Title: 10 Best Hotels in Winchester-on-the-Severn, Annapolis for 2025 | Expedia.ca

  

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# Hotels in Winchester-on-the-Severn, Annapolis

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## Go beyond your typical stay in Winchester-on-the-Severn

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=POOL)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=HOUSE_BOAT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester-on-the-Severn%2C+Annapolis%2C+Maryland%2C+United+States+of+America&regionId=553248635976475477&latLong=39.015549%2C-76.507143&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475477&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Winchester-on-the-Severn hotels and places to stay

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

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

![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

23.6 km from Winchester-on-the-Severn

9.2/10

Wonderful

(903)

"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"

CA $177

CA $196 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.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/e60ed5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/bdf87bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Kent Narrows & Marina

23.3 km from Winchester-on-the-Severn

9.4/10

Exceptional

(629)

"Great location and rooms. Great place!"

CA $208

CA $230 total

includes taxes & fees

Oct 26 - Oct 27

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

![Reception](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/6468097d.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)

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

### Hilton Garden Inn Kent Island Marina

23.6 km from Winchester-on-the-Severn

9.0/10

Wonderful

(999)

"Hotel was great, beautiful location near the water"

CA $219

CA $244 total

includes taxes & fees

Oct 5 - Oct 6

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/b1b0ec95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/08801051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/033129c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/30000/23100/23043/a978e6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Baltimore At The Stadiums by IHG

30.5 km from Winchester-on-the-Severn

8.4/10

Very good

(331)

"Great Place Places to Stay "

CA $121

CA $142 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Baltimore-At-The-Stadiums.h23043.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/37cd357c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/a5b215d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/5f4916ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1155100/1155026/2a2c48d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Columbia Gateway

29.8 km from Winchester-on-the-Severn

8.2/10

Very good

(1002)

"Staff at this place were very nice "

CA $124

CA $140 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Baltimore-Hotels-Comfort-Suites-Columbia-Gateway.h1155026.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.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/2000000/1680000/1678800/1678710/04365757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/768e2886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Annapolis

4.3 km from Winchester-on-the-Severn

8.6/10

Excellent

(1008)

"Would stay there again very soon "

CA $277

CA $316 total

includes taxes & fees

Sep 28 - Sep 29

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

![Superior Single Room, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/200000/194200/194102/2f6490c0.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)

### Kent Island Resort

16.5 km from Winchester-on-the-Severn

9.2/10

Wonderful

(114)

"Great INN super nice staff"

CA $263

CA $345 total

includes taxes & fees

Oct 21 - Oct 22

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/19c3b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/a9a9ef59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/58057ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Hotel & Conference Center

29.6 km from Winchester-on-the-Severn

7.8/10

Good

(1001)

"Nice hotel "

CA $161

CA $189 total

includes taxes & fees

Oct 1 - Oct 2

[](https://www.expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.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)

![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)

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

### Courtyard by Marriott Annapolis

6 km from Winchester-on-the-Severn

8.6/10

Excellent

(1000)

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

CA $159

CA $181 total

includes taxes & fees

Oct 20 - Oct 21

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

![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)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.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

23.5 km from Winchester-on-the-Severn

8.0/10

Very good

(1002)

"Excellent location"

CA $176

CA $196 total

includes taxes & fees

Oct 5 - Oct 6

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

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.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)

### Quality Inn

26.7 km from Winchester-on-the-Severn

7.8/10

Good

(831)

"Great place and great staff"

CA $144

CA $160 total

includes taxes & fees

Oct 19 - Oct 20

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

![Property amenity](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/fba8c798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/bd8b7105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/44c7f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/4cc768f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Baltimore Downtown/McHenry Row

29.1 km from Winchester-on-the-Severn

9.0/10

Wonderful

(665)

"I liked that it was conveniently next to a grocery store. I also liked that the rooms were spacious and appeared to be soundproof. "

CA $187

CA $220 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.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)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/fbea7cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta ES Suites Annapolis

6 km from Winchester-on-the-Severn

8.8/10

Excellent

(899)

"Had a great stay."

CA $147

CA $167 total

includes taxes & fees

Sep 29 - Sep 30

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

![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/76e0b277.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

5.7 km from Winchester-on-the-Severn

8.2/10

Very good

(1014)

"Nice location and staff was friendly and helpful."

CA $159

CA $182 total

includes taxes & fees

Oct 19 - Oct 20

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

![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)

![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)

### Anchored Inn at Hidden Harbour Marina

26.1 km from Winchester-on-the-Severn

9.4/10

Exceptional

(454)

"Very clean and fresh!❤️Loved the room. bar loud at happy hour outside . Food good at food truck. Would for sure stay again, looking forward to our next stay at anchored inn."

