Title: Best Hotels Near Captain Avery Museum, Shady Side from CA $127 | Expedia.ca

  

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# Find hotels near Captain Avery Museum, Shady Side from CA $127

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## Check prices for these dates

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[Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6263322&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

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Next weekend

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In two weeks

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Recommended

Price (low to high)

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Star rating

## Top Hotels Close to Captain Avery Museum

![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)

![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)

![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)

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

### Anchored Inn at Hidden Harbour Marina

8.1 km from Captain Avery Museum

9.4/10

Exceptional

(456)

"The view from the balcony is the best, whether at night or the day time. The outside bar everyone is so friendly. I have stayed here a few times and every time I come to the area, I will only stay here. I highly recommend it !"

CA $250

CA $285 total

includes taxes & fees

Oct 6 - Oct 7

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

![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/e92b8c36.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/2000000/1370000/1364100/1364028/08fc01db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/ac9f5b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Annapolis

14.2 km from Captain Avery Museum

9.0/10

Wonderful

(1001)

"Clean room, Good breakfast and friendly staff."

CA $147

CA $168 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![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 Suite, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/57a2b6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Tacaro Estate

10.4 km from Captain Avery Museum

9.2/10

Wonderful

(10)

"It was perfect!! We had a great stay. Luca was so kind and attentive. The property is astonishing. Perfect weekend retreat! Thank you so much "

CA $549

CA $626 total

includes taxes & fees

Oct 12 - Oct 13

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

![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/589ffa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/ac9bf8ab.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/1000000/300000/297100/297099/w3995h2667x0y0-71ae1070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/c4e2c1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Annapolis

14.4 km from Captain Avery Museum

9.4/10

Exceptional

(29)

"Great place with nice outside area "

CA $159

CA $181 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e7e5362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/6846c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Sonesta ES Suites Annapolis

14.3 km from Captain Avery Museum

8.8/10

Excellent

(907)

"Had a great stay."

CA $144

CA $165 total

includes taxes & fees

Nov 2 - Nov 3

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

![1 bedroom, hypo-allergenic bedding, desk, blackout drapes](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)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.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)

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

15.7 km from Captain Avery Museum

9.0/10

Wonderful

(1006)

"Great place to stay Friendly staff secure rooms Thank you "

CA $135

CA $154 total

includes taxes & fees

Nov 2 - Nov 3

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

14.6 km from Captain Avery Museum

9.0/10

Wonderful

(1836)

"Perfect location…terrific staff…spacious room with a king sized bed! "

CA $145

CA $213 total

includes taxes & fees

Nov 2 - Nov 3

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9088c5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/38f7156f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/1a3cf5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Annapolis by IHG

14.2 km from Captain Avery Museum

8.8/10

Excellent

(135)

"Nice area, clean, comfortable, pleasant staff"

CA $135

CA $154 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/cfbb67fb.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

15.5 km from Captain Avery Museum

8.8/10

Excellent

(1001)

"Good location"

CA $149

CA $170 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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/1000000/900000/892300/892213/8ee1610f.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)

![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

14.3 km from Captain Avery Museum

8.6/10

Excellent

(1002)

"Great staff, very helpful and welcoming!! Also location is great and very walkable to downtown area"

CA $141

CA $161 total

includes taxes & fees

Nov 3 - Nov 4

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

![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/18803db7.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

14.5 km from Captain Avery Museum

9.0/10

Wonderful

(149)

"Great room, very clean property, and the breakfast… absolutely perfect for me and my son. "

CA $201

CA $229 total

includes taxes & fees

Oct 13 - Oct 14

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

![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)

![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/5575a0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Annapolis

15.1 km from Captain Avery Museum

8.6/10

Excellent

(1005)

"Comfortable place to stay, nice shopping area close by. "

CA $148

CA $169 total

includes taxes & fees

Nov 3 - Nov 4

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

![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)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/abc30633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Annapolis

14.6 km from Captain Avery Museum

8.6/10

Excellent

(1001)

"The room was great, and the staff was great. "

CA $147

CA $167 total

includes taxes & fees

Nov 2 - Nov 3

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

![View from property](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/900/846/237feb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/e94a05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Graduate by Hilton Annapolis

14.4 km from Captain Avery Museum

9.4/10

Exceptional

(1003)

"Great area and it was a perfect hotel for our trip. "

CA $256

CA $292 total

includes taxes & fees

Oct 30 - Oct 31

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

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.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)

### Best Western Annapolis

14.9 km from Captain Avery Museum

7.8/10

Good

(1004)

"Great place."

