Title: 10 Best Hotels in Oyster Harbor, Annapolis for 2026 | Expedia.ca

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![Oyster Harbor: Annapolis, MD](https://images.trvl-media.com/place/553248635976482330/45b90292-7297-4411-931b-9761fb70d034.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by KaiG

# Hotels in Oyster Harbor, Annapolis 

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## Check prices for these dates

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-26&endDate=2025-12-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Oyster Harbor hotels

![Porch](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/8e209338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #2, King with Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23402709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, 2 Bedrooms, Balcony | Room amenity](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23007304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e07c03ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parsonage Inn

[](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information)

26.1 km from Oyster Harbor

9.2/10

Wonderful

(130)

"Hosts were wonderful, breakfast was delicious, everything was walkable "

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

Nathaly

CA $274

CA $301 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/St-Michaels-Hotels-Parsonage-Inn.h1591926.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)

![2 Deluxe Double, queen fire place](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6d7108e1.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)

### George Brooks House B&B

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

25.4 km from Oyster Harbor

8.6/10

Excellent

(65)

"Gorgeous quaint historic house. Friendly owner, close to town "

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

Christopher

CA $209

CA $230 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![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/1000000/200000/190700/190683/76d50f6c.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)

23.2 km from Oyster Harbor

7.8/10

Good

(863)

"room was nice breakfast was good and the staff was very friendly and helpful. "

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

Esai

CA $115

CA $128 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![Lake](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/694681d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/8889a53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/72010305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/f2afc3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Huntingfield Creek

[](https://www.expedia.ca/Rock-Hall-Hotels-Inn-At-Huntingfield-Creek.h15600253.Hotel-Information)

29.4 km from Oyster Harbor

10/10

Exceptional

(59)

"Quiet. Friendly staff. Beautiful grounds. Very clean."

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

Brian

[](https://www.expedia.ca/Rock-Hall-Hotels-Inn-At-Huntingfield-Creek.h15600253.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)

![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/78000000/77980000/77974900/77974873/9e72db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/e60ed5ff.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)

20.1 km from Oyster Harbor

9.6/10

Exceptional

(680)

"The staff are the absolute best. Our room was perfect."

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

Deborah

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)

![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)

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

![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/26f606ca.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)

### St Michaels Inn

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

28.7 km from Oyster Harbor

8.2/10

Very good

(1000)

"Staff was friendly, courteous, and helpful."

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

Donna

CA $129

CA $142 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

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

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

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

20.4 km from Oyster Harbor

9.2/10

Wonderful

(939)

"It was very comfortable and clean"

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

Maria

CA $108

CA $120 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Perry Cabin

[](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

26 km from Oyster Harbor

9.6/10

Exceptional

(372)

"Friendly and attentive staff, good cleaning services"

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

Nathan

CA $714

CA $864 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.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)

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

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/cc651796.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)

20.3 km from Oyster Harbor

8.0/10

Very good

(1001)

"Nice place "

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

Tucker T

CA $114

CA $127 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![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)

![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/a0732bf1.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)

### Kent Island Resort

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

13.8 km from Oyster Harbor

9.2/10

Wonderful

(130)

"Beautiful and peaceful property!"

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

Jerry

CA $163

CA $229 total

includes taxes & fees

Dec 28 - Dec 29

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

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/66a1e121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/e17d8d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/d03cf3e5.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)

20.3 km from Oyster Harbor

9.0/10

Wonderful

(1000)

"Clean and friendly staff"

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

Lisa

CA $156

CA $173 total

includes taxes & fees

Dec 30 - Dec 31

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/cca95561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/b42a3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Chesapeake Bay Beach Club

[](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information)

13.7 km from Oyster Harbor

9.4/10

Exceptional

(432)

"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "

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

DEANNA

CA $226

CA $285 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information)

![Horseback riding](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ad846553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ed0e25a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, Bay View](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/aa3e4df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, 1 Bedroom](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/9273007e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Tacaro Estate

