Find hotels in Shady Side, MD from SAR 311

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Check prices for these dates

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28 Jun - 29 Jun
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29 Jun - 30 Jun
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4 Jul - 6 Jul
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Compare 1,180 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
  • Pool
  • Breakfast included
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
10.0 out of 10, Exceptional, (32)
  • cleanliness
    Travelers can relax by the waterfront pool or indulge in spa services, while thoughtful amenities like bike rentals make for a hassle-free getaway

What verified guests said

" Beautiful property, wonderful staff, excellent food service."

The Oaks Waterfront highlights

The Oaks Waterfront offers a rooftop terrace with genuine waterfront views for guests to unwind. Enjoy massage services, bike rentals, free self-parking, and luggage storage. The helpful staff consistently earns praise from guests.
The price is SAR 1,549
SAR 1,704 total
includes taxes & fees
30 Jun - 1 Jul
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.2 out of 10, Very Good, (1004)

What verified guests said

"We enjoyed our 3 day stay at St Michaels inn everyone was friendly and the free breakfast was good "
The price is SAR 425
SAR 467 total
includes taxes & fees
27 Jul - 28 Jul
St Michaels Inn
The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.8 out of 10, Exceptional, (329)
  • cleanliness
    Travelers start their day with a continental breakfast before getting personalized recommendations from the concierge about local attractions and activities

What verified guests said

"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "

The Wildset highlights

The Wildset offers a warm city-center welcome with thoughtful amenities. Enjoy continental breakfast, relax at the on-site cafe, or unwind with drinks at the bar. Free in-room WiFi and attentive staff ensure a comfortable stay.
The price is SAR 821
SAR 986 total
includes taxes & fees
30 Jun - 1 Jul
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
  • Pool
  • Hot Tub
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
9.6 out of 10, Exceptional, (350)
  • cleanliness
    Coastal retreat offers doorstep adventures like hiking, biking, and golf, followed by ocean panoramas and revitalizing spa experiences.

What verified guests said

"Grounds are beautiful. Staff very friendly and attentive "

Inn at Perry Cabin highlights

The Inn at Perry Cabin offers an upscale seaside escape with diverse activities. Guests can play golf, enjoy ocean-view breakfast at Stars restaurant, and rejuvenate with aromatherapy and massages at the spa. The property includes complimentary in-room WiFi and valet parking.
The price is SAR 2,562
SAR 3,100 total
includes taxes & fees
6 Jul - 7 Jul
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.2 out of 10, Wonderful, (128)
  • cleanliness
    Guests relax by the fireplace or enjoy Chesapeake Bay views from this garden retreat, where comfort meets coastal charm in every season

What verified guests said

"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"

Parsonage Inn highlights

The Parsonage Inn near Chesapeake Bay welcomes travelers with a full breakfast and a cozy lobby fireplace. Guests enjoy free WiFi, access to a nearby pool, and can relax in the garden and terrace. Bike rentals make it easy to explore local gems like St. Michaels Winery.
The price is SAR 975
SAR 1,073 total
includes taxes & fees
2 Jul - 3 Jul
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (60)
  • cleanliness
    Escape to this charming getaway where you can unwind with a good book from library & recharge for next day's adventures.

What verified guests said

"Gorgeous quaint historic house. Friendly owner, close to town "

George Brooks House B&B highlights

Experience the charm of George Brooks House B&B, nestled near Chesapeake Bay Maritime Museum. Unwind by the fireplace in the lobby, take a refreshing dip in the outdoor pool, and enjoy free breakfast on your private balcony or stroll through the garden. With bike rentals available and free WiFi throughout your stay is sure to be an adventure.
The price is SAR 911
SAR 1,003 total
includes taxes & fees
30 Jun - 1 Jul
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
7.8 out of 10, Good, (780)
  • cleanliness
    Travelers start their day with a hearty breakfast buffet before relaxing poolside or venturing out to discover the attractions surrounding this welcoming inn

What verified guests said

"full breakfast, comfortable bed and nice pillows"

Quality Inn highlights

Quality Inn offers comfortable accommodations near Chesapeake Bay Environmental Center. Guests enjoy a breakfast buffet and in-room WiFi. The seasonal outdoor pool provides a refreshing break, and RV/bus/truck parking ensures easy arrival for all travelers.
The price is SAR 362
SAR 401 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, (945)
  • cleanliness
    Waterfront relaxation at this Kent Island retreat: shop on site, swim in the indoor pool, or explore nearby attractions.

What verified guests said

"Very nice place to stay. Will definitely stay there again!"

Hilton Garden Inn Kent Island Marina highlights

The Hilton Garden Inn Kent Island sits right on the waterfront, offering a peaceful getaway with convenient on-site shopping and laundry facilities. Guests can relax in the indoor pool, enjoy the views from the terrace, or connect with WiFi in the public areas.
The price is SAR 571
SAR 633 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (859)
  • cleanliness
    Lounge by the seasonal outdoor pool or explore Chesapeake Bay's beauty with hiking and biking trails just steps from this comfy retreat.

