Title: Book The Best Hotels in Shady Side, MD for 2026 from CA $113 - Fully Refundable Options - Expedia.ca

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## Go beyond your typical stay in Shady Side

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&travelerType=family_friendly)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&amenities=PETS)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&amenities=POOL)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&lodging=HOUSE_BOAT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO)

## Check prices for these dates

Tonight

[Mar 31 - Apr 1](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-03-31&endDate=2026-04-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 1 - Apr 2](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-04-01&endDate=2026-04-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shady Side hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/4973a39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/7b97c3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Grasonville near Kent Island

[](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

Grasonville

7.8/10

Good

(885 reviews)

"Staff was nice and room was clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren

CA $148

CA $164 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/f2cc9e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/cbbf2396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a98cfc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kent Island Resort

[](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

Stevensville

9.2/10

Wonderful

(134 reviews)

"Beautiful hotel, nice staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim

CA $165

CA $225 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Annapolis-Hotels-The-Waterfront-Historic-Kent-Manor-Inn.h194102.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/1d7c16b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/758b9b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Kent Narrows Inn

[](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

Grasonville

8.0/10

Very good

(1,004 reviews)

"Wonderful staff,Clean rooms and comfortable bed!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evette

CA $141

CA $156 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/72ca553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/745b6ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/4d956ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

Annapolis

9.0/10

Wonderful

(1,005 reviews)

"Very nice room and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara

CA $152

CA $173 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/d0d0e0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/8ea761a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/e8c42422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Gambrills

[](https://www.expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

Gambrills

9.0/10

Wonderful

(1,055 reviews)

"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lonnie

CA $116

CA $132 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/9f614534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/86e1ff48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/d898936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knapps Narrows Marina & Inn

[](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information)

Sherwood

9.4/10

Exceptional

(375 reviews)

"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nadia

CA $208

CA $229 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/814e7667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/da259258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8d29fbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8dfe0c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchored Inn at Hidden Harbour Marina

[](https://www.expedia.ca/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information)

Deale

9.4/10

Exceptional

(478 reviews)

"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katey

CA $211

CA $241 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/24fa7509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, River View](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/4eefada8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Annapolis East-Kent Island by IHG

[](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

Grasonville

9.2/10

Wonderful

(976 reviews)

"Very nice hotel, good breakfast selection, clean rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

CA $153

CA $170 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/21c4fc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/2ee9107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Annapolis Downtown

[](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

Annapolis

8.6/10

Excellent

(1,002 reviews)

"Great location & service was wonderful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Krisy

CA $149

CA $170 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![Outdoor banquet area](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/5cc5b3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b187b396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Double Queen First Level - Dog Friendly | View from room](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/0c190249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tilghman Island Inn

[](https://www.expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information)

Tilghman

9.6/10

Exceptional

(126 reviews)

"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Timothy

CA $326

CA $359 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking, Fireplace](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/42a0faa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Annapolis, MD

[](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

Annapolis

9.0/10

Wonderful

(1,010 reviews)

"I had a great stay & everything was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Timothy L

CA $138

CA $158 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/c88d625f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/831d18f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/d7bfce72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/d09846f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Conference Center

[](https://www.expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information)

Bowie

9.2/10

Wonderful

(1,004 reviews)

"Had a very nice stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

CA $138

CA $156 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/05aa05a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/80c6d100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/84264c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information)

Annapolis

7.8/10

Good

(1,001 reviews)

"Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marischel Vhee

CA $118

CA $134 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-a7434888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 5 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5755h3835x5y5-d8951a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5760h3835x0y5-ce75892e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/w5754h3835x5y5-441bbd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Kent Island Marina

[](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

Grasonville

9.0/10

Wonderful

(1,001 reviews)

"Beautiful area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dan

CA $193

CA $214 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4750fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair salon](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/45498263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee shop](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/230b1a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rod 'N' Reel Resort

[](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

Chesapeake Beach

8.4/10

Very good

(1,000 reviews)

"Great place to stay with lovely views"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $197

CA $247 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/65faa113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 Luxury Double, King Jacuzzi with fireplace](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/aeffd976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/81d032fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/1e71523a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### George Brooks House B&B

[](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information)

St. Michaels

8.8/10

Excellent

(70 reviews)

"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $236

CA $260 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/d4b92367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/c21b600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

Annapolis

8.6/10

Excellent

(1,005 reviews)

"Wonderful and clean accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily

CA $125

CA $142 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Room, 1 King Bed, Non Smoking (Whirlpool)](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/8f7b2e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Annapolis by IHG

