Hotels in St. Michaels

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay in St. Michaels?

Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (344)
$629 nightly
The price is $692
May 21 - May 22
Total includes taxes and fees
Inn at Perry Cabin
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.
trending_down

Our prices for hotels in St. Michaels are cheapest in January

See average prices and weather for all months

Price trends for hotels in St. Michaels

Pricing is based on two traveler single night rates
May
$428
Average price during May is $428
Jun
$409
Average price during June is $409
Jul
$325
Average price during July is $325
Aug
$356
Average price during August is $356
Sep
$333
Average price during September is $333
Oct
$304
Average price during October is $304
Nov
$348
Average price during November is $348
Dec
$334
Average price during December is $334
Jan
$233
Average price during January is $233
Feb
$260
Average price during February is $260
Mar
$298
Average price during March is $298
Apr
$324
Average price during April is $324
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 71°F / low 58°F. Sunny most days.
71°
weather_sun
May, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
79°
weather_sun
June, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
67°
85°
weather_sun
July, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
83°
weather_sun
August, High crowds, average high temperature 83 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
77°
weather_sun
September, Moderate crowds, average high temperature 77 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
67°
weather_sun
October, Moderate crowds, average high temperature 67 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
55°
weather_sun
November, Moderate crowds, average high temperature 55 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
44°
47°
weather_partly_sunny
December, Low crowds, average high temperature 47 degrees Fahrenheit, average low temperature 38 degrees Fahrenheit. Partly sunny.
38°
41°
weather_partly_sunny
January, Low crowds, average high temperature 41 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
44°
weather_partly_sunny
February, Low crowds, average high temperature 44 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
33°
51°
weather_partly_sunny
March, Low crowds, average high temperature 51 degrees Fahrenheit, average low temperature 39 degrees Fahrenheit. Partly sunny.
39°
62°
weather_sun
April, Moderate crowds, average high temperature 62 degrees Fahrenheit, average low temperature 49 degrees Fahrenheit. Sunny most days.
49°
Monthly weather averages (˚F)
View all properties

Top landmarks in St. Michaels

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

The centre of St. Michaels is home to cultural attractions like Chesapeake Bay Maritime Museum, so you might want to stop by during your stay. If you want to experience more of the culture St. Michaels has to offer, head to St. Michaels Marina, St. Michaels Winery, and 1879 Hooper Straight Lighthouse.

See properties in Chesapeake Bay Maritime Museum
Chesapeake Bay Maritime Museum

Learn more about St. Michaels

Notable for its port, St. Michaels features attractions such as Chesapeake Bay Maritime Museum and St. Michaels Winery. Visitors to this historical city speak highly of the seafood restaurants whereas sights include St. Michaels Marina and St. Michaels Museum.

See all hotels in St. Michaels
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What hotels do travelers like in St. Michaels?
The Wildset, Inn at Perry Cabin and Parsonage Inn are all accommodations that are popular with guests.
Where can I find free parking with my stay in St. Michaels?
Old Brick Inn offers the perk of free parking.
Can I book refundable accommodations in St. Michaels?
If you want the flexibility to change your plans to St. Michaels, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in St. Michaels?
Your animal companion is welcome at these pet-friendly hotels: The Wildset, Inn at Perry Cabin, and Parsonage Inn. There are 5 alternatives to choose from on our site.
Which St. Michaels hotels do our guests like for their great location?
Travelers like The Wildset for its great location.
Where should I stay in St. Michaels if I want a cheap accommodation?
St Michaels Inn is an accommodation you might want to consider that’ll save you money.
Where can I stay in St. Michaels if I want a vacation home instead of a hotel?
If you’re looking for a good alternative to a hotel, look over our selection of 34 vacation homes. You can also consider one of the 5 apartments or 14 cottages.
Where can I stay if I'm visiting St. Michaels with my kids?
Parents traveling with children may want to consider Inn at Perry Cabin.
Where should I stay in St. Michaels for a getaway with my partner?
Inn at Perry Cabin is a good option for a romantic getaway with your special someone.
Where should I stay in St. Michaels if I'm looking for a luxury hotel?
An option for a luxury stay is Inn at Perry Cabin.
What will the weather in St. Michaels be like during my trip?
The warmest months in St. Michaels are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 41°F. The rainiest months are August and October.
Why should I book my St. Michaels hotel through Hotels.com?
There are plenty of reasons to book your St. Michaels travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals