Title: Book The Best Hotels in Shady Side, MD for 2026 from CA $107 - Fully Refundable Options - Expedia.ca

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# Find hotels in Shady Side, MD from CA $107

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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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&travelerType=family_friendly)

Ocean view

[](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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&amenities=OCEAN_VIEW)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&lodging=HOUSE_BOAT)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&amenities=POOL)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&amenities=HOT_TUB)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&lodging=COTTAGE)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&lodging=APARTMENT)

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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&lodging=CONDO)

Waterpark

[](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=2026-01-13&d1=2026-01-13&endDate=2026-01-15&d2=2026-01-15&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shady Side hotels

![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/ead5e21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/48d9bd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.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)

### Quality Inn Grasonville near Kent Island

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

Grasonville

7.8/10

Good

(863)

"Very clean rooms and polite staff."

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

JoAnn

Traveling for leisure

CA $115

CA $128 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Balcony](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/ad8d4ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/27bb8cb0.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

(1001)

"Excellent reception staff and our room was great, too."

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

Paul

Traveling with partner

CA $122

CA $163 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Michaels Inn

[](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

St. Michaels

8.2/10

Very good

(1000)

"Convenient location just outside of town and the breakfast that was included was quite good."

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

Donald

Traveling with partner

CA $129

CA $142 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.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)

![Deluxe Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/aeb43618.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

(1003)

"Great staff and clean rooms."

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

Monica

Traveling with family

CA $116

CA $132 total

includes taxes & fees

Jan 13 - Jan 14, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc.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/1000000/10000/2900/2882/8e8581bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/c066e894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ffc728ca.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

(1005)

"the room was very clean"

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

CATALINA

Traveling for leisure

CA $94

CA $107 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Property amenity](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/ba30667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/6cffebec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/w3998h2663x2y4-cd8765a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/5c73e4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites By Marriott Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information)

Annapolis

9.0/10

Wonderful

(168)

"Spacious, clean room with nice decor."

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

Paul

Traveling for business

CA $151

CA $172 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.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

(945)

"rooms are clean and beds comfortable"

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

Doreen

Traveling with partner

CA $130

CA $144 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Garden](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/5575a0f2.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)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.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

(1011)

"Rooms were large and clean"

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

Theresa

Traveling with friends

CA $102

CA $116 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/5b1966a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/29901fa0.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

(130)

"Smooth check in and very clean."

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

Diuto

Traveling for leisure

CA $165

CA $230 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/302472cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/d81dd69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/3c663d53.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

(1008)

"Room was very very clean."

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

LInda

Traveling for leisure

CA $104

CA $118 total

includes taxes & fees

Jan 26 - Jan 27, 2026

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

![Property amenity](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/8609294b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/65326f1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3998h2663x2y4-320fb9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3996h2664x4y0-0f5b2a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn By Marriott Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information)

Annapolis

9.0/10

Wonderful

(57)

"The rooms were very clean and spacious"

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

Anne

Traveling for leisure and business

CA $174

CA $198 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information)

![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.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)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/6ea498fe.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)

### 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

(1009)

"We were happy with our rooms bed was comfortable and very clean and clean"

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

lynn

Traveling with family

CA $132

CA $151 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86.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)

![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/bdf87bb6.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

(684)

"the room was clean and comfortable"

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

Marlon

Traveling for business

CA $159

CA $176 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/a336329e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information)

Annapolis

8.2/10

Very good

(1007)

"the pool was a popular destination due to the beautiful weather"

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

Brian

Traveling with partner

CA $117

CA $133 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160.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/1000000/20000/11300/11278/160d338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/068178f9.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

(1000)

"our room was clean with great options, premium channels"

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

Tina

Traveling with partner

CA $114

CA $127 total

includes taxes & fees

Jan 14 - Jan 15, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7e58a966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Annapolis

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

Annapolis

8.6/10

Excellent

(1000)

"Friendly staff and clean room"

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

Melissa

CA $115

CA $131 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![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)

![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)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/9a55b500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/d39579fb.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

(1002)

"Room was clean and comfortable"

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

Rebecca

Traveling for leisure

CA $110

CA $125 total

includes taxes & fees

Jan 10 - Jan 11, 2026

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

![Front of property](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/1068537c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/f924cfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/662e8b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### 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

(471)

"Can not wait to come back in the summer and enjoy the pool and Boathouse Bar!"

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

June

Traveling for leisure

CA $183

CA $209 total

includes taxes & fees

Jan 21 - Jan 22, 2026

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/e2360421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/76f6e3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/w5759h3834x0y6-7304a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Annapolis by IHG

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

Annapolis

8.8/10

Excellent

(1013)

"This is a very nice hotel clean and seems to be new"

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

richard

CA $150

CA $171 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921.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)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/5fd615f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/43940c84.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

(1005)

"Nice room, clean, linens was clean...for your information."

