Title: St. Michaels Vacation Packages & Trips 2025/2026 from CA $747 | Expedia.ca

  

[Hotels in St. Michaels](https://expedia.ca/St-Michaels-Hotels.d5940.Travel-Guide-Hotels)[Vacation Rentals in St. Michaels](https://expedia.ca/St-Michaels-Vacation-Rentals.d5940.Travel-Guide-VacationRentals)[Flights to St. Michaels](https://expedia.ca/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights)[St. Michaels Car Rentals](https://expedia.ca/Car-Rentals-In-St-Michaels.d5940.Car-Rental-Guide)

![](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# St. Michaels Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

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Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/St-Michaels-Winery-St-Michaels.d553248633992438808.Vacation-Attraction), [Chesapeake Bay Maritime Museum](https://www.expedia.ca/Chesapeake-Bay-Maritime-Museum-St-Michaels.d553248633992441010.Vacation-Attraction) and [St. Michaels Museum](https://www.expedia.ca/St-Michaels-Museum-St-Michaels.d553248621561196327.Vacation-Attraction). 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.

![Days Inn by Wyndham Easton](https://images.trvl-media.com/lodging/1000000/30000/21800/21787/5882e31c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Days Inn by Wyndham Easton

CA $747

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

5.6/10 (895 reviews)

The tv was difficult to operate. There were no cups in the room. The soap is too small. But I do like the value of the property.

Reviewed on Sep 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YUL&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21787&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaNtPiwLMFxvM62qWwq_iTvwcZzVj12mmfjU6iVIXgR0m)

![The Americana Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/fc3af3e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Americana Hotel

Downtown Ocean City

CA $923

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

8.8/10 Excellent! (1,036 reviews)

Hot water problem No hot water at bathroom sink and took long long time to get hot water for shower

Reviewed on Oct 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YUL&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13279694&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaLbzbMc3RaDYfOF0GIjlCTXbzsIX74bhto4JR5eQraJ3)

![Motel 6 Pocomoke City, MD](https://images.trvl-media.com/lodging/1000000/20000/18000/17960/b8cac908_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Motel 6 Pocomoke City, MD

CA $791

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

5.2/10 (489 reviews)

Our kids had fun at the pool

Reviewed on Aug 31, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YUL&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17960&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaCXf_xh-x_8zi1_8cE7RxfihmazC2fj-Lswz0vaoakYJ)

![Econo Lodge Pocomoke City Hwy 13](https://images.trvl-media.com/lodging/1000000/10000/7600/7537/1eeeebaa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Econo Lodge Pocomoke City Hwy 13

CA $786

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

5.6/10 (767 reviews)

the staff are amazing and my stay last year was PHENOMENAL, so i booked again this year. everything was awesome spare our bed, it was broken and at an angle, so the bed hurt us no matter what we did.

Reviewed on Sep 30, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YUL&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7537&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaCXf_xh-x_8zi1_8cE7Rxfh4lUr6VPrheS6jKNk0eX-Z)

![Hampton Inn & Suites Ocean City/Bayfront-Convention Center](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/adc9fd46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

CA $785

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

8.8/10 Excellent! (1,001 reviews)

Nice place and great breakfast options that’s included

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YUL&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5121459&paandie=true&dealMarker=ID1KOb_rJe9KjVVW5SiWaCXf_xh-x_8zi1_8cE7RxfifySwYz-AwE6J9IJOA5r37)

## Ready to book your vacation to St. Michaels?

Choose your dates

## St. Michaels Hotel Deals

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

CA $127

CA $140 total

Oct 22 - Oct 23

includes taxes & fees

8/10 Very Good! (1,007 reviews)

"yes"

Reviewed on Oct 10, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=10281&PinnedHotelID=10281&HadPinnedHotel=true&regionId=5940)

![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Wildset

209 N Talbot St, St. Michaels, MD

CA $308

CA $369 total

Oct 28 - Oct 29

includes taxes & fees

9.6/10 Exceptional! (384 reviews)

wonderful vibe

"very clean - super friendly staff and wonderful vibe. Bed was super comfy as well! Only issue was someone’s takeout box with leftover food was left in the room fridge."

Reviewed on Oct 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=64410566&PinnedHotelID=64410566&HadPinnedHotel=true&regionId=5940)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD

CA $567

CA $687 total

Nov 12 - Nov 13

includes taxes & fees

9.4/10 Exceptional! (365 reviews)

"Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean"

Reviewed on Sep 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=12%2F11%2F2025&endDate=13%2F11%2F2025&selected=14576&PinnedHotelID=14576&HadPinnedHotel=true&regionId=5940)

[See all 1,302 properties in St. Michaels](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F10%2F2025&endDate=17%2F10%2F2025&regionId=5940)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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![QR code to download the app](data:image/png;base64,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)