CA $112

CA $127 total

includes taxes & fees

Oct 30 - Oct 31

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

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.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)

![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

14.4 km from Captain Avery Museum

8.2/10

Very good

(1003)

"Nice location and staff was friendly and helpful."

CA $145

CA $166 total

includes taxes & fees

Nov 3 - Nov 4

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

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/42213387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 134 Prince - Luxury Boutique Hotel

14.6 km from Captain Avery Museum

9.8/10

Exceptional

(26)

"Very friendly staff!"

CA $404

CA $461 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/6281ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Annapolis

14.5 km from Captain Avery Museum

8.2/10

Very good

(1003)

"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."

CA $156

CA $177 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.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/w3996h2664x4y0-0f5b2a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/0aaac719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn By Marriott Annapolis

14.5 km from Captain Avery Museum

8.8/10

Excellent

(49)

"Clean room: parking "

CA $236

CA $269 total

includes taxes & fees

Nov 2 - Nov 3

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

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

![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)

### Holiday Inn Express & Suites Annapolis by IHG

15.1 km from Captain Avery Museum

8.2/10

Very good

(1000)

"Great location. "

CA $159

CA $181 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.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=2025-10-19&endDate=2025-10-20&regionId=6263322&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Captain Avery Museum Hotel Reviews

![Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room](//images.trvl-media.com/lodging/74000000/73120000/73119400/73119318/4bd79b96_y.jpg)

### Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room

10/10 Excellent

"We loved this house! It was perfect for our multi-generational family reunion! There was plenty for everyone to do and lots of room to spread out. We were all very comfortable here and would definitely book this house again!"

[](https://expedia.ca/Churchton-Hotels-Private-Waterview-Estate-With-4-Suites.h73119318.Hotel-Information)

![Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA](//images.trvl-media.com/lodging/34000000/33970000/33965500/33965405/a1d6df97_y.jpg)

### Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

10/10 Excellent

"Great property! Thoroughly enjoyed our stay. "

[](https://expedia.ca/Annapolis-Hotels-Charming-Waterfront-Cottage-With-Private-Dock-Close-To-Annapolis-Usna.h33965405.Hotel-Information)

![Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.](//images.trvl-media.com/lodging/77000000/76790000/76789900/76789882/9cf8077c_y.jpg)

### Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

10/10 Excellent

"The home is tucked away in a quiet and charming neighborhood, directly on the water. This is an older home with lots of character that has all the amenities you need for a short-term or long-term stay. The house provides all supplies for the kitchen, bathroom, and bedroom (all you need to bring are clothes and food). The house is approximately 35 minutes from downtown Annapolis, with a straightforward drive. The home features a covered carport located at the back of the property. The enclosed front porch is great for watching the sunset over the water. The kayak is great for taking out into the water to paddle around, one of our favorite activities, and the neighborhood is also lovely for walking. The host was excellent in communication, offering local suggestions and being readily available to address any issues that arose during our 6-week stay. This house is ideal for singles or couples seeking a relaxing retreat in a cozy cottage by the water, especially if you have a boat. "

[](https://expedia.ca/Serene-Spot.h76789882.Hotel-Information)

![Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side](//images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/5eca3b46_edited_e784_y.jpg)

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

10/10 Excellent

"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."

[](https://expedia.ca/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information)

![Waterfront Home on the Chesapeake Bay!](//images.trvl-media.com/lodging/89000000/88520000/88514600/88514574/6a5cd72f_y.jpg)