What verified guests said

"Good location - clean hotel."

Holiday Inn Express Annapolis East-Kent Island by IHG highlights

Holiday Inn Express Annapolis - Kent Island, by Chesapeake Bay, is perfect for outdoor adventures. Guests relax at the seasonal outdoor pool with sun loungers after hiking or biking. The hotel offers free in-room WiFi, laundry facilities, and a business center.
The price is SAR 446
SAR 495 total
includes taxes & fees
10 Jul - 11 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
  • Pool
  • Hot Tub
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.2 out of 10, Very Good, (1000)
  • cleanliness
    Travelers find a peaceful urban escape at this hotel, where they can relax in the spa tub after a busy day or maintain their fitness routine at the gym

What verified guests said

"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "

Best Western Kent Narrows Inn highlights

Located in the city center, Best Western Kent Narrows Inn offers a quiet retreat with a garden and sauna. Guests enjoy continental breakfast, relax in the spa tub or indoor pool, and have free WiFi throughout their stay. Previous visitors appreciate the attentive staff.
The price is SAR 441
SAR 489 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.4 out of 10, Exceptional, (566)
  • cleanliness
    Travelers start their day with a hearty breakfast before choosing between an energizing workout at the 24-hour gym or relaxation by the indoor pool

What verified guests said

"Great place to stay. "

Hyatt Place Kent Narrows & Marina highlights

Hyatt Place Kent Narrows & Marina, in the historical district, offers a welcoming retreat with a coffee shop and bar. Guests can use the 24-hour gym or relax on sun loungers by the indoor pool. The hotel provides free self parking, laundry facilities, and attentive staff.
The price is SAR 649
SAR 720 total
includes taxes & fees
7 Jul - 8 Jul
Hyatt Place Kent Narrows & Marina
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (333)
  • cleanliness
    Travelers explore the peaceful island by kayaking tranquil waters or relaxing poolside, with WiFi keeping them connected at the marina.

What verified guests said

"Extremely clean, wonderful place "

Knapps Narrows Marina & Inn highlights

Knapps Narrows Marina & Inn offers a perfect waterfront escape where adventure meets relaxation. Start your day with continental breakfast, then head to the marina or swim in the seasonal outdoor pool. Enjoy laundry facilities and complimentary bicycles for exploring.
The price is SAR 675
SAR 743 total
includes taxes & fees
30 Jun - 1 Jul
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Waterfront Suite | Living area | 35-inch flat-screen TV with satellite channels

Wylder Tilghman Island

2.0 star property
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.8 out of 10, Excellent, (42)
  • cleanliness
    Riverside relaxation awaits at Wylder Tilghman Island, where guests gather around the firepit after days spent exploring local nature reserves by bicycle

What verified guests said

"Always love staying here. This was my third visit. "

Wylder Tilghman Island highlights

Wylder Tilghman Island offers a peaceful riverside retreat with amenities to enhance your stay. Enjoy continental breakfast, unwind at the cozy bar or sauna, and use complimentary bicycles to explore nature. Guests praise the beautiful waterfront setting.
The price is SAR 608
SAR 818 total
includes taxes & fees
8 Jul - 9 Jul
Wylder Tilghman Island
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.6 out of 10, Exceptional, (92)
  • cleanliness
    Travelers find a peaceful island getaway where fresh seafood awaits and a lobby fireplace invites relaxation after a day of coastal exploration

What verified guests said

"What a great surprise! A great Inn "

The Tilghman Island Inn highlights

The Tilghman Island Inn offers a quiet retreat with garden views. Guests enjoy a to-go breakfast before exploring. The Blue Waterfront restaurant serves fresh seafood, and the lobby features a fireplace and free WiFi. The staff is praised for their helpfulness.
The price is SAR 1,031
SAR 1,135 total
includes taxes & fees
6 Jul - 7 Jul
The Tilghman Island Inn
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Room service
9.2 out of 10, Wonderful, (103)
  • cleanliness
    Travelers find simple joys on Kent Island: scenic bike trails, beach volleyball courts, and a welcoming fireplace that's perfect after a refreshing swim

What verified guests said

"It's only 20 min from the downtown annapolis.Clean too."

