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Popular hotels in Shady Side

Check out our top picks in Shady Side

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Anchored Inn at Hidden Harbor

Deale (Near Shady Side)

Located in Deale, 20 miles from Annapolis Harbor, Anchored Inn at Hidden Harbor provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a bar.

B
Bruce
From
United States
our balcony faced the water and we were able to watch the sunset
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 176 reviews
Price from
$169
1 night, 2 adults

The Inn at Tacaro Estate

Tracys Landing (Near Shady Side)

24 miles from Annapolis Harbor in Tracys Landing, The Inn at Tacaro Estate provides accommodations with access to a hot tub. Private parking is available on site at this recently renovated property.

T
Tina
From
United States
This is a very unique property and place to stay near Annapolis. It would be a great place for a few nights’ get-away, and pure r&r. Breakfast was super, in a European style.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 17 reviews
Price from
$322
1 night, 2 adults

1313 West Luxury Boutique Hotel

Annapolis (Near Shady Side)

Located in Annapolis, 2.6 miles from Annapolis Harbor, 1313 West Luxury Boutique Hotel has accommodations with a garden, free private parking, a shared lounge and a terrace.

L
Lynnsey
From
United States
Breakfast requested but not avail, but found a great place to go Within walking distance one day.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 6 reviews
Price from
$311.25
1 night, 2 adults

134 Prince - Luxury Boutique Hotel

Annapolis (Near Shady Side)

134 Prince - Luxury Boutique Hotel is located in Annapolis, within 1.1 miles of Annapolis Harbor and 30 miles of Sports Legends Museum at Camden Yards.

P
Peter
From
United States
Debbie was great, always ready to help in every way
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 15 reviews
Price from
$411.25
1 night, 2 adults

Candlewood Suites Annapolis by IHG

Annapolis (Near Shady Side)

This Candlewood Suites Annapolis, an IHG Hotel is located in Annapolis and especially designed for longer stays, with all rooms featuring a fully equipped kitchen.

C
Carolyn
From
United States
Front desk and housekeeping was great. Got the items I asked for and brought them to my room.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 225 reviews
Price from
$110
1 night, 2 adults

Historic Inns of Annapolis

Annapolis (Near Shady Side)

Spread across three historic buildings in the Annapolis city center, this hotel offers free WiFi throughout the property.

S
Steve
From
United States
John J was very professional, helpful & friendly
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 564 reviews
Price from
$119
1 night, 2 adults

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis (Near Shady Side)

Only 4 miles from the scenic Annapolis waterfront, this hotel features an indoor pool and a daily hot breakfast. The United States Naval Academy is a 15-minute drive away.

D
Derrick
From
Germany
The breakfast was very good, the pool and hot tub were great, room was a decent size. It was rustic but not run-down. It had laundry services and we were able to wash our clothes.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 856 reviews
Price from
$116.10
1 night, 2 adults

SpringHill Suites by Marriott Annapolis

Annapolis (Near Shady Side)

Located in Annapolis and with Annapolis Harbor reachable within 5.7 miles, SpringHill Suites by Marriott Annapolis has a shared lounge, allergy-free rooms, free WiFi throughout the property and a...

h
hailian
From
Canada
Very clean, with comfortable beds. We got a quiet room and everyone had a good sleep. The design of the room is well done from the traveller’s perspective.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 617 reviews
Price from
$149
1 night, 2 adults

Annapolis Waterfront Hotel, Autograph Collection

Annapolis (Near Shady Side)

This hotel, 0.5 miles from the Maryland State House, offers a fitness center and free WiFi throughout the hotel.

C
Cindy
From
United States
Beautiful setting. Wonderful hotel.
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 127 reviews
Price from
$262.65
1 night, 2 adults

Sonesta ES Suites Annapolis

Annapolis (Near Shady Side)

Located in Annapolis and with Annapolis Harbor reachable within 5.6 miles, Sonesta ES Suites Annapolis has a seasonal outdoor swimming pool, non-smoking rooms, free WiFi throughout the property and a...

S
Steven
From
United States
Good breakfast. Very comfortable space.
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 392 reviews
Price from
$91
1 night, 2 adults
See all hotels in and around Shady Side

Shady Side – 1 hotel or place to stay

Filter by:

Star Rating
Review score

Anchored Inn at Hidden Harbor

Deale (Near Shady Side)

Located in Deale, 20 miles from Annapolis Harbor, Anchored Inn at Hidden Harbor provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a bar.

B
Bruce
From
United States
our balcony faced the water and we were able to watch the sunset
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 176 reviews
Price from
$169
1 night, 2 adults

The Inn at Tacaro Estate

Tracys Landing (Near Shady Side)

24 miles from Annapolis Harbor in Tracys Landing, The Inn at Tacaro Estate provides accommodations with access to a hot tub. Private parking is available on site at this recently renovated property.

T
Tina
From
United States
This is a very unique property and place to stay near Annapolis. It would be a great place for a few nights’ get-away, and pure r&r. Breakfast was super, in a European style.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 17 reviews
Price from
$322
1 night, 2 adults

1313 West Luxury Boutique Hotel

Annapolis (Near Shady Side)

Located in Annapolis, 2.6 miles from Annapolis Harbor, 1313 West Luxury Boutique Hotel has accommodations with a garden, free private parking, a shared lounge and a terrace.