### Waterfront Home on the Chesapeake Bay!

10/10 Excellent

"Great house and a boaters dream with a wonderful view on top of it all! House is clean and sizeable. Many amenities are included so you don't have to bring much even though we did! :-) Nice bulkheaded lot with good dock and boat lift. There is a community boat ramp 4 doors down and we put our 21' boat and jetskis in there no problem. We brought 4 kayaks to go along with the 3 they have. They also had a couple bikes to enjoy. Quick access to the Chesapeake and fun local dock and dine restaurants and bars. Good tennis courts near by at Shady Side park. Close by boat to Annapolis, the multiple rivers and even up to Sandy Point state park. You will not run out of things to do nearby. As far as the house, we had use of the 1 car garage and enough parking for our 3 cars and trailers. Showers were good with plenty of hot water. Washer and dryer are newer and were put to good use. Yard is fenced in and our dogs had the freedom to move about. The back enclosed porch had nice views and we ate most all meals at the long table. Smart TV's kept me entertained for the 5 minutes before I fell unconscious from the days activities :-) Grill was available for use as well and worked nicely. A fire pit would be a nice addition...we brought our own. as well as patio blocks, 1/2 cord of wood, and chairs but the fun we had at night enjoying the view, listening to music and toasting marshmallows was well worth the effort. It was a great family bonding time. Shady Side is a great spot to vacation. "

[](https://expedia.ca/Shady-Side-Hotels-Waterfront-Home-On-The-Chesapeake-Bay.h88514574.Hotel-Information)

![Home w/ Beach Access Boat Slip Basketball Court](//images.trvl-media.com/lodging/119000000/118840000/118834600/118834505/0715242f_y.jpg)

### Home w/ Beach Access Boat Slip Basketball Court

10/10 Excellent

"Nice property in quiet peaceful location, excellent views of the bay from backyard. Home was clean and ready on arrival. Backyard area could use outdoor seating to enjoy views of bay. It is 36-40 min drive to Annapolis. Not many eating options in Shadyside area, that wasn’t an issue for us as we cooked/grilled during our stay. Overall pleased with our stay."

[](https://expedia.ca/Shady-Side-Hotels-Home-W-Beach-Access-Boat-Slip-Basketball-Court.h118834505.Hotel-Information)

![Adorable waterside cottage with pool Beach community](//images.trvl-media.com/lodging/38000000/37910000/37903600/37903516/87c9ccde_y.jpg)

### Adorable waterside cottage with pool Beach community

10/10 Excellent

"It is definitely a quiet area - private pool was a huge plus!!"

[](https://expedia.ca/Annapolis-Hotels-Adorable-Waterside-Cottage-With-Pool-Beach-Community.h37903516.Hotel-Information)

![Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK](//images.trvl-media.com/lodging/34000000/33510000/33506400/33506340/be9b544d_y.jpg)

### Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

10/10 Excellent

"We had an outstanding stay at Chesapeake Paradise and are happy to add our glowing accolades to all the justly deserved positive reviews for this property. Although Shawn was out of town at the beginning of our stay, her communication was top-notch. She checked in with us frequently to assure all was well. We knew if we needed assistance in any way it was a text away. The house was immaculate and every comfort and convenience was provided. We woke to a stunning view of the water from our comfy beds, could prepare meals effortlessly in a well-stocked kitchen and enjoyed oodles of room to spread out in the thoughtfully designed cottage. Maps, brochures, a binder of information and the website provided guidance to restaurants, local activities and all we needed to plan our week. The outdoor space was the highlight of our time. As described, we had direct access to the water. We swam, canoed, kayaked and floated. We were lucky enough to share the week with a multi-generational family in the adjacent building on the property. We enjoyed common fire pit time, talks on the pier, and having our dogs play together. There were so many “extra” perks, like the multiple types of swings, lounge chairs, tables, grills, and games. When Shawn returned to the property, we enjoyed wonderful conversations. She was available as much as we desired or needed, yet was not intrusive on our privacy. We would rent here again without hesitation."

[](https://expedia.ca/Churchton-Hotels-Watrfnt-Cottage-ChesapeakeParadise-KayaksDogs-OK.h33506340.Hotel-Information)

![Waterfront Getaway, Dock Your Boat & Play!](//images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/60e252be_y.jpg)

### Waterfront Getaway, Dock Your Boat & Play!

10/10 Excellent

"My Husband and I stayed here between 7/27 to 7/30/2025 on our trip through Delaware, New Jersey, and Maryland. The camper was lovely and, honestly, it was more modern than some of the house in our home town. It was beautiful and was a wonderful stay! We were really shocked at how it felt more like we were staying in a house than a trailer! The hosts provided a clean, comfortable, and unique stay for us, information about launching necessities in the area, and were professional and kind. We really loved our stay here and appreciate the hospitality!"

