---
title: "Book the Best St. Michaels Hotels with Early Check-in in 2026 from CA $100 | Expedia.ca"
description: "Browse Hotels with Early Check-in in St. Michaels, MD from CA $100. Compare room rates, hotel reviews and availability. Most hotels are fully refundable."
canonical: "https://www.expedia.ca/St-Michaels-Hotels-Hotel-With-Early-Check-In.0-0-d5940-thotelwithearlycheckin.Travel-Guide-Filter-Hotels"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-15T07:40:46Z
---

Plan your trip

- [St. Michaels Travel Guide](https://www.expedia.ca/St-Michaels.dx5940)
- [Hotels in St. Michaels](https://www.expedia.ca/St-Michaels-Hotels.d5940.Travel-Guide-Hotels)
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- [Things to do in St. Michaels](https://www.expedia.ca/Things-To-Do-In-St-Michaels.d5940.Travel-Guide-Activities)
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![A lighthouse on stilts with a green roof, surrounded by water and greenery.](https://images.trvl-media.com/place/5940/e6e904c9-6963-428c-86a5-2a2f72ac31c6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Louise Johnson

# Find Hotels with Early Check-in in St. Michaels, MD from CA $100

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## Check prices for these dates

[Check prices for these dates, December 15–16, 2026](https://www.expedia.ca/Hotel-Search?regionId=5940&startDate=2026-12-15&endDate=2026-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&property%5Famenities%5Fgroup%5Fexplore=express%5Fcheckin)

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## Our top choices for St. Michaels hotels with express check-in

### [1\. Parsonage Inn](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information)

![A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/8e209338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Downtown St. Michaels
- Guest rating: 9.2/10 (Wonderful, 139 reviews)
- Price: CA $357, CA $392 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for St. Michaels hotels with express check-in
- Review: The staff were great. The breakfast was delicious and the location is perfect for walking into town., by Susan

### [2\. Fairfield Inn & Suites by Marriott Easton](https://www.expedia.ca/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information)

![A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/2322f180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Easton
- Guest rating: 9.6/10 (Exceptional, 397 reviews)
- Price: CA $181, CA $199 total, includes taxes & fees, Nov 19 - Nov 20, for Our top choices for St. Michaels hotels with express check-in
- Review: Love this hotel, everyone was friendly and it was so clean! I’m really picky about where I stay and I would absolutely stay here again., by Amanda

### [3\. Hampton Inn Easton](https://www.expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information)

![A modern hotel dining area with a long table, four chairs, and three pendant lights.](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/8260c7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Easton
- Guest rating: 9/10 (Wonderful, 595 reviews)
- Price: CA $182, CA $201 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for St. Michaels hotels with express check-in
- Review: Pet friendly...very nice for our dog Staff helpful, by Andrew

### [4\. Holiday Inn Express Easton by IHG](https://www.expedia.ca/Easton-Hotels-Holiday-Inn-Express-Easton.h2264.Hotel-Information)

![An indoor swimming pool with lounge chairs and a no diving sign.](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/ab0e55e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Easton
- Guest rating: 9/10 (Wonderful, 639 reviews)
- Price: CA $200, CA $220 total, includes taxes & fees, Nov 19 - Nov 20, for Our top choices for St. Michaels hotels with express check-in
- Review: would go again, by Alison

### [5\. Hilton Garden Inn Kent Island Marina](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

![A patio with outdoor seating, overlooking a marina with boats.](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Grasonville
- Guest rating: 8.8/10 (Excellent, 1001 reviews)
- Price: CA $174, CA $194 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for St. Michaels hotels with express check-in
- Review: Everything was fantastic, by Gamil

### [6\. Best Western Kent Narrows Inn](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/e2a3e8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Grasonville
- Guest rating: 8/10 (Very good, 1003 reviews)
- Price: CA $128, CA $142 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for St. Michaels hotels with express check-in
- Review: Nice location & stay, by Holly

### [7\. Sandaway Suites & Beach](https://www.expedia.ca/Oxford-Hotels-Sandaway-Suites-Beach.h3503039.Hotel-Information)

![A lakeside view with sailboats, grassy areas, and white Adirondack chairs.](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/148d1f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Oxford
- Guest rating: 9.6/10 (Exceptional, 226 reviews)
- Price: CA $392, CA $431 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for St. Michaels hotels with express check-in
- Review: Had a wonderful time at a beautiful property., by Gary

### [8\. Kent Island Resort](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

![A large, two-story barn-style building with a covered front porch and a garage.](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Stevensville
- Guest rating: 9.2/10 (Wonderful, 190 reviews)
- Price: CA $175, CA $241 total, includes taxes & fees, Dec 1 - Dec 2, for Our top choices for St. Michaels hotels with express check-in
- Review: Just a wonderful place, we had an amazing stay!, by Bethany

### [9\. Historic Inns of Annapolis](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Historic District
- Guest rating: 9/10 (Wonderful, 2072 reviews)
- Price: CA $101, CA $164 total, includes taxes & fees, Dec 16 - Dec 17, for Our top choices for St. Michaels hotels with express check-in
- Review: Great location, excellent stay, by Christiaan

### [10\. The Westin Annapolis](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/40bb8194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Annapolis
- Guest rating: 8.8/10 (Excellent, 1000 reviews)
- Price: CA $227, CA $259 total, includes taxes & fees, Nov 29 - Nov 30, for Our top choices for St. Michaels hotels with express check-in
- Review: Excellent location, Very nice Hotel, by Loraine

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.