[](https://www.expedia.ca/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.Hotel-Information)

19.7 km from Oyster Harbor

9.4/10

Exceptional

(11)

"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend \*\*\*\*\*"

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

Todd

[](https://www.expedia.ca/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.Hotel-Information)

![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/11cbce69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/f4a02e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wildset

[](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

26.2 km from Oyster Harbor

9.8/10

Exceptional

(410)

"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "

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

Jenn

CA $258

CA $314 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.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)

![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)

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

![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b30d5f43.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)

25.6 km from Oyster Harbor

9.6/10

Exceptional

(121)

"Great room and water view! Staff is very friendly and welcoming. "

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

Nicole

CA $280

CA $308 total

includes taxes & fees

Jan 18 - Jan 19, 2026

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

![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)

17.4 km from Oyster Harbor

9.4/10

Exceptional

(471)

"Beautiful place to stay, we stay their one to two times a year."

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

Marjorie

CA $183

CA $209 total

includes taxes & fees

Dec 28 - Dec 29

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

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/937d59ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/72a927ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Widows Walk Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/ba45b764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wylder Tilghman Island

[](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

26.6 km from Oyster Harbor

8.8/10

Excellent

(90)

"Very relaxing stay."

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

Anne

CA $161

CA $237 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/6fde5623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/1e3401a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/67743db3.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)

25.8 km from Oyster Harbor

9.4/10

Exceptional

(363)

"nice clean room staff very nice would stay again "

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

mario

CA $164

CA $181 total

includes taxes & fees

Dec 27 - Dec 28

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

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

### Microtel Inn & Suites by Wyndham Gambrills

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

22.1 km from Oyster Harbor

9.0/10

Wonderful

(1001)

"Nice place to stay! Clean, friendly staff, close to restaurants,stores, and movies!"

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

Valda

CA $104

CA $118 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Exterior](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/770b12f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/2ff956e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/72227fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/e292dedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Executive Inn And Suites

[](https://www.expedia.ca/Waldorf-Hotels-Executive-Inn-And-Suites.h8254074.Hotel-Information)

23.8 km from Oyster Harbor

7.2/10

Good

(554)

"The staff is so amazing here! "

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

Selina

[](https://www.expedia.ca/Waldorf-Hotels-Executive-Inn-And-Suites.h8254074.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=2026-01-09&endDate=2026-01-10&regionId=553248635976482330&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Oyster Harbor

Find the best Oyster Harbor areas and neighborhoods for the activities you enjoy most. 

- Historic District
- Eastport
- Murray Hill
- Cape Saint Claire
- Hillsmere

![Annapolis showing street scenes and a city as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146977-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis showing street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146975-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253200-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Annapolis which includes dining out, a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146976-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland State House which includes an administrative building, interior views and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134426-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976472706)

![Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7Bb%7ClF%7Cb%7DqMgJgEXiCaB%5BsJmPdDaLRaC%5BkA%7DEi%40gFmKrL%7DSuCsDlKcShDfDzEeJ%7CDvEnHoMfChCnMl%40v%40%7EBbAdNy%40bOhAnS%7ECbJ%3F%60FgArBK%60DwA%7CGyPkLeEMr%40zHoCx%40wByOaATuCjj%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=OqazwSPLvr5h-WgoH_Xe_qm6f6Y=)

### Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472706)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473127)

![Eastport map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wowlFl%7DzqMkhAcXiOlHiDmH_Dr%40qAeFUgF%60B%7DJUoBcRsPwCaEMyBA%7DA%7EGkLrH%7BP%7EBsAnBHrBr%40%60P%60MbBpTtOtFtJpEvBvI%60JxDhUAtBlD%60GdPuA%60G%7E%40pGg%40bI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=8C7j3Y4M9Ctt54PDCsHeBtpfKsY=)

### Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473127)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473392)

