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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.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Salisbury (SBY)
Book a stay at this beach hotel in Dewey Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are located nearby.
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bay Country Shop and Ruark Boatworks are located nearby.
Beach Walk

Beach Walk

2 out of 5
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3.5-star beach hotel in Ocean City. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
La Quinta Inn & Suites by Wyndham Salisbury

La Quinta Inn & Suites by Wyndham Salisbury

2.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Poplar Hill Mansion and Salisbury Zoo are located nearby.
Sahara Motel

Sahara Motel

2.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. 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.
The Americana Hotel

The Americana Hotel

2.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, a beach locale, and 2 bars/lounges. 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.
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eastern Shore Baseball Hall of Fame Museum and Arthur W. Perdue Stadium are located nearby.
Flamingo Motel

Flamingo Motel

2 out of 5
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City

3 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Stay at this 3-star family-friendly hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. 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.
Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury

2 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Eastern Shore Baseball Hall of Fame Museum and Arthur W. Perdue Stadium are located nearby.

3-4 Night Vacations in St. Michaels Winery

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

Flamingo Motel

2 out of 5
Midtown Ocean City
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

5-7 Night Vacations in St. Michaels Winery

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

Sahara Motel

2.5 out of 5
Downtown Ocean City
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
La Quinta Inn & Suites by Wyndham Salisbury

La Quinta Inn & Suites by Wyndham Salisbury

2.5 out of 5
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)

St. Michaels Winery Last Minute Hotel Deals

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. Our guests praise the helpful staff in our reviews. ...
Inn at Perry Cabin
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 helpful staff and the clean ...
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 breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Wildset
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 Perry Cabin Park and Higgins Yacht Yard and ...
Parsonage Inn
The Oaks Waterfront
The Oaks Waterfront
4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
Stay at this 4-star B&B in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Oaks Waterfront
Wylder Tilghman Island
Wylder Tilghman Island
2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
Stay at this hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tilghman Watermen’s Museum and Talbot County Library Tilghman ...
Wylder Tilghman Island
The Tidewater Inn
The Tidewater Inn
3 out of 5
101 E Dover St, Easton, MD
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Tidewater 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. Popular attractions Knapp's Narrows Marina & Inn and Back Creek Community ...
Knapps Narrows Marina & Inn
See all 1,512 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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