Search Guest Houses in Shady Side

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Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14
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Dec 26 - Dec 28
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Guest Houses in Shady Side

No exact matches found, but these alternatives could be just right

Recommended hotels in Shady Side

Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$376 nightly
The price is $429
Dec 1 - Dec 2
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Property grounds
Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!

2.0 star property
Shady Side
$468 nightly
The price is $475
Dec 8 - Dec 9
Total with taxes and fees
Sunset Cottage - West River Access and Views!
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1036)
"Room was comfortable and the staff were courtesy!"
United States
Danny
$58 nightly
The price is $66
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1012)
"Clean room, great staff, great breakfast "
United States
Susanne
$73 nightly
The price is $83
Dec 7 - Dec 8
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"Clean room, friendly & helpful staff"
United States
Anne
$121 nightly
The price is $133
Dec 15 - Dec 16
Total with taxes and fees
Rod 'N' Reel Resort
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (927)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$79 nightly
The price is $88
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (358)
"Yes. room was spotless and staff was awesome!"
United States
Frank
$120 nightly
The price is $132
Dec 1 - Dec 2
Total with taxes and fees
Knapps Narrows Marina & Inn
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"I had a lovely stay."
United States
Kalynn
$65 nightly
The price is $74
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Annapolis
Front of property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1005)
"clean and comfy, friendly staff"
United States
Tamara
$108 nightly
The price is $119
Dec 7 - Dec 8
Total with taxes and fees
St Michaels Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (856)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$85 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1009)
"Nice big rooms, comfortable beds. Well maintained. "
United States
Margaret
$122 nightly
The price is $139
Dec 21 - Dec 22
Total with taxes and fees
Graduate by Hilton Annapolis
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$146 nightly
The price is $158
Dec 7 - Dec 8
Total with taxes and fees
Kent Island Resort
Property amenity
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (160)
"Beautiful and very modern, breakfast was great"
United States
Dominic
$118 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Fairfield Inn & Suites By Marriott Annapolis
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1014)
"Wonderful country inn!"
United States
Jennifer
$83 nightly
The price is $95
Dec 21 - Dec 22
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
$161 nightly
The price is $177
Dec 2 - Dec 3
Total with taxes and fees
Wylder Tilghman Island
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1004)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
$75 nightly
The price is $86
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1910)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
$154 nightly
The price is $175
Dec 7 - Dec 8
Total with taxes and fees
Historic Inns of Annapolis
Dinner served, American cuisine
Comfort Inn Conference Center

Comfort Inn Conference Center

2.5 star property
Bowie
9.2 out of 10, Wonderful, (1013)
"It had good parking and restaurant in the hotel with good prices."
United States
Patrick
$99 nightly
The price is $112
Dec 1 - Dec 2
Total with taxes and fees
Comfort Inn Conference Center
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Overnight stay - all went as expected"
United States
William
$149 nightly
The price is $170
Dec 29 - Dec 30
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1010)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$92 nightly
The price is $102
Dec 8 - Dec 9
Total with taxes and fees
Best Western Kent Narrows Inn
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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Top Shady Side Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Evening bar staff was exceptional, as was the crew at the check-in desk. Excellent recommendations for places to eat. This hotel is within walking distance of everything we wanted to see and do. So much history here, cool stores, venues, and not far from the bay."
Jan Michael 2-night trip
Posted 16 hours ago
Hilton Garden Inn Annapolis Downtown

Find out more about Shady Side

Shady Side Guest Houses information

Number of reviews
14,966
Accommodation
5 Guest Houses
Lowest Price
$66
Highest Price
$475

Frequently asked questions

What is the nightly rate for a guest house in Shady Side?
Rates for Shady Side guest houses vary, but travelers can find great-value prices from $66 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Shady Side guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Shady Side guest house and a B&B?
A guest house in Shady Side is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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