![Murray Hill map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:il%7BlF%7Cr%7DqMuMuu%40%7EFIp%40_GwE_Cs%40_B%7CAaDvBjBjBoFhCnB%60AaCdC%7CA%7C%40yCxDvAn%40fGnBfAt%40%7EEcAhHlDKvFbBUfE%7C%40pCOhEnAlGArBiA%60BKjBwA%7EDwBfAoFuH_CrBg%40_%40_DnB%7BG%7EG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=jKOr6ipBt1dXnbT53EpyG6N8CsU=)

### Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473392)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=3000440447)

![Cape Saint Claire map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:szgmFznvqMuFuCfAsB%60ADnDcC%7C%40cFYeAcByAyD%60KwGoOaD%7EAiCb%40eAa%40Co%40oBTyAo%40aCiCgKqPiFyDaBwI_KwOoC%7DG%7BFcUuf%40ecAhOy%5EdOuYhAsGvf%40k%40jPrBdLjDlR%60Dd%5C%7CITvAkBvM%60%40nDbBdCrC%60A%7ECJdEhE%7C%40vBErAnFhLvAJxA%7CBJ%7CIoB%60H_C%7EBeKrD_FbDqEvFwDhJ_BdJY%7CGB%7Cy%40%5DfQeKh%40gFrL&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=30TNaIuiYU_kf5r2dVaNSsZNNiY=)

### Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=3000440447)

![Maryland Quiet Waters Park showing a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134444-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park which includes a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134443-Annapolis.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park featuring a garden as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135020-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park showing a statue or sculpture and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135023-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Maryland Quiet Waters Park showing a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135024-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473205)

![Hillsmere map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7DwtlF%7El%60rMuPwAwK%7DEeDeLmDwFmH%7CAsSs%40wBaKuK%7BDoq%40oBj%5C%7BObPeP%60Xej%40fFaZbFqRhFtBbU%7C%40XsKbKmPda%40mEtEaKjHdBvGxChFuBjQ%7BCxMn%5C%60T%7E%7C%40i%5E%7Eg%40aFxQoJ%7CEEp%5DoF%7EAsQmEqWbLaIrR&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=IJ7Xo8qRlQPWoO5oFb6yVBnP894=)

### Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473205)

## Top Oyster Harbor Hotel Reviews

![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg)

### Comfort Inn Conference Center

10/10 Excellent

"Clean and excellent bedding."

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

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

### DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Overall great experience "

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

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Best place to stay is the main building"

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

![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Beautiful and perfect location"

[](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg)

### Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Lovely hotel, my favorite place to stay in Annapolis!"

[](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Courtyard by Marriott Bowie](https://images.trvl-media.com/lodging/32000000/31770000/31766400/31766390/4b19e842_y.jpg)

### Courtyard by Marriott Bowie

10/10 Excellent

"Great staff"

[](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Bowie.h31766390.Hotel-Information)

![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg)

### SpringHill Suites by Marriott Annapolis

10/10 Excellent

"Decent stay. Decent rooms for the $$. Charging for parking when the property in not in downtown Annapolis and in the middle of a commercial office complex is a $$ grab. "

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

"."

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

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"The room was very clean and comfortable, the staff was super friendly in helping make suggestions, i really appreciated their willingness to engage and help"

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

## Frequently asked questions

### What's it like in Oyster Harbor?

### What's a favorite place to stay in Oyster Harbor?

### How many hotels can I expect to find in the Oyster Harbor area?

### If I need to cancel my hotel reservation in Oyster Harbor, will I receive a refund?

### What is there to do around this Annapolis neighborhood?

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- [Flights to Annapolis ](https://www.expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)
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- [Kunta Kinte–Alex Haley Memorial ](https://www.expedia.ca/Kunta-KinteAlex-Haley-Memorial-Annapolis.d553248621533116849.Vacation-Attraction)
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- [Things to do in Annapolis ](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
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- [Book Hotels in Oyster Harbor on Expedia.com ](https://www.expedia.com/Oyster-Harbor-Annapolis-Hotels.0-n553248635976482330-0.Travel-Guide-Filter-Hotels)