St. Michaels Vacation Packages 2026 from $789

St. Michaels flight + hotel vacation packages

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

Gold Leaf Hotel of Dewey - Rehoboth Beach

$789

per person

Aug 28 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free self parking, laundry facilities, and free newspapers are also on offer.

Hyatt House Lewes/Rehoboth Beach

$914

per person

Aug 28 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Ocean Terrace Family Apartments

Downtown Ocean City

$1,150

per person

Jul 27 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Salisbury (SBY)

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

Ocean 1 Hotel and Suites

Downtown Ocean City

$984

per person

Sep 4 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Salisbury (SBY)

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.

Princess Royale Oceanfront Resort

North Ocean City

$1,325

per person

Jul 27 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Salisbury (SBY)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.

Top St. Michaels hotels deals

St Michaels Inn

1228 S Talbot Street St. Michaels MD

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$113 total

Jul 7 - Jul 8

Total with 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.

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$715 nightly

$786 total

Jul 9 - Jul 10

Total with 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.

The Wildset

209 N Talbot St St. Michaels MD

Free Cancellation

Reserve now, pay when you stay

$289 nightly

$318 total

Jun 23 - Jun 24

Total with 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.

St. Michaels Escape | Pool, Hot Tub & Fire Pit

Saint Michaels MD

Get rates

A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Parsonage Inn

210 North Talbot Street St. Michaels MD

Get rates

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.

George Brooks House B&B

24500 Rolles Range Road St. Michaels MD

$340 nightly

$374 total

Jun 26 - Jun 27

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the outdoor pool and conveniences like a terrace and free newspapers.

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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

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.

Boats docked in the harbor, in St. Michaels, Maryland.

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.

st michaels village maryland old historical houses

Saint Michaels Village

You can search for that perfect souvenir at Saint Michaels Village during your trip to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.

Frequently asked questions

How much are vacation packages to St. Michaels?

$789 is all you need to spend for an exhilarating escape in St. Michaels. Bundle your flights and hotel into a Travelocity package and watch the savings pile up. With prices this good, you'll want to start packing your suitcase now!

How long should my St. Michaels vacation be?

If you need some guidance, most visitors spend an average of 2 nights vacationing in St. Michaels. But to discover the true essence of this place, stay a bit longer. That way you can tick off more attractions and really take in the local vibe.

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

With at least 400 airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Take advantage of our impressive range and score an incredible St. Michaels package deal. Isn't it great when travel is that easy?

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

From our 24/7 customer support to our range of fantastic destinations, we're committed to giving you the most unforgettable escape. All you'll have to do is click and book — our Price Match Guarantee will make sure you score the best deal.

Can I save on my St. Michaels car rental if I bundle it with a hotel or flight?

Combining your hotel, car and flight into a St. Michaels vacation package is the easiest way to land the best prices. Plus, having your own wheels gives you total freedom to get to all those big-name sights you're itching to see. Sitting 45 mi away from St. Michaels, White House is one attraction that should have a place on your itinerary. Load up the car and make a day trip of it.

What is the best time of year to go to St. Michaels?

March, July and October is peak season here, while January, September and December usually experience less crowds. If your bank balance is your first consideration, try to avoid visiting in as it's usually the dearest time. The least expensive month to explore this part of the world is .

Which airport is best for St. Michaels?

Ronald Reagan Washington National Airport (DCA) is a main hub. It's situated approximately 45 mi west of St. Michaels. Other options worth checking out 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?

St. Michaels is full of places to explore, like St. Michaels Winery and Chesapeake Bay Maritime Museum. These two impressive attractions are at the top of most tourists' travel itineraries.

Where should I stay when visiting St. Michaels?

The St Michaels Inn is popular with many travelers. Book as soon as possible before it's too late.