Compare Inns in Shady Side

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

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Inns in Shady Side

Don't see what you're looking for?
See all available properties in Shady Side
View all properties
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.

Hotel Options in Shady Side

    DoubleTree by Hilton Hotel Annapolis

    DoubleTree by Hilton Hotel Annapolis

    210 Holiday Court Annapolis MD
    $75 nightly
    The price is $86 total per night from Feb 8 to Feb 9
    $86 total
    Feb 8 - Feb 9
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    DoubleTree by Hilton Hotel Largo/Washington DC

    DoubleTree by Hilton Hotel Largo/Washington DC

    9100 Basil Court Upper Marlboro MD
    $92 nightly
    The price is $104 total per night from Jan 22 to Jan 23
    $104 total
    Jan 22 - Jan 23
    Total with taxes and fees
    8/10 Very Good! (1,001 reviews)
    Graduate by Hilton Annapolis

    Graduate by Hilton Annapolis

    126 West St Annapolis MD
    $146 nightly
    The price is $166 total per night from Jan 18 to Jan 19
    $166 total
    Jan 18 - Jan 19
    Total with taxes and fees
    9.2/10 Wonderful! (1,004 reviews)

Inns

Find a great Shady Side inn
If you’re on the lookout for a place to stay in Shady Side that sports special touches and décor but is less costly than a bed and breakfast, rent a room at an inn. Whether you’re staying for a day, a week or a month, Orbitz has a great selection of super-comfy Shady Side inns to choose from.

Pick the right inn for you
The most popular hotel inns in Shady Side merge the convenience of an inn with many of the standard features of a hotel. Think pools and gyms, without the hefty price tag.

You’ll find Shady Side inns are located in all sort of convenient neighborhoods, making them a great option for those traveling on four wheels. They can also offer a tasty breakfast and hearty dinner, saving you the time and effort it would take to find good eats in a new place. 

If you want a space filled with loads of personality and a good helping of hospitality to boot, look out for historic inns. Privately owned with an exclusive number of rooms, you’ll receive a more personalized stay, much like a boutique hotel. No matter what type of inn you choose, you’re sure to enjoy unique experiences you won’t find anywhere else.

Shady Side Inns essential information

Accommodation
2 Inns
Lowest Price
$86
Highest Price
$220
Popular accommodation
The Tilghman Island Inn, Lowes Wharf Marina Inn