Find Hotels with Early Check-in in St. Michaels, MD

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on St. Michaels Hotels with Early Check-in

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

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
$200 nightly
The price is $220
Jan 1 - Jan 2, 2026
Total with taxes and fees
Parsonage Inn

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1898)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
$164 nightly
The price is $187
Dec 21 - Dec 22
Total with taxes and fees
Historic Inns of Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
$74 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Annapolis

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$179 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Kent Island Resort

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
$109 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Easton

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1000)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$83 nightly
The price is $93
Dec 22 - Dec 23
Total with taxes and fees
Best Western Kent Narrows Inn

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
$84 nightly
The price is $96
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
$93 nightly
The price is $106
Dec 18 - Dec 19
Total with taxes and fees
SpringHill Suites by Marriott Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
$154 nightly
The price is $176
Dec 14 - Dec 15
Total with taxes and fees
The Westin Annapolis

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (593)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
$139 nightly
The price is $153
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Easton by IHG
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.

Find out more about St. Michaels

Discover top St. Michaels attractions

St. Michaels, Maryland, is a charming waterfront town perfect for looking for a blend of relaxation and adventure. Start your journey at the Chesapeake Bay Maritime Museum, where you can explore exhibits showcasing the region's rich maritime history and even hop on a historic skipjack for a unique sailing experience. For families, the St. Michaels Winery offers delightful tastings and tours, allowing you to savor local wines while the kids enjoy the picturesque vineyard grounds. Don't miss a stroll through the picturesque streets lined with quaint boutiques and art galleries, where you can find unique souvenirs and local crafts. For a bit of nature, visit the nearby Miles River and rent a kayak or paddleboard to explore the tranquil waters while keeping an eye out for local wildlife. After a day of exploration, unwind at one of the waterfront hotels, such as the Inn at Perry Cabin, where you can indulge in luxurious amenities and stunning views of the bay, making your stay feel pampered and special. St. Michaels combines the charm of a small town with a wealth of activities, ensuring a memorable experience for both parents and children.

Book your early check-in hotels in St. Michaels

When you select an hotel with early check-in in St. Michaels, you can be sure that your room will be ready for you when you arrive. Instead of having to wait or kill time while the front desk holds onto your luggage, you can go straight to your room and relax.  

Start browsing our amazing selection of best St. Michaels hotels with early check-in. You can click onto a property and scroll to the policies section to see details for your preferred hotel, such as specific check-in times.  

If your travel dates are between tonight and next weekend, check our dedicated section on St. Michaels hotels with early check-in. You may even find hotels in St. Michaels with free early check-in or discover some highly sought-after anytime check-in hotels. All you have to do is put in your check-in and check-out dates to see what's available during the time you're traveling to St. Michaels. 

All sorts of hotels in St. Michaels can offer early check-in whether you're looking for romantic accommodations, something suitable for the whole family, a business hotel, a 5-star resort, or cheap hotels with early check-in. Hotels with 24-hour front desk service often have early check-in available even if you're looking for hotels with a 6 am check-in. You may even find St. Michaels hotels with 24-hour check-in. 

Deals for early check-in hotels in St. Michaels 

Fares for hotels with early check-in in St. Michaels range from $85 to $220. Early check-in can come at an extra cost, but the specific cost can vary depending on the property. Some offer free early check-in depending on availability, while others require an extra fee in all circumstances.  

Hotel deals for properties with early check-in are readily available in St. Michaels. Don't hesitate to opt for those high-end amenities you love and with early check-in, you can arrive and check in to your room before the check-in window officially begins.

Fully refundable St. Michaels hotels with early check-in 

Some early check-in hotels in St. Michaels are fully refundable. You can find them easily in our curated selection. If you do need to cancel, find your booking in your itinerary on your Expedia account, just click "Cancel" and follow the instructions. 

Expedia makes planning a vacation simple. When you book a hotel, you can add a flight or a car to create a package deal and unlock even more attractive fares. You can also buy activities near your accommodations to add more fun to your trip. Book today! 

Top St. Michaels Hotel Reviews

Explore a world of travel with Expedia