Top 24 Hotels In Shady Side, Maryland 20733

Guests traveling to Shady Side can unwind at Anchored Inn at Hidden Harbour Marina, where budget-friendly rooms start at $181.99, creating a warm, inviting atmosphere ideal for rest. Relax in accommodations that provide more than just the essentials, offering added comfort and convenience for a pleasant stay.

Anchored Inn at Hidden Harbour Marina provides the perfect location for those wanting to visit downtown Shady Side, where the city’s best sights are just a short drive away. Stay comfortably in Shady Side with a hotel that delivers on quality and savings—book today!

Stay comfortably at SpringHill Suites by Marriott Annapolis when traveling to Shady Side, where soothing accommodations create a welcoming retreat, with budget-friendly rates beginning at $125.99. Located near key events and attractions, SpringHill Suites is an ideal base for exploring local festivities and sights.

At SpringHill Suites by Marriott Annapolis, guests can enjoy a relaxing environment with the option to explore Shady Side whenever they desire. Take comfort in knowing your Shady Side stay will be memorable and affordable—lock in today!

Choose Sonesta ES Suites Annapolis for a peaceful visit to Shady Side, where restful rooms provide warmth and relaxation, with inviting rates beginning at $125.00 per night. Indulge in the exclusive benefits of Sonesta’s loyalty program, offering rewards, upgrades, and special offers for returning guests.

At Sonesta ES Suites Annapolis, visitors can find relaxation in peaceful surroundings, with downtown Shady Side still accessible for a day of sightseeing. Uncover a Shady Side stay that makes you feel relaxed and well cared for—secure now!

Guests visiting Shady Side can enjoy inviting accommodations at Hampton Inn & Suites Annapolis, where budget-friendly rooms start at $119.99, creating a welcoming space. Discover the practicality and comfort of Hampton’s multi-functional furniture in guest rooms, maximizing space and usability.

For guests wanting to relax after a day of exploration, Hampton Inn & Suites Annapolis offers tranquility while downtown Shady Side remains nearby. Stay comfortably and affordably in Shady Side with a hotel that delivers—secure your room now!

For a comfortable and inviting stay, Admiral Suites offers budget-friendly rooms with rates from $89.99, creating a heartwarming environment ideal for travelers bound for Shady Side. Stay in rooms that provide essential comforts, with straightforward amenities and a focus on providing a good night's sleep.

Travelers can relax at Admiral Suites, where quiet surroundings offer a peaceful retreat and downtown Shady Side remains within reach. Experience Shady Side at its best with a hotel that ensures comfort without the high cost—reserve now!

Find an elegant escape at The Westin Annapolis near Shady Side, where inviting accommodations create a peaceful ambiance, with budget-friendly rates beginning at $183.99. Indulge in the nourishing cuisine at Westin's restaurants, where healthy dishes are crafted to energize and delight.

A peaceful stay awaits at The Westin Annapolis, where tranquil surroundings combine with easy access to downtown Shady Side. Get ready for a Shady Side getaway where every moment is designed for pure bliss—lock in today!

Hilton Garden Inn Annapolis provides a welcoming retreat for travelers heading to Shady Side, with warm and inviting rooms available from a friendly rate of $108.99 per night. Host successful events at Hilton Garden Inn, utilizing flexible spaces and comprehensive planning services to cater to your specific needs.

At Hilton Garden Inn Annapolis, guests can enjoy the peaceful environment, while knowing downtown Shady Side is a convenient drive away for city exploration. Discover the ideal way to explore Shady Side with accommodations that meet your needs—secure now!

Relax in the comfort of Courtyard by Marriott Annapolis near Shady Side, where reassuring accommodations provide warmth and quality, with affordable nightly rates starting from $139.99. Explore the local area with ease, thanks to Courtyard's strategic locations near key attractions, business centers, and transportation hubs.

Unwind at Courtyard by Marriott Annapolis, where guests can enjoy quiet surroundings, knowing that downtown Shady Side is just a smooth drive away. Relax and recharge in Shady Side with accommodations that keep you feeling your best—reserve now!