[](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

Annapolis

8.2/10

Very good

(1,002 reviews)

"Everything was absolutely great there! Had an amazing stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaran

CA $159

CA $181 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/4dfe2462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/a8e6d435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/c12dde92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta ES Suites Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

Edgewater

8.8/10

Excellent

(1,009 reviews)

"Room was specious and the kitchen was a plus the buffet breakfast was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesus

CA $135

CA $154 total

includes taxes & fees

Apr 26 - Apr 27

[](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/9e72db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/30dd84ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/4da4e372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Kent Narrows & Marina

[](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information)

Grasonville

9.6/10

Exceptional

(731 reviews)

"Clean hotel all around. Friendly stafff and comfortable environment."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jillian

CA $210

CA $233 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15&regionId=6264943&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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## Stay near popular Shady Side attractions

### Shadyside Park

Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6263308)

### Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6263322)

## Top Shady Side Hotel Reviews

## Recent Reviews in Shady Side

![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](https://images.trvl-media.com/lodging/1000000/10000/6400/6366/c4bcae00_y.jpg)

### La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

6/10 Okay

"Room and hallway was dirty, breakfast was a mess, hotel full and not staffed accordingly "

[](https://expedia.ca/College-Park-Hotels-La-Quinta-Inn-Suites-By-Wyndham-DC-Metro-Capital-Beltway.h6366.Hotel-Information)

![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/fb2063de_y.jpg)

### Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

10/10 Excellent

"Located in very nice area, near the stadium and close to restaurants. Property is in an excellent condition. I would stay in the future."

[](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-I-95-Capitol-Beltway-Largo.h1357084.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg)

### Hilton Garden Inn Annapolis Downtown

6/10 Okay

"The housekeeper on duty the 26th on the 5th floor was an exceptional individual. Pleasant, efficient, and very customer oriented. I would like you to let her know that I listed her here. Unfortunately I did not see her name. The front desk staff was mediocre. I was checked into a double and had reserved a king. She did not tell me this! I had a meeting so no time to change to the room I had paid for! It was odd, really. So they compled my 35$$ parking fee, which is outrageous anyway, frankly. Annapolis does not aspire to 35$ parking. 36$+ wth the tax. Seriously?? Breakfast we waited about 25 minutes for coffee and our order taken. The food was OK, no seasonings, no garnish and poor portioning of side dishes. No silverware with the plates delivered. The waitress seemed overworked even though it wasn't particularly busy. The whole stay was simply mediocre, at best. We come to Annapolis to go to Ram's Head and hear the music at 49 West so this property is a great location. If you comp me a room for my experience so we can try again I'l recover for you with a better review. "

[](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg)

### Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent

"Excellent stay"

[](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

![WoodSpring Suites Washington DC East Arena Drive](https://images.trvl-media.com/lodging/27000000/26600000/26597500/26597444/fab78160_y.jpg)

### WoodSpring Suites Washington DC East Arena Drive

8/10 Good

"Dirty "

[](https://expedia.ca/College-Park-Hotels-WoodSpring-Suites-Washington-DC-East-Arena-Drive.h26597444.Hotel-Information)

![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg)

### Comfort Inn Largo-Washington DC East

2/10 Terrible

"Cual desayuno si el dimingo no pudimos desayunar mi hijo, mi esposa y yo. Ya q estuvimos a las 8:30 am y eran las 10 am y solo habia pan, no huevos, y mas servicio lento y mal del personal de la cocina groseros y despotas. Pague este hotel por el desayuno y me salio mas costoso por q mr toco desayunar en otro lugar."

[](https://expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg)

### Historic Inns of Annapolis

8/10 Good

"perfect location and fair price with friendly staff."

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg)

### Graduate by Hilton Annapolis

10/10 Excellent

"Beautiful accommodations, but the cost of parking is exorbitant. When I started staying here 4 years ago, it was free. Now it’s $35 per day."