[](https://expedia.ca/Edgewater-Hotels-Waterfront-Getaway.h96305189.Hotel-Information)

### Hotels near Other Shady Side Attractions

[](https://expedia.ca/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels)

![Maryland Quiet Waters Park which includes a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135017-Maryland-Quiet-Waters-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6172639)

[](https://expedia.ca/Kunta-KinteAlex-Haley-Memorial-Hotels.0-l553248621533116849-0.Travel-Guide-Filter-Hotels)

![Kunta Kinte–Alex Haley Memorial](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253647-Kunta-Kinte-Alex-Haley-Memorial.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kunta Kinte–Alex Haley Memorial

This moving memorial marks the spot where Kunta Kinte, the ancestor of author Alex Haley, was brought from Africa and sold into slavery.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621533116849)

[](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/Galesville-Heritage-Museum-Hotels.0-l6263317-0.Travel-Guide-Filter-Hotels)

#### Galesville Heritage Museum

You can spend time studying the exhibits at Galesville Heritage Museum during your trip to Galesville. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6263317)

[](https://expedia.ca/Triton-Beach-Hotels.0-l553248635983987837-0.Travel-Guide-Filter-Hotels)

#### Triton Beach

Why not spend a lazy afternoon at Triton Beach during your trip to Mayo?

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635983987837)

[](https://expedia.ca/Smithsonian-Environmental-Research-Center-Hotels.0-l553248621532662265-0.Travel-Guide-Filter-Hotels)

#### Smithsonian Environmental Research Center

You can take time to visit Smithsonian Environmental Research Center during your travels to Edgewater. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532662265)

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-   [Motels in Mayo](https://www.expedia.ca/Mayo-Motels.d553248634998988486-aaMotels.Travel-Guide-Accommodation)
-   [Spa Hotels in Oyster Harbor](https://www.expedia.ca/Oyster-Harbor-Annapolis-Hotels-Spa-Hotel.0-n553248635976482330-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Riva Hotels](https://www.expedia.ca/Riva-Hotels.d3000440850.Travel-Guide-Hotels)
-   [Rose Haven Hotels](https://www.expedia.ca/Rose-Haven-Hotels.d153066.Travel-Guide-Hotels)
-   [Aparthotels in Selby-on-the-Bay](https://www.expedia.ca/Selby-On-The-Bay-Apart-Hotels.d553248634999271692-aaApartHotels.Travel-Guide-Accommodation)
-   [Selby-On-The-Bay Hotels](https://www.expedia.ca/Selby-On-The-Bay-Hotels.d553248634999271692.Travel-Guide-Hotels)
-   [Shady Side Hotels](https://www.expedia.ca/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)
-   [Hotels near St John's College](https://www.expedia.ca/St-Johns-College-Hotels.0-l553248621533116848-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Tracys Landing](https://www.expedia.ca/Tracys-Landing-Apart-Hotels.d3000440927-aaApartHotels.Travel-Guide-Accommodation)
-   [Tracys Landing Hotels](https://www.expedia.ca/Tracys-Landing-Hotels.d3000440927.Travel-Guide-Hotels)
-   [Motels in Tracys Landing](https://www.expedia.ca/Tracys-Landing-Motels.d3000440927-aaMotels.Travel-Guide-Accommodation)
-   [West River Hotels](https://www.expedia.ca/West-River-Hotels.d553248635975860906.Travel-Guide-Hotels)
-   [Hotels near Wild Bird Center](https://www.expedia.ca/Wild-Bird-Center-Hotels.0-l553248621532662329-0.Travel-Guide-Filter-Hotels)

-   [Flights to Deale](https://www.expedia.ca/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)
-   [Flights to Edgewater](https://www.expedia.ca/Cheap-Flights-To-Edgewater.d6348965.Travel-Guide-Flights)
-   [Flights to Shady Side](https://www.expedia.ca/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)

-   [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)

-   [Car rental Deale](https://www.expedia.ca/Car-Rentals-In-Deale.d55664.Car-Rental-Guide)
-   [Car rental Highland Beach](https://www.expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)
-   [Sixt Ni Rental Cars in Selby-on-the-Bay](https://www.expedia.ca/Sixt-Ni-Car-Rentals-In-Selby-On-The-Bay.d553248634999271692-c1126.Car-Rental-Guide-Suppliers)

-   [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)