Sahara Motel

2.5 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Club Ocean Villas II by VRI Americas

Club Ocean Villas II by VRI Americas

3.5 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3.5-star apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City

3 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 6
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3.5-star business-friendly condo in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

2.5 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Beach Walk

Beach Walk

2 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
The Americana Hotel

The Americana Hotel

2.5 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Flamingo Motel

Flamingo Motel

2 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Paradise Plaza Inn

Paradise Plaza Inn

3 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Empress Motel

Empress Motel

2 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Park Place Hotel

Park Place Hotel

3 out of 5
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

3-4 Night Vacations in St. Michaels Winery

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City

3 out of 5
Midtown Ocean City
per person
Jun 30 - Jul 3
Roundtrip non-stop flight included
Louisville (SDF) to Salisbury (SBY)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Little Rock (LIT) to Salisbury (SBY)
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Little Rock (LIT) to Salisbury (SBY)
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
Midtown Ocean City
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Little Rock (LIT) to Salisbury (SBY)

5-7 Night Vacations in St. Michaels Winery

Price found within the past 48 hours. Click for updated prices.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

2.5 out of 5
Downtown Ocean City
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Club Ocean Villas II by VRI Americas

Club Ocean Villas II by VRI Americas

3.5 out of 5
North Ocean City
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City

3 out of 5
Midtown Ocean City
per person
Jun 23 - Jun 29
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Jul 1 - Jul 6
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)

St. Michaels Winery Last Minute Hotel Deals

Quality Inn
Quality Inn
2.5 out of 5
8523 Ocean Gtwy, Easton, MD
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
St Michaels Inn
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
Stay at this hotel in St. Michaels. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Wildset
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Chesapeake Bay Maritime Museum ...
Inn at Perry Cabin
Parsonage Inn
Parsonage Inn
3.5 out of 5
210 North Talbot Street, St. Michaels, MD
Stay at this 3.5-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels ...
Parsonage Inn
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3 out of 5
6176 Tilghman Island Road, Tilghman, MD
Stay at this 3-star hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
Knapps Narrows Marina & Inn
The Oxford Inn
The Oxford Inn
3 out of 5
504 S Morris St, Oxford, MD
Stay at this 3-star inn in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
The Oxford Inn
The Tilghman Island Inn
The Tilghman Island Inn
3.5 out of 5
21384 Coopertown Rd, Tilghman, MD
Stay at this 3.5-star inn in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction ...
The Tilghman Island Inn
See all 1,474 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.

Book the perfect getaway to St. Michaels Winery

With Hotwire, booking your next trip to St. Michaels is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to St. Michaels Winery while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar St. Michaels Winery flight and hotel package for as low as $967.

Living it up in St. Michaels means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s St. Michaels Winery, St. Michaels vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in St. Michaels Winery for some of the best accommodations and flight deals.

FAQs about cheap St. Michaels Winery packages:

How to get cheap vacation deals to St. Michaels Winery?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $84.

How much are St. Michaels Winery packages?

Vacation packages to St. Michaels Winery vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $967.

How to find cheap car rentals near St. Michaels Winery?

Hotwire partners with some of the most reliable car rental companies in St. Michaels to bring you the best car rental deals in St. Michaels Winery for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to St. Michaels Winery now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to St. Michaels Winery right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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