Kent Island Resort highlights

Kent Island Resort, near Chesapeake Bay Bridge, caters to outdoor enthusiasts with a golf course, kayaking, and fishing. The pool offers sun loungers and umbrellas. Guests enjoy free bicycle rentals, in-room WiFi, and highly rated staff.
The price is SAR 1,159
SAR 1,445 total
includes taxes & fees
30 Jun - 1 Jul
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
  • Pool
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (395)
  • cleanliness
    Travelers unwind with spa treatments, shop at the on-site boutique, and explore the charming bay-side town using complimentary bicycles available nearby

What verified guests said

"Staff was very polite and friendly. "

The Inn at Chesapeake Bay Beach Club highlights

The Inn at Chesapeake Bay Beach Club captures tranquility with a peaceful garden setting. Visitors appreciate the attentive staff while browsing on-site shops, enjoying the café, or taking a dip in the seasonal outdoor pool after a rejuvenating massage.
The price is SAR 806
SAR 990 total
includes taxes & fees
13 Jul - 14 Jul
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
  • Pool
  • Spa
  • Restaurant
  • Air conditioning
  • Gym
  • Game room
8.2 out of 10, Very Good, (1003)
  • cleanliness
    Chesapeake Beach offers the perfect coastal escape with waterfront views, fresh seafood dining, and rejuvenating spa treatments in a serene setting

What verified guests said

"Excellent reception staff and our rooom was great, too. Fantastic spot with easy and walkable access to the town. Really good facilities, too."

Rod 'N' Reel Resort highlights

Rod 'N' Reel Resort in Chesapeake Beach offers water activities like paddleboarding and fishing. Enjoy restorative massages at the spa and relax by the pool with cabanas and sun loungers. The staff is consistently praised for their helpfulness.
The price is SAR 570
SAR 708 total
includes taxes & fees
30 Jun - 1 Jul
Rod 'N' Reel Resort
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Parking available
  • Room service
  • Housekeeping
9.4 out of 10, Exceptional, (19)
  • cleanliness
    Scenic views of Annapolis Maritime Museum provide the backdrop for memorable evenings of live music performances under starlit skies

What verified guests said

"This B&B was centrally located, clean,safe and quiet. However, even though I knew there would be no breakfast, I thought that like most B&B’s there would be the possibility of coffee or tea in the morning. There was no one home to welcome us or give information about nearby restaurants, etc. Why take the reservation if you can’t provide the amenities most B&B’s feature?"

Inn at Horn Point highlights

Located near Annapolis City Dock, the Inn at Horn Point creates a peaceful getaway where visitors enjoy concerts and live shows. Guests find comfort by the lobby fireplace or relax on the charming terrace surrounded by gardens.
The price is SAR 1,334
SAR 1,521 total
includes taxes & fees
30 Jun - 1 Jul
Inn at Horn Point
Village Inn
TV

Village Inn

2.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
6.2 out of 10, (486)
  • cleanliness
    Guests can relax with a cup of coffee while staying connected at this property where the 24-hour front desk ensures everything needed for an effortless getaway

What verified guests said

"The staff is super friendly and there is a convenient store to buy drinks and snacks within walking distance."

Village Inn highlights

Village Inn combines comfort with convenience for travelers. The lobby offers coffee while in-room WiFi keeps everyone connected. Practical amenities include laundry facilities and access to a nearby health club, creating a relaxing environment for all guests.
The price is SAR 331
SAR 377 total
includes taxes & fees
2 Jul - 3 Jul
Village Inn
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
  • Breakfast available
8.8 out of 10, Excellent, (830)
  • cleanliness
    Sailors and history buffs find their perfect retreat on Annapolis' scenic waterfront, where maritime adventures and colonial heritage blend seamlessly

What verified guests said

"Front desk staff was very friendly and helpful."

Annapolis Waterfront Hotel, Autograph Collection highlights

The Annapolis Waterfront Hotel is steps from sailing and historic sites like the Maryland State House and William Paca House. Guests can savor Caribbean flavors at Pussers Caribbean Grille or unwind with drinks by the lobby fireplace. The attentive staff earns high praise.
The price is SAR 874
SAR 997 total
includes taxes & fees
24 Jul - 25 Jul
Annapolis Waterfront Hotel, Autograph Collection
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.
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Learn more about Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

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Frequently asked questions

Where is the best place for a stay in Shady Side?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, located 18.6 mi (30 km) from the heart of Shady Side, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Historic Inns of Annapolis and Hilton Garden Inn Annapolis Downtown. See all available top hotels, or vacation rentals in Shady Side.

What are some of the best vacation rentals that Shady Side has to offer?

The Cottage : This Shady Side vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Shady Side.

If I need to cancel my hotel reservation in Shady Side, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

Where can I learn more about changing or cancelling my trip to Shady Side?

To find more details about updating your trip to Shady Side or cancelling it, click here.

Where is the best hotel to stay near Shadyside Park?

Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.

What about the best place to stay near Captain Avery Museum?

One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.

What are some accommodations with pools in Shady Side?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Comfort Inn Largo-Washington DC East and Country Inn & Suites by Radisson, Annapolis, MD are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.

What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What is staying in Shady Side like?

Visitors can enjoy all that Shady Side has to offer including the shopping, restaurants, and parks. Tourists can also enjoy so much more including its museums. In Shady Side, there are 12 hotels and other accommodations to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. You'll also find London Town and Maryland Quiet Waters Park in the area. Check out what more to see and do in Expedia's Shady Side guide.

What's the weather like in Shady Side?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.