[](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information)

![Courtyard by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56_y.jpg)

### Courtyard by Marriott Annapolis

8/10 Good

"nice place clean good price. Water pressure of the sower was very weak. Beside that all good. "

[](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

## More cheap stays in Shady Side

![WoodSpring Suites Washington DC East Arena Drive](https://images.trvl-media.com/lodging/27000000/26600000/26597500/26597444/fab78160_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD

CA $100

CA $113 total

Apr 5 - Apr 6

includes taxes & fees

6.2/10 (1,004 reviews)

[](https://expedia.ca/College-Park-Hotels-WoodSpring-Suites-Washington-DC-East-Arena-Drive.h26597444.Hotel-Information)

![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD

CA $116

CA $132 total

Apr 12 - Apr 13

includes taxes & fees

9/10 Wonderful! (1,055 reviews)

[](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/fb2063de_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

9101 Basil Ct Upper Marlboro MD

CA $127

CA $143 total

Apr 12 - Apr 13

includes taxes & fees

8.4/10 Very Good! (1,006 reviews)

[](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-I-95-Capitol-Beltway-Largo.h1357084.Hotel-Information)

![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/c88d625f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

CA $138

CA $156 total

Apr 6 - Apr 7

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

[](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information)

![Best Western Kent Narrows Inn](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

CA $141

CA $156 total

Apr 8 - Apr 9

includes taxes & fees

8/10 Very Good! (1,004 reviews)

[](https://expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Hampton Inn & Suites Glenarden/Washington DC](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/e25a62d8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Glenarden/Washington DC

2901 Campus Way North Lanham MD

CA $141

CA $160 total

Apr 26 - Apr 27

includes taxes & fees

9/10 Wonderful! (1,009 reviews)

[](https://expedia.ca/College-Park-Hotels-Hampton-Inn-Suites-Glenarden.h19345309.Hotel-Information)

## Hotels in Shady Side with star rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Shady-Side-Hotels.s50-0-d6264943.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

9 properties

[](https://expedia.ca/4Star-Shady-Side-Hotels.s40-0-d6264943.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

81 properties

[](https://expedia.ca/3Star-Shady-Side-Hotels.s30-0-d6264943.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

108 properties

[](https://expedia.ca/2Star-Shady-Side-Hotels.s20-0-d6264943.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Shady Side?

> This area offers immediate access to the water, which is a key reason for visiting Shady Side. You'll find properties with direct bay views, private docks, and easy access to water-based activities like fishing and boating. The main roads like Shady Side Road and Deale-Churchton Road run parallel to the water, where you'll find local seafood restaurants and small shops.
> 
>   
> Families often find staying near the waterfront ideal due to the abundance of outdoor activities. Many accommodations here cater to those looking for a relaxing holiday by the water, with plenty of space for children to play and direct access to crabbing and swimming spots.
> 
>   
> For couples seeking a quiet retreat, the more secluded waterfront properties offer privacy and scenic views. Imagine enjoying a sunset over the bay from your own balcony or taking a peaceful stroll along the shore.

### When is the best time to go to Shady Side?

> Spring brings mild temperatures, blooming flowers, and the opportunity to enjoy outdoor activities like fishing, kayaking, and exploring the local parks without the intense heat of summer. It's a great time for couples seeking a peaceful getaway with scenic views.
> 
>   
> Autumn offers comfortable temperatures and beautiful fall foliage, particularly along the waterfront. This season is ideal for those who enjoy hiking, cycling, or simply relaxing by the Chesapeake Bay. Families might appreciate the various harvest festivals and pumpkin patches in the wider area during this time.
> 
>   
> While summer (June to August) is popular for its warm weather and water sports, it can be quite busy, and accommodation prices might be higher.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Shady Side hotel booking with Expedia?

### How much is the nightly rate at a Shady Side hotel?

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- [Flights to Deale ](https://www.expedia.ca/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)
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- [Flights from Toronto (YYZ) to Annapolis (ANP) ](https://www.expedia.ca/lp/flights/yyz/anp/toronto-to-annapolis)

- [Visit Arundel on the Bay ](https://www.expedia.ca/Annapolis-Arundel-On-The-Bay.dx553248635976475949)
- [Visit Churchton ](https://www.expedia.ca/Churchton.dx6247936)
- [Visit Deale ](https://www.expedia.ca/Deale.dx55664)
- [Maryland Quiet Waters Park ](https://www.expedia.ca/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction)
- [Visit Selby-on-the-Bay ](https://www.expedia.ca/Selby-On-The-Bay.dx553248634999271692)
- [Shadyside Park ](https://www.expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction)

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- [Edgewater Vacation Rentals ](https://www.expedia.ca/Edgewater-Vacation-Rentals.d6348965.Travel-Guide-VacationRentals)

- [Things to do in Edgewater ](https://www.expedia.ca/Things-To-Do-In-Edgewater.d6348965.Travel-Guide-Activities)

- [Book Hotels in Shady Side on Expedia.com ](https://www.expedia.com/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)

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