Deals on vacations and trips to St. Michaels

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St. Michaels flight + hotel vacation packages

Park Place Hotel

Park Place Hotel

3 out of 5
Price was $1,239, price is now $1,089 per person
per person
Aug 24 - Aug 28
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Multilingual staff can provide around-the-clock assistance and laundry facilities are on offer.
Country Inn & Suites by Radisson, Ocean City, MD

Country Inn & Suites by Radisson, Ocean City, MD

2.5 out of 5
North Ocean City
Price was $1,112, price is now $1,019 per person
per person
Aug 24 - Aug 28
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a library, and laundry facilities are also on offer.
Rideau Oceanfront Motel

Rideau Oceanfront Motel

3 out of 5
Price was $943, price is now $885 per person
per person
Aug 24 - Aug 28
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A restaurant and a seasonal outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Kokomo Suites

Kokomo Suites

2.5 out of 5
Midtown Ocean City
Price was $806, price is now $759 per person
per person
Aug 24 - Aug 28
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
A restaurant and a seasonal outdoor pool are featured at this hotel. WiFi in public areas is free. Self parking is offered and multilingual staff can provide around-the-clock assistance.

Top St. Michaels hotels deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD, 21663
The price is $141 per night
$141
per night
May 31 - Jun 1
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
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD, 21663
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
$179
per night
May 31 - Jun 1
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is also provided.
Pet friendly
Parking included
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD, 21663
The price is $648 per night
$648
per night
Jun 4 - Jun 5
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
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD, 21401
The price is $140 per night
$140
per night
May 31 - Jun 1
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Pet friendly
Free WiFi
Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

3.5 out of 5
173 Jennifer Rd, Annapolis, MD, 21401
Free Cancellation
The price is $126 per night
$126
per night
Jun 1 - Jun 2
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Hot Tub
Graduate Annapolis

Graduate Annapolis

4 out of 5
126 West St, Annapolis, MD, 21401
Free Cancellation
Reserve now, pay when you stay
The price is $177 per night
$177
per night
Jun 4 - Jun 5
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 12 conference rooms, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
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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.

Popular places to visit

Image for 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
Image for St. Michaels Winery

St. Michaels Winery

4.5/5(45 reviews)

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
Image for St. Michaels 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

Frequently asked questions

How much are vacation packages to St. Michaels?
Treat yourself to a memorable travel experience in St. Michaels with a vacation package starting from as low as $759. Locking in your flights and hotels with Travelocity has never been so easy. What’s more, our packages will leave you with more savings in your pocket for fun.
How long should my St. Michaels vacation be?
Many travelers choose to spend about 2 nights in St. Michaels. But what’s right for them mightn’t be right for you. Whether you opt to stay for a few days or a few weeks, you’ll love discovering all the amazing things that this destination has to offer.
Where can I get the best vacation package deals for St. Michaels?
For an amazing package deal to St. Michaels, head straight to Travelocity. Take your pick of 400 air carriers and 1,000,000 properties across the globe to create your ultimate escape — it’s really that simple.
Why should I purchase my St. Michaels vacation bundle via Travelocity?
Because you’ll never roam alone if you lock in your trip with us, and we offer round-the-clock customer support and excellent service to boot. Add to that our Price Match Guarantee and a massive range of destinations to select from. It’s our job to help you have the trip of a lifetime.
Will I save money on my St. Michaels car rental if I book it with a hotel or flight?
Combining your hotel, flight and car into a St. Michaels vacation package is the easiest way to score an incredible deal. Plus, having your own set of wheels gives you the freedom to get to all those big sights you’re eager to explore. Situated 45 mi from St. Michaels, White House is one place that should be on your to-do list. Top up the tank and make a day trip of it.
What is the best time of year to go to St. Michaels?
is the most popular time to visit, while are typically quieter. If you’re traveling on a limited budget, think about visiting in . is regarded as the costliest month to stay here.
Which airport is best for St. Michaels?
Ronald Reagan Washington National Airport (DCA), around 45 mi west of downtown St. Michaels, is most likely where you’ll step off the plane. Your other choices are Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (35 mi away from central St. Michaels) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (50 mi away from central St. Michaels).
What is there to do in St. Michaels?
You’ll sense a certain kind of magic as you stroll through the streets of St. Michaels. St. Michaels Winery and Chesapeake Bay Maritime Museum are just a couple of famous sights that make this city such a sought-after destination, so add them to your itinerary.
Where should I stay when visiting St. Michaels?
The St Michaels Inn is recommended by many travelers. Book as soon as possible before it’s too late.
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.