
St. Michaels Vacation Packages
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Your St. Michaels Vacation
The fascinating city of St. Michaels is calling your name. Immerse yourself in everything it has to offer with a St. Michaels vacation package that's tailored to you. You'll want to take in some sights during your trip to St. Michaels. Drop by major attractions such as St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your St. Michaels vacation plans in motion!
Top St. Michaels Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Rodeway Inn
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Salisbury (SBY)
7/10 Good! (330 reviews)
First room had water on the bathroom floor, second room attempt was unprepared ...Beds were not made. Third room was fine and clean. Breakfast was minimal and neglected by staff... No plates, no napkins until requested
Reviewed on Aug. 1, 2025


Gold Leaf Hotel of Dewey - Rehoboth Beach
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Salisbury (SBY)
8.6/10 Excellent! (1,012 reviews)
The best part of this hotel was its closeness to the beach. I think the property itself is a little run down by age. A new carpet would have made a difference, but overall it was a clean comfortable stay. The staff was very nice.
Reviewed on Aug. 3, 2025

Comfort Inn & Suites Milford
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Salisbury (SBY)
8/10 Very Good! (575 reviews)
If details matter, you won’t like this hotel. My sink faucet was leaking. My tub faucet was dripping. Tub base was stained. Otherwise my stay was fine. Nice people at the desk.
Reviewed on Jul. 9, 2025

The Bay Resort
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Salisbury (SBY)
8.6/10 Excellent! (761 reviews)
Our favorite thing about the hotel was the view from our balcony. It was so peaceful and it was the perfect place to watch the sunset over the bay. The location was perfect - once you parked, there was no need to use your car again. The Ocean was 2 short blocks away and there was a great assortment of restaurants in walking distance. Some of the faciliy is a bit dated, but it was clean and the staff was super nice and helpful. We will be returning!
Reviewed on Jul. 28, 2025
St. Michaels Hotel Deals

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is CA $813 per night from Sep 1 to Sep 2
CA $813
CA $983 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (355 reviews)
"The setting is spectacular and the staff could not have been kinder and more helpful."
Reviewed on Jul. 13, 2025

The Wildset
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Aug 19 to Aug 20
CA $272
CA $329 total
Aug 19 - Aug 20
includes taxes & fees
9.6/10 Exceptional! (346 reviews)
"Site was exactly as advertised. The team was very responsive, and the service at breakfast wonderful. My only complaint would be the excessive (in my opinion) property lighting all through the night."
Reviewed on Jul. 31, 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is CA $133 per night from Sep 2 to Sep 3
CA $133
CA $147 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"We had a great time during our visit. Pool could use more seating and umbrellas. Rooms a bit dated. Overall, great time and would return. Great value for your money"
Reviewed on Jul. 31, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.