[View all properties](https://www.expedia.ca/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30&regionId=5940&adults=2&property%5Famenities%5Fgroup%5Fexplore=express%5Fcheckin&sort=RECOMMENDED&openPlayBack=true)

## Top St. Michaels Hotel Reviews

### [Hampton Inn Easton](https://www.expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information)

![A modern hotel dining area with a long table, four chairs, and three pendant lights.](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/8260c7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 8058 Ocean Gateway, Easton, MD, 21601, US
- Location: Easton
- Star rating: 2.5/5
- Guest rating: 9/10 (595 reviews)
- Review: Good place all in all, by Wahid, September 12, 2026, rated 10/10 Excellent

### [Holiday Inn Express Easton by IHG](https://www.expedia.ca/Easton-Hotels-Holiday-Inn-Express-Easton.h2264.Hotel-Information)

![An indoor swimming pool with lounge chairs and a no diving sign.](https://images.trvl-media.com/lodging/1000000/10000/2300/2264/ab0e55e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 8561 Ocean Gateway Route 50, Easton, MD, 21601, US
- Location: Easton
- Star rating: 3/5
- Guest rating: 9/10 (639 reviews)
- Review: Clean room excellent breakfast and excellent front desk, by Vito, August 14, 2022, rated 10/10 Excellent

### [Sandaway Suites & Beach](https://www.expedia.ca/Oxford-Hotels-Sandaway-Suites-Beach.h3503039.Hotel-Information)

![A lakeside view with sailboats, grassy areas, and white Adirondack chairs.](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/148d1f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 103 West Strand Road, Oxford, MD, 21654, US
- Location: Oxford
- Star rating: 3/5
- Guest rating: 9.6/10 (226 reviews)
- Review: What a spectacular place. Rooms are somewhat colonial but so comfortable. The grounds are super and we got to drink wine and watch the sunset each night on Adaondak chairs. Each morning there was a basket at the door left quietly at 0700\. Inside is a carafe of coffee, all the fixings, pastry, juice. Thete was also an area in the reception of help yourself to fruit, etc. I would give this higher than an excellent if I could. The town is cute and there is a ferry to the site as well. You'll love..., by Elaine, October 22, 2026, rated 10/10 Excellent

### [Hilton Garden Inn Kent Island Marina](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

![A patio with outdoor seating, overlooking a marina with boats.](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 3206 Main St, Grasonville, MD, 21638, US
- Location: Grasonville
- Star rating: 3/5
- Guest rating: 8.8/10 (1001 reviews)
- Review: Close to the water, easy access off highway. Staff very helpful and friendly. View from the balcony was directly over the water. Hotel a little dated but clean, fairly spacious and comfortable. We would stay there again., by Joe, October 16, 2019, rated 8/10 Good

### [Historic Inns of Annapolis](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 58 State Circle, Annapolis, MD, 21401, US
- Location: Historic District
- Star rating: 3.5/5
- Guest rating: 9/10 (2072 reviews)
- Review: Great hotel great location. Friendly staff, by Kelly, April 29, 2026, rated 10/10 Excellent

### [Crowne Plaza Annapolis by IHG](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/3e34bf99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Annapolis
- Review: Nice for family, by Tarun, September 3, 2024, rated 10/10 Excellent

### [The Westin Annapolis](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/40bb8194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 100 Westgate Cir, Annapolis, MD, 21401, US
- Location: Annapolis
- Star rating: 4/5
- Guest rating: 8.8/10 (1000 reviews)
- Review: Great last minute booking. All went smoothly, by Kelly, October 23, 2026, rated 10/10 Excellent

### [Courtyard by Marriott Annapolis](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Annapolis
- Review: Okay, by Shirley, July 16, 2026, rated 10/10 Excellent

### [Hilton Garden Inn Annapolis](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information)

![A modern lobby with a reception desk, seating area, and potted plants.](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/263bf014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Annapolis
- Review: Na, by Shane, November 2, 2026, rated 10/10 Excellent

