Shady Side Chalets

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Sep 5 - Sep 7
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Sep 12 - Sep 14
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Sep 26 - Sep 28
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Oct 24 - Oct 26

Chalets in Shady Side

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Recommended hotels in Shady Side

Comfort Inn Conference Center
Dinner served, American cuisine

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1012)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
$99 nightly
The price is $112
Aug 27 - Aug 28
Total with taxes and fees
Comfort Inn Conference Center
Quality Inn
Exterior

Quality Inn

2.5 star property
7.8 out of 10, Good, (816)
"Conveniently located with overall great value."
$98 nightly
The price is $108
Sep 17 - Sep 18
Total with taxes and fees
Quality Inn
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place to stay "
$78 nightly
The price is $88
Sep 3 - Sep 4
Total with taxes and fees
Microtel Inn & Suites by Wyndham Gambrills
The Cottage
Exterior

The Cottage

10.0 out of 10, Exceptional, (7)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
$418 nightly
The price is $477
Aug 27 - Aug 28
Total with taxes and fees
The Cottage
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Exterior

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

10.0 out of 10, Exceptional, (2)
"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."
$444 nightly
The price is $506
Aug 27 - Aug 28
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great place to stay"
$87 nightly
The price is $96
Sep 1 - Sep 2
Total with taxes and fees
St Michaels Inn
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Excellent location"
$102 nightly
The price is $113
Sep 2 - Sep 3
Total with taxes and fees
Best Western Kent Narrows Inn
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
$135 nightly
The price is $150
Sep 1 - Sep 2
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (64)
"Good service and good options to enjoy the stays. "
$209 nightly
The price is $230
Sep 18 - Sep 19
Total with taxes and fees
Wylder Tilghman Island
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1006)
"Very nice property new rooms "
$78 nightly
The price is $89
Aug 31 - Sep 1
Total with taxes and fees
Best Western Annapolis
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (616)
"Great place to stay. "
$160 nightly
The price is $178
Sep 22 - Sep 23
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (362)
"Fantastic place for a couple getaway. "
$244 nightly
The price is $269
Aug 27 - Aug 28
Total with taxes and fees
The Wildset
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place"
$110 nightly
The price is $125
Sep 1 - Sep 2
Total with taxes and fees
SpringHill Suites by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout drapes

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1014)
"Great visit "
$101 nightly
The price is $115
Sep 2 - Sep 3
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
$220 nightly
The price is $240
Aug 27 - Aug 28
Total with taxes and fees
Kent Island Resort
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Good location"
$119 nightly
The price is $136
Sep 2 - Sep 3
Total with taxes and fees
Crowne Plaza Annapolis by IHG
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very Good, (1000)
"Great place to stay."
$156 nightly
The price is $172
Aug 27 - Aug 28
Total with taxes and fees
Rod 'N' Reel Resort
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (103)
"So friendly and professional service!"
$205 nightly
The price is $226
Aug 27 - Aug 28
Total with taxes and fees
The Tilghman Island Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (991)
"Hotel was great, beautiful location near the water"
$158 nightly
The price is $175
Sep 1 - Sep 2
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
$109 nightly
The price is $124
Aug 27 - Aug 28
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG
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
"Clean well appointed rooms close to center of town. Very helpful staff. "
Sue 1-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown

Find out more about Shady Side

Find out more about Shady Side

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