Book Exclusive St. Michaels Vacation Packages

Choose one or more items to build your trip:

St. Michaels flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Ocean City - Bayside, MD

Home2 Suites by Hilton Ocean City - Bayside, MD

3 out of 5
North Ocean City
per person
Mar. 6 - Mar. 11
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
Stay at this 3-star business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. 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
North Ocean City
per person
Mar. 6 - Mar. 11
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) 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 Ocean City County Library are located nearby.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Mar. 6 - Mar. 11
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Holiday Inn & Suites Ocean City, an IHG Hotel

Holiday Inn & Suites Ocean City, an IHG Hotel

3 out of 5
Downtown Ocean City
per person
Mar. 6 - Mar. 11
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, 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.
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

2.5 out of 5
per person
Mar. 6 - Mar. 11
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Queenstown Harbor Golf Club are located nearby.

Top St. Michaels hotels deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $135 total
includes taxes & fees
29 Jan - 30 Jan
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 rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Pool
Breakfast included
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is CA $525 per night
CA $525
CA $635 total
includes taxes & fees
22 Jan - 23 Jan
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. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are located nearby.
Pool
Hot tub
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $301 per night
CA $301
CA $363 total
includes taxes & fees
12 Jan - 13 Jan
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. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located nearby.
Breakfast included
Pet-friendly
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street, St. Michaels, MD
The price is CA $259 per night
CA $259
CA $285 total
includes taxes & fees
13 Jan - 14 Jan
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 Marina are located nearby.
Breakfast included
Pet-friendly
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Get rates
Stay at this vacation home in St. Michaels. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located nearby.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Get rates
Stay at this cottage in St. Michaels. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located nearby.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in St. Michaels
View all properties
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.

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

St. Michaels Winery

You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Winery

1879 Hooper Straight Lighthouse

1879 Hooper Straight Lighthouse 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 the waterfront or visit the shops in this romantic area.

1879 Hooper Straight Lighthouse

St. Michaels Vacations

Forge meaningful memories, have epic adventures and go where the locals go — anything is possible in St. Michaels. But first, let us offer you the essentials about your next vacation destination!

St. Michaels lies 40 miles (64 kilometers) to the southeast of Baltimore, a significant city.

Hotels in St. Michaels

St. Michaels isn't exactly famous for its massive number of places to stay. Even so, with 4 properties on offer via Travelocity, you should be able to find the right digs pretty easily. Secure your room now to avoid missing out!

If you're looking for quality accommodations in St. Michaels, we recommend the Inn at Perry Cabin by Belmond and Five Gables Inn and Spa. Choose a room and then start organizing all your exciting getaway experiences.

Places to visit in St. Michaels

Forget your history books! See the past come to life at St. Michaels Museum. Like some more ideas? The labels on wine bottles usually only provide us with part of the story about the drop inside. Why not pay a visit to St. Michaels Winery to hear the full history behind their blends? And that's not all. Water travel revolutionized the world and is still a key component of the global economy. Plan an outing to Chesapeake Bay Maritime Museum for a fascinating look at seafaring history.

Where do you fly into for St. Michaels?

Arriving at Baltimore Washington International Thurgood Marshall Airport (BWI)? Once you disembark, central St. Michaels is approximately 35 miles (56 kilometers) southeast away. Flag down a cab and take a deep breath — your getaway has only just begun!

Frequently asked questions

How much are vacation packages to St. Michaels?
Travelocity offers hotel and flight packages starting at an incredible CA $813. With these kinds of savings, you’ll be exploring all of St. Michaels in the blink of an eye.
How long should my St. Michaels vacation be?
Usually, 2 nights is how long the majority of people spend checking out the sights and sounds of St. Michaels. Wondering if that’ll be enough time to get to all the things on your to-do list? Stay a couple more nights so you won’t miss a thing.
Where can I get the best vacation package deals for St. Michaels?
Look no further than Travelocity. With as many as 400 air carriers and 665,000 properties worldwide, it’s easy to craft a St. Michaels package deal that suits your travel style.
Why should I purchase my St. Michaels vacation package with Travelocity?
Nothing beats the feeling of knowing you’ve bagged the best price available — that’s our Price Match Guarantee. Add to that our enormous range of magical destinations and 24/7 team of customer service professionals and you’ve got the formula for a hassle-free vacation.
Can I save money on my St. Michaels car rental if I bundle it with a hotel or flight?
Combining your hotel, flight and car into a St. Michaels vacation package is a great way to score the best deal. Plus, having your own car rental gives you total freedom to make your way to all those amazing sights you can’t wait to check out. Situated 69 kilometersfrom St. Michaels, White House is one place that should be on your must-do list. Turn up the tunes and make a day trip of it.
What is the best time of year to go to St. Michaels?
is peak season here, while are the quietest months. If your budget is your top consideration, avoid traveling during as it’s typically the dearest time. The least expensive month to visit is .
Which airport is best for St. Michaels?
Washington, DC (DCA-Ronald Reagan Washington National), located around 69 kilometerswest of downtown St. Michaels, is likely to be where you’ll arrive. Your other options are Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) (60 kilometersaway from central St. Michaels) and Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) (80 kilometersaway from central St. Michaels).
What is there to do in St. Michaels?
St. Michaels Winery is one of the superb sights that make St. Michaels such a tourist hot spot. But give yourself enough time to experience the city’s lesser-known attractions too. This is sometimes where the best vacation memories are created.
Where should I stay when visiting St. Michaels?
If you’re searching for someplace comfortable to lay your head, consider the St Michaels Inn. It’s the top choice for many visitors.
Can I go on vacation to St. Michaels at this time?
Travelocity has the local knowledge to ensure your getaway dreams a reality, so before planning your trip to St. Michaels, take peek at our Covid-19 Travel Advisor. This is where you can find current info about quarantine policies, travel restrictions and other important advice.

Photos of local treasures

Browse St. Michaels vacation photos for more inspiration

St. Michaels
Photo by Lin R
Photo by Lin R
Photo by JensTrvlBug
Photo by JensTrvlBug
Photo by Lucas
Photo by Lucas
Photo by Louise Johnson
Photo by Louise Johnson