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- [Washington Hotels](https://www.expedia.ca/Washington-Hotels.d178318.Travel-Guide-Hotels)
- [Hotels with Waterslides in Cambridge](https://www.expedia.ca/Cambridge-Hotels-Hotels-With-Waterslides.0-0-d6608-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
- [Casino Hotels in Cambridge](https://www.expedia.ca/Cambridge-Hotels-Casino-Hotel.0-0-d6608-tCasinoHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-Beach-Hotel.0-0-d166219-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Annapolis](https://www.expedia.ca/Annapolis-Hotels-Cheap-Hotels.0-0-d6034082-tCheapHotels.Travel-Guide-Filter-Hotels)
- [B&B in Royal Oak](https://www.expedia.ca/Royal-Oak-Bed-And-Breakfast.d6047042-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Oxford Hotels](https://www.expedia.ca/Oxford-Hotels.d142793.Travel-Guide-Hotels)
- [Beach Hotel Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Beach-Hotel.0-0-d222-tBeachHotel.Hotel-Filter-Destinations)
- [Easton Hotels](https://www.expedia.ca/Easton-Hotels.d7120.Travel-Guide-Hotels)
- [Arundel on the Bay Hotels](https://www.expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels.0-n553248635976475949-0.Travel-Guide-Filter-Hotels)
- [Flights from Washington (DCA) to Easton (ESN)](https://www.expedia.ca/lp/flights/dca/esn/washington-to-easton)
- [Flights from Cincinnati (CVG) to Easton (ESN)](https://www.expedia.ca/lp/flights/cvg/esn/cincinnati-to-easton)
- [Flights to St. Michaels](https://www.expedia.ca/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights)
- [Flights from Los Angeles (LAX) to Easton (ESN)](https://www.expedia.ca/lp/flights/lax/esn/los-angeles-to-easton)
- [Flights from Montreal (YUL) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/yul/bwi/montreal-to-baltimore)
- [Flights to Kent Island](https://www.expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)
- [Flights from Vancouver (YVR) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/yvr/bwi/vancouver-to-baltimore)
- [Flights to Eastern Shore](https://www.expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)
- [Flights from Allentown (ABE) to Easton (ESN)](https://www.expedia.ca/lp/flights/abe/esn/allentown-to-easton)
- [Flights to Washington](https://www.expedia.ca/Cheap-Flights-To-Washington.d178318.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/yyz/bwi/toronto-to-baltimore)
- [Flights from Buffalo (BUF) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/buf/bwi/buffalo-to-baltimore)
- [Flights from Edmonton (YEG) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/yeg/bwi/edmonton-to-baltimore)
- [Flights from Calgary (YYC) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/yyc/bwi/calgary-to-baltimore)
- [Flights to Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)
- [Flights from Winnipeg (YWG) to Baltimore (BWI)](https://www.expedia.ca/lp/flights/ywg/bwi/winnipeg-to-baltimore)
- [Flights to Baltimore](https://www.expedia.ca/Cheap-Flights-To-Baltimore.d178235.Travel-Guide-Flights)
- [Visit Maryland](https://www.expedia.ca/Maryland.dx222)
- [Maryland Vacations](https://www.expedia.ca/Maryland.d222.Destination-Travel-Guides)
- [Chesapeake Bay Bridge](https://www.expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction)
- [Visit Eastern Shore](https://www.expedia.ca/Eastern-Shore.dx6025644)
- [Visit Easton](https://www.expedia.ca/Easton.dx7120)
- [Visit Annapolis](https://www.expedia.ca/Annapolis.dx6034082)
- [Visit Arundel on the Bay](https://www.expedia.ca/Annapolis-Arundel-On-The-Bay.dx553248635976475949)
- [Washington Vacations](https://www.expedia.ca/Washington.d178318.Destination-Travel-Guides)
- [Shadyside Park](https://www.expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction)
- [Visit Downtown Cambridge](https://www.expedia.ca/Cambridge-Downtown-Cambridge.dx553248635149747882)
- [Avis Rental Cars in Easton](https://www.expedia.ca/Avis-Car-Rentals-In-Easton.d7120-c41.Car-Rental-Guide-Suppliers)
- [Rent A Wreck Rental Cars in Eastern Shore](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Eastern-Shore.d6025644-c33.Car-Rental-Guide-Suppliers)
- [Stevensville Vacation Rentals](https://www.expedia.ca/Stevensville-Vacation-Rentals.d162393.Travel-Guide-VacationRentals)
- [Things to do in Annapolis](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
- [Things to do in Maryland](https://www.expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities)

## Other language versions

```yaml
hreflang:
  x-default: https://www.expedia.com/St-Michaels-Hotels-Hotel-With-Early-Check-In.0-0-d5940-thotelwithearlycheckin.Travel-Guide-Filter-Hotels
  en-CA: https://www.expedia.ca/St-Michaels-Hotels-Hotel-With-Early-Check-In.0-0-d5940-thotelwithearlycheckin.Travel-Guide-Filter-Hotels
  en-US: https://www.expedia.com/St-Michaels-Hotels-Hotel-With-Early-Check-In.0-0-d5940-thotelwithearlycheckin.Travel-Guide-Filter-Hotels
```