3 Best Hotels in Shady Side, Maryland - Book Now

Shady Side offers a mix of waterfront views and local attractions, like the Smith Point Park and the Chesapeake Bay's sandy beaches. You can explore the Shady Side Marina for boating or head to the nearby Battle Creek Cypress Swamp for hiking. The area features a range of hotels, from cozy inns to waterfront B&Bs, each picked for top amenities and local charm. This site presents a curated collection of Shady Side hotels, perfect for your stay. Book well in advance during peak summer months, and consider renting bikes or using local transit to explore.

1-3 out of 3

Sort by:

Price: low to high
Price: high to low
Guest rating: high to low
Popularity: high to low

Steps To Chesapeake Bay! 'Callaway Drive Retreat'

MapMaryland State House Of Delegates11km

Terrace with stunning bay views
Fully equipped modern kitchen
Proximity to Annapolis attractions

Modern Kitchen
Outdoor Terrace
Hiking Trails

Charming holiday home near Chesapeake Bay attractions

FromUS$ 203 /nightSelect

Otterspace At The Beach

MapAnnapolis Harbor nearby33km

Spacious holiday home with terrace
Fully equipped kitchen for family meals
Free parking and EV charging available

Free parking
Electric charging
Balcony views

Holiday home with modern amenities and pet-friendly options

Select

The Bay House

MapNear Annapolis Harbor36km

One bedroom, two bathrooms for privacy
Pet-friendly rooms with garden views
Free on-site parking available

Pet-friendly
Air conditioning
Fully equipped kitchen

Holiday home offering a blend of comfort and convenience

Select

Price range for hotels in Shady Side

A world of accommodation options awaits, from budget-friendly stays to luxurious retreats, with prices suited to every traveler's dream vacation.

⬆️ The highest price

USD 203

⬇️ The lowest price

USD 203

Best hotels in Shady Side

Based on guest reviews over the last 12 months

Charming Waterfront Retreats:

Steps To Chesapeake Bay!

Cozy Family Getaways:

Callaway Drive Retreat

Unique Beach Experiences:

Otterspace At The Beach

Scenic Nature Escapes:

The Bay House

FAQs about hotels in Shady Side

We hope that the answers to these questions will help you plan your trip

Which hotels in Shady Side are best for families?

The Bay House offers family-friendly amenities such as spacious rooms and easy beach access, making it suitable for families traveling with children.

What hotels in Shady Side provide unique views?

Steps To Chesapeake Bay! features stunning bay views, perfect for guests who appreciate scenic surroundings.

What are the top-rated hotels in Shady Side based on guest reviews?

The Bay House is highly rated for its hospitality and location, receiving consistent positive feedback from guests.

Which hotels in Shady Side are ideal for couples?

Otterspace At The Beach is known for its romantic atmosphere, making it a popular choice for couples looking for a getaway.

Are there budget-friendly hotel options in Shady Side?

Yes, Otterspace At The Beach often features lower rates, especially during the off-peak season, with prices starting around $120 USD per night.

Key Facts About Hotels in Shady Side

This guide provides essential information on three hotel properties in Shady Side, focusing on pricing, amenities, and location to help travelers make informed lodging choices.

Typical nightly prices range from $120 to $200.

There are three notable hotel properties in Shady Side.

Peak travel seasons are during summer and fall.

Local taxes/fees average around 10%.

Most hotels are within 10 km of D.C. attractions.

Hotels in Shady Side, Maryland

Only Handpicked and Verified Accommodations for Your Stay in Shady Side, United States

Price range for hotels in Shady Side

Best hotels in Shady Side

FAQs about hotels in Shady Side

Key Facts About Hotels in Shady Side

Other cities in United States