Enjoy the peaceful ambiance of Hilton Garden Inn Annapolis Downtown on your trip to Shady Side, where inviting rooms provide a relaxing escape, with budget-friendly rates from $129.00. Appreciate Hilton Garden Inn's commitment to guest satisfaction, with attentive staff and a 100% satisfaction guarantee.

For a peaceful retreat, Hilton Garden Inn Annapolis Downtown offers a quiet setting with the convenience of downtown Shady Side being just a drive away. Relax and unwind in Shady Side at a hotel that blends comfort with exceptional value—secure now!

Those exploring Shady Side will appreciate the charm of Annapolis Waterfront Hotel Autograph Collection, where inviting accommodations provide a refined stay, with rates starting at an accessible $269.99. Savor the moment in Autograph Collection Hotels' calm outdoor spaces, from lush gardens to rooftop terraces with stunning views.

For a restful getaway, Annapolis Waterfront Hotel Autograph Collection offers calm surroundings, while downtown Shady Side remains accessible for a day of sightseeing. Enjoy a Shady Side getaway that’s all about indulgence and comfort—reserve your accommodations now!

Find the art of upscale comfort at Graduate by Hilton Annapolis as you explore Shady Side, where premier rooms provide an elevated experience, with rates from $182.99. Benefit from Hilton's commitment to sustainability, with eco-friendly practices and initiatives that contribute to a greener planet.

For a peaceful retreat, Graduate by Hilton Annapolis offers serene surroundings with downtown Shady Side easily accessible for exploration. Embrace a Shady Side stay that turns relaxation into an art form with exceptional amenities—reserve now!

Relax in the warm ambiance of Residence Inn by Marriott Annapolis on your trip to Shady Side, where restful rooms provide a welcoming retreat, with rates beginning at just $169.99 per night. Residence Inn suites are equipped with modern technology, including high-speed internet and streaming services for your convenience.

A peaceful retreat awaits guests at Residence Inn by Marriott Annapolis, with downtown Shady Side still within reach for city exploration and activities. Discover a worry-free Shady Side stay with a hotel that keeps your comfort front and center—secure now!

Experience quality and comfort at Fairfield Inn & Suites by Marriott Annapolis as you explore Shady Side, where restful rooms create a welcoming atmosphere, with rates starting from $154.99. Explore the innovation in Fairfield's automated guest service kiosks, allowing for quick solutions to your needs.

Relax in the quiet atmosphere of Fairfield Inn & Suites by Marriott Annapolis, where peaceful surroundings and proximity to downtown Shady Side combine for a perfect stay. Find your perfect Shady Side escape with a hotel that makes luxury accessible—reserve now!

With rooms starting at $399.99, 134 Prince Luxury Boutique Hotel provides inviting accommodations for guests bound for Shady Side, creating a clean, comfortable environment. Relax in rooms that offer more than standard accommodations, providing added amenities for a comfortable and enjoyable stay.

Enjoy the tranquility at 134 Prince Luxury Boutique Hotel, where quiet surroundings meet easy access to downtown Shady Side for a day of exploration. Find comfort and value in Shady Side with a hotel that delivers on both fronts—reserve now!

Unwind at Historic Inns of Annapolis on your journey to Shady Side, where peaceful rooms create a welcoming retreat, with rates starting from an affordable $159.00. Relax in accommodations that offer an enhanced level of comfort, with amenities designed to make your stay exceptional.

For a quiet retreat, Historic Inns of Annapolis offers peaceful surroundings, with the convenience of downtown Shady Side remaining nearby for city access. Stay in style in Shady Side with a hotel that makes relaxation feel effortless—book today!

For those bound for Shady Side, Best Western Annapolis offers homely, budget-friendly accommodations with rates from $79.99, creating a comfortable space perfect for relaxation. Appreciate the local recommendations provided by Best Western’s staff, helping you discover hidden gems and popular attractions.

For travelers seeking peace, Best Western Annapolis offers a calm retreat with the convenience of downtown Shady Side still nearby. Discover a Shady Side stay that makes every moment worthwhile with practical, cost-saving lodging—lock in today!