L
Lynnsey
From
United States
Breakfast requested but not avail, but found a great place to go Within walking distance one day.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 6 reviews
Price from
$311.25
1 night, 2 adults

134 Prince - Luxury Boutique Hotel

Annapolis (Near Shady Side)

134 Prince - Luxury Boutique Hotel is located in Annapolis, within 1.1 miles of Annapolis Harbor and 30 miles of Sports Legends Museum at Camden Yards.

P
Peter
From
United States
Debbie was great, always ready to help in every way
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 15 reviews
Price from
$411.25
1 night, 2 adults

Candlewood Suites Annapolis by IHG

Annapolis (Near Shady Side)

This Candlewood Suites Annapolis, an IHG Hotel is located in Annapolis and especially designed for longer stays, with all rooms featuring a fully equipped kitchen.

C
Carolyn
From
United States
Front desk and housekeeping was great. Got the items I asked for and brought them to my room.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 225 reviews
Price from
$110
1 night, 2 adults

Historic Inns of Annapolis

Annapolis (Near Shady Side)

Spread across three historic buildings in the Annapolis city center, this hotel offers free WiFi throughout the property.

S
Steve
From
United States
John J was very professional, helpful & friendly
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 564 reviews
Price from
$119
1 night, 2 adults

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis (Near Shady Side)

Only 4 miles from the scenic Annapolis waterfront, this hotel features an indoor pool and a daily hot breakfast. The United States Naval Academy is a 15-minute drive away.

D
Derrick
From
Germany
The breakfast was very good, the pool and hot tub were great, room was a decent size. It was rustic but not run-down. It had laundry services and we were able to wash our clothes.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 856 reviews
Price from
$116.10
1 night, 2 adults

SpringHill Suites by Marriott Annapolis

Annapolis (Near Shady Side)

Located in Annapolis and with Annapolis Harbor reachable within 5.7 miles, SpringHill Suites by Marriott Annapolis has a shared lounge, allergy-free rooms, free WiFi throughout the property and a...

h
hailian
From
Canada
Very clean, with comfortable beds. We got a quiet room and everyone had a good sleep. The design of the room is well done from the traveller’s perspective.
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 617 reviews
Price from
$149
1 night, 2 adults

Annapolis Waterfront Hotel, Autograph Collection

Annapolis (Near Shady Side)

This hotel, 0.5 miles from the Maryland State House, offers a fitness center and free WiFi throughout the hotel.

C
Cindy
From
United States
Beautiful setting. Wonderful hotel.
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 127 reviews
Price from
$262.65
1 night, 2 adults

Sonesta ES Suites Annapolis

Annapolis (Near Shady Side)

Located in Annapolis and with Annapolis Harbor reachable within 5.6 miles, Sonesta ES Suites Annapolis has a seasonal outdoor swimming pool, non-smoking rooms, free WiFi throughout the property and a...

S
Steven
From
United States
Good breakfast. Very comfortable space.
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 392 reviews
Price from
$91
1 night, 2 adults
See all hotels in and around Shady Side

Hotels with parking in Shady Side

Free parking
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 856 reviews
From $127.22 per night
Free parking
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 108 reviews
From $273.75 per night
Free parking
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 225 reviews
From $95.76 per night
Free parking
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 342 reviews
From $108.53 per night
Accessible parking
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 68 reviews
From $153.90 per night
Parking on site
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 15 reviews
From $375.06 per night
Parking on site
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 9 reviews
From $188.10 per night
Parking on site
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 564 reviews
From $174.44 per night
Parking on site
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 127 reviews
From $388.85 per night
Parking on site
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 210 reviews
From $192.66 per night

Budget hotels in Shady Side and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Grandma's Summer House Beverly Beach is located in Edgewater, just a 16-minute walk from Triton Beach and 14 miles from Annapolis Harbor.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 3 reviews

Waterfront Getaway, Dock Your Boat & Play! is located in Edgewater, just 14 miles from Annapolis Harbor and 24 miles from Addison Road-Seat Pleasant.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

A recently renovated vacation home, Searenity Stays offers accommodations in Edgewater.

22 miles from Addison Road-Seat Pleasant in Annapolis, Coastal Edgewater Home with Private Hot Tub! provides accommodations with access to a hot tub.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews

12 miles from Annapolis Harbor in Edgewater, Edgewatermayo Getaway! offers accommodations with access to a hot tub. This property offers access to a patio, free private parking, and free Wifi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Water-View Deale Home Walk to Marina, Restaurants offers accommodations in Deale, 21 miles from Annapolis Harbor and 25 miles from Addison Road-Seat Pleasant.

Thomas Point Tranquility is located in Annapolis, just 5 miles from Annapolis Harbor and 29 miles from Addison Road-Seat Pleasant. The vacation home has access to a restaurant.

24 miles from Annapolis Harbor in Tracys Landing, Washington's Retreat provides accommodations with access to a hot tub. Guests can go for a swim in the private pool.

Best hotels with breakfast in Shady Side and nearby

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 176 reviews

Located in Deale, 20 miles from Annapolis Harbor, Anchored Inn at Hidden Harbor provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a bar.

From $169.86 per night
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 17 reviews

24 miles from Annapolis Harbor in Tracys Landing, The Inn at Tacaro Estate provides accommodations with access to a hot tub. Private parking is available on site at this recently renovated property.