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

Lisa

Traveling with small children

CA $135

CA $153 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.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=2026-01-13&endDate=2026-01-14&regionId=6264943&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

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

[Sign in

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Sign up, it's free

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### Stay near popular Shady Side attractions

[](https://expedia.ca/Shadyside-Park-Hotels.0-l6263308-0.Travel-Guide-Filter-Hotels)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6263308)

[](https://expedia.ca/Captain-Avery-Museum-Hotels.0-l6263322-0.Travel-Guide-Filter-Hotels)

#### 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://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6263322)

## More cheap stays in Shady Side

![Best Western Annapolis](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Annapolis

2520 Riva Rd Annapolis MD

CA $94

CA $107 total

Jan 4 - Jan 5, 2026

includes taxes & fees

7.6/10 Good! (1,001 reviews)

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

![WoodSpring Suites Washington DC East Arena Drive](https://images.trvl-media.com/lodging/27000000/26600000/26597500/26597444/b9eed889_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD

CA $101

CA $114 total

Jan 7 - Jan 8, 2026

includes taxes & fees

6/10 (1,001 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 $104

CA $118 total

Jan 26 - Jan 27, 2026

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

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

![Hampton Inn & Suites Glenarden/Washington DC](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/114260b9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Glenarden/Washington DC

2901 Campus Way North Lanham MD

CA $125

CA $142 total

Jan 22 - Jan 23, 2026

includes taxes & fees

9/10 Wonderful! (1,005 reviews)

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

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### St Michaels Inn

1228 S Talbot Street St. Michaels MD

CA $129

CA $142 total

Jan 13 - Jan 14, 2026

includes taxes & fees

8/10 Very Good! (1,000 reviews)

[](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

CA $135

CA $153 total

Jan 5 - Jan 6, 2026

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

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

## Recent reviews of Shady Side hotels

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

5/5 Excellent

"Room was clean "

A verified traveller stayed at DoubleTree by Hilton Hotel Annapolis

Posted 2 days ago

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

![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/aa92a5c8_y.jpg)

### DoubleTree by Hilton Hotel Largo/Washington DC

5/5 Excellent

"Always a good experience. Clean room & good location."

A verified traveller stayed at DoubleTree by Hilton Hotel Largo/Washington DC

Posted 3 days ago

[](https://expedia.ca/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information)

![Hampton Inn & Suites Glenarden/Washington DC](https://images.trvl-media.com/lodging/20000000/19350000/19345400/19345309/114260b9_y.jpg)

### Hampton Inn & Suites Glenarden/Washington DC

5/5 Excellent

"Excellent staff and customer service! Went for the Cowboys vs Washington game and had great shuttle service. Also, super accommodations for our senior dog. "

A verified traveller stayed at Hampton Inn & Suites Glenarden/Washington DC

Posted 3 days ago

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

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg)

### Crowne Plaza Annapolis by IHG

5/5 Excellent

"Yes!"

A verified traveller stayed at Crowne Plaza Annapolis by IHG

Posted 3 days ago

[](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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

5/5 Excellent

"Stayed at the Comfort Inn due to Eagles playing at Commanders. For a one night stay, it was perfect for everything we needed. The stadium "

A verified traveller stayed at Comfort Inn Largo-Washington DC East

Posted 4 days ago

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

![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](https://images.trvl-media.com/lodging/1000000/10000/6400/6366/b2f3a1ba_y.jpg)

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

5/5 Excellent

"There was no way to control the room temperature!! Other than that it was perfection !! "

A verified traveller stayed at La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Posted 4 days ago

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

5/5 Excellent

"Nice spacious room for the rate. The room was clean."

A verified traveller stayed at Microtel Inn & Suites by Wyndham Gambrills

Posted 4 days ago

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

![Residence Inn by Marriott Upper Marlboro Joint Base Andrews](https://images.trvl-media.com/lodging/40000000/39040000/39036600/39036560/742baeec_y.jpg)

### Residence Inn by Marriott Upper Marlboro Joint Base Andrews

5/5 Excellent

"The customer service was superb! Breakfast was a great perk! Overall the best stay I’ve had at a hotel!"

A verified traveller stayed at Residence Inn by Marriott Upper Marlboro Joint Base Andrews

Posted 4 days ago

[](https://expedia.ca/College-Park-Hotels-Residence-Inn-By-Marriott-Upper-Marlboro-Joint-Base-Andrews.h39036560.Hotel-Information)

![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/faf6da25_y.jpg)

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

5/5 Excellent

"Hotel was clean and safe"

A verified traveller stayed at Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Posted 4 days ago

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

## Frequently asked questions

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

> During the peak season, which spans from May to July, Shady Side is bustling with visitors. This lively atmosphere is complemented by a variety of festivals and events that showcase the local culture and community spirit. If you enjoy outdoor pursuits, this is a fantastic time to partake in kayaking, cycling, or simply basking in the sunshine at nearby parks.
> 
>   
> For those seeking a calmer experience, consider visiting in early September. While the peak tourist activity begins to wane, you can still enjoy pleasant weather and the tail end of summer festivities. This month often offers lower accommodation rates, allowing you to explore the area without compromising on quality.

### 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 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)
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- [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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