At Red Roof Inn Annapolis, guests visiting Shady Side can enjoy affordable comfort with rooms starting at $79.00, providing a welcoming and comfortable environment. Welcome to Red Roof Inn, where affordability meets comfort in a clean and friendly environment.

At Red Roof Inn Annapolis, a relaxing stay is complemented by the nearby excitement of downtown Shady Side, accessible by a short drive. Enjoy a stress-free Shady Side trip with affordable, comfortable accommodations—lock in now!

Step into a refined experience at DoubleTree by Hilton Hotel Annapolis on your visit to Shady Side, where premium accommodations provide relaxation, with inviting rates starting at $105.84. Take advantage of DoubleTree by Hilton's prime locations, conveniently situated near top attractions, business districts, and shopping areas.

Enjoy a peaceful retreat at DoubleTree by Hilton Hotel Annapolis, where quiet surroundings allow guests to relax, with downtown Shady Side still within reach. Find your perfect getaway in Shady Side with a hotel that blends elegance and modernity—secure now!

At Holiday Inn Express & Suites Annapolis an IHG Hotel, travelers headed to Shady Side will find inviting accommodations with rooms starting at $124.00, creating a clean and comfortable space. Appreciate the vibrant and modern décor of Holiday Inn Express, reflecting the brand's commitment to a fresh and welcoming environment.

Guests seeking tranquility can find it at Holiday Inn Express & Suites Annapolis an IHG Hotel, with downtown Shady Side still close enough for a day of city adventures. Relax and make the most of Shady Side with a hotel that takes care of every detail—secure now!

Experience quality and comfort at Crowne Plaza Annapolis an IHG Hotel near Shady Side, where enchanting accommodations create a welcoming retreat, with rates starting from just $139.00. Experience the elegance of Crowne Plaza's ballrooms and event spaces, perfect for weddings, galas, and conferences with a touch of sophistication.

Guests at Crowne Plaza Annapolis an IHG Hotel will appreciate the calming environment, with downtown Shady Side still within reach for a day of city exploration. Stay in Shady Side with a hotel that combines elegance with modern convenience—book today!

Experience a intimate-feeling retreat at Country Inn & Suites by Radisson Annapolis MD near Shady Side, where comfortable rooms offer restful accommodations, with nightly rates beginning at a friendly $113.99. Stay refreshed with the on-site laundry facilities at Country Inn & Suites, convenient for guests during longer visits.

Guests at Country Inn & Suites by Radisson Annapolis MD will love the quiet atmosphere, with downtown Shady Side still accessible for a day of exploration and city adventures. Find the ideal base for your Shady Side trip with accommodations that deliver on quality—lock in today!

Guests visiting Shady Side can unwind in affordable comfort at Executive Inn&Suites, with rooms starting at $99.99, creating a clean, welcoming environment for relaxation. Stay in a room that provides dependable comfort and practical amenities, ensuring a pleasant and affordable stay.

Guests staying at Executive Inn&Suites will appreciate the calm atmosphere, while downtown Shady Side is just a short drive away for exploration. Choose an inviting, affordable hotel for your Shady Side trip—secure your stay now!

With rates starting at $184.99, Wylder Tilghman Island provides inviting comfort for travelers visiting Shady Side, creating a clean, homely space ideal for relaxation. Experience the perfect blend of comfort and convenience in rooms that offer a practical setup for a budget-friendly rate.

For those seeking a quiet retreat, Wylder Tilghman Island offers tranquil surroundings with downtown Shady Side still accessible for sightseeing. Book a welcoming, cost-effective hotel for your Shady Side trip and save big—secure now!

For a welcoming and affordable stay, Rips Country Inn offers budget-friendly rooms with rates beginning at $88.78, creating a clean and comfortable space. Enjoy a pleasant upgrade in rooms that offer extra amenities and a bit more space, making your stay comfortable and affordable.

Guests at Rips Country Inn will find a peaceful escape, while downtown Shady Side remains just a short drive away for all their city adventures. Enjoy your Shady Side adventure with a hotel that’s all about great value—lock in today!