CA $250

CA $285 total

includes taxes & fees

Sep 28 - Sep 29

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

![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)

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

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

5.4 km from Winchester-on-the-Severn

9.0/10

Wonderful

(1023)

"Great place to stay. The pool and hot tub are great amenities. "

CA $141

CA $161 total

includes taxes & fees

Oct 14 - Oct 15

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

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

![Interior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/9f06834f.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)

### The Inn at Chesapeake Bay Beach Club

16.2 km from Winchester-on-the-Severn

9.4/10

Exceptional

(420)

"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "

CA $286

CA $353 total

includes taxes & fees

Oct 26 - Oct 27

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

![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)

### Crowne Plaza Annapolis by IHG

4.5 km from Winchester-on-the-Severn

8.8/10

Excellent

(1018)

"Good location"

CA $156

CA $178 total

includes taxes & fees

Oct 14 - Oct 15

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

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.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)

### Historic Inns of Annapolis

Historic District, 4.3 km from Winchester-on-the-Severn

9.0/10

Wonderful

(1857)

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

CA $156

CA $226 total

includes taxes & fees

Oct 27 - Oct 28

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

![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)

![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

5.3 km from Winchester-on-the-Severn

7.8/10

Good

(1021)

"Friendly staff with a good breakfast"

CA $115

CA $132 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.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=2025-10-11&endDate=2025-10-12&regionId=553248635976475477&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Where to stay in Winchester-on-the-Severn

Find the best Winchester-on-the-Severn areas and neighborhoods for the activities you enjoy most.

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

![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%5BsJmPdDaLTaC%5DkA%7DEi%40gFmKrL%7DSuCsDlKcShDfDzEeJ%7CDvEnHoMfChCnMl%40v%40%7EBbAdNy%40bOhAnS%7ECbJ%3F%60FgArBK%60DwA%7CGyPmLeEKr%40zHoCx%40wByOaATuCjj%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=599BYBsKZGeP6IDfrJgWkhl-WYM=)

### 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%60MbBpTvOtFrJpEvBvI%60JxDhUAvBlD%7EFdPuA%60G%7E%40pGg%40bI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=5jFDCww6H-XeEAL1Qj6p2QEhx7s=)

### 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%40fGpBdAr%40%60FcAhHlDKvFbBUfE%7C%40pCOhEnAlGArBiA%60BKjBwA%7EDwBfAoFuH_CrBg%40_%40_DnB%7BG%7EG&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=uBbWev1hikDugLB1TLAHfO3jWDU=)

### Murray Hill

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

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

![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%7DEeDeLmDwFkH%7CAuSs%40wBaKuK%7BDoq%40oBj%5C%7BObPeP%60Xej%40hFaZ%60FqRhFtBbU%7C%40XsKbKmPda%40mEtEaKjHdBvGxChFuBjQ%7BCxMn%5C%60T%7E%7C%40i%5E%7Eg%40aFxQoJ%7CEEp%5DoF%7EAsQmEqWbLaIrR&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=vowXRrClcVqDinlyCqW-L4fa9TE=)

### 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)

[](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%40_CiCiKqPiF%7BDaBuI_KwOoC%7DG%7BFcUuf%40ecAhOy%5EdOuYhAsGvf%40k%40jPrBdLhDlRbDd%5C%7CITvAkBvM%60%40nDbBdCrC%60A%7ECJdEhE%7C%40vBErAnFhLvAJxA%7CBJ%7CIoB%7EG_C%60CeKrD_FbDqEvFwDhJ_BdJY%7CGB%7Cy%40%5DfQeKh%40gFrL&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=FuOpSN3gbn6tqCTLpJUbdFzLIiU=)

### 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)

## Top Winchester-on-the-Severn Hotel Reviews

![La Quinta Inn & Suites by Wyndham Baltimore BWI Airport](//images.trvl-media.com/lodging/1000000/30000/25900/25898/941fbe1a_y.jpg)

### La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent

"Great location near BWI and shopping."

[](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-BWI-Airport.h25898.Hotel-Information)

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

### Historic Inns of Annapolis

10/10 Excellent

"Good"

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

![Holiday Inn Baltimore BWI Airport by IHG](//images.trvl-media.com/lodging/1000000/80000/77900/77834/77790c2d_y.jpg)

### Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"The evening staff in the dining room, Roc and Jada were very helpful and fun. They gave a lot of suggestions and we ended up overeating. The food is really good in the evening. The front desk staff was also very helpful and polite. "

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Baltimore-BWI-Airport.h77834.Hotel-Information)

![Sonesta ES Suites Baltimore BWI Airport](//images.trvl-media.com/lodging/1000000/80000/77900/77835/1f717877_y.jpg)

### Sonesta ES Suites Baltimore BWI Airport

10/10 Excellent

"Very clean very quite, breakfast pretty good "

[](https://expedia.ca/Baltimore-Hotels-Sonesta-ES-Suites-Baltimore-BWI-Airport.h77835.Hotel-Information)

![Wingate by Wyndham Baltimore BWI Airport](//images.trvl-media.com/lodging/1000000/20000/12700/12658/576f84db_y.jpg)

### Wingate by Wyndham Baltimore BWI Airport

10/10 Excellent

"Nice place to stay near airport."

[](https://expedia.ca/Baltimore-Hotels-Wingate-By-Wyndham-Baltimore-BWI-Airport.h12658.Hotel-Information)

![Hyatt House BWI Airport Baltimore](//images.trvl-media.com/lodging/104000000/103180000/103174300/103174233/d66a3891_y.jpg)

### Hyatt House BWI Airport Baltimore

10/10 Excellent

"After a long flight into BWI with a late arrival, we found the hotel to be comfortable and welcoming."

[](https://expedia.ca/Baltimore-Hotels-Hyatt-House-BWI-Airport-Baltimore.h103174233.Hotel-Information)

![DoubleTree Hotel Baltimore - BWI Airport](//images.trvl-media.com/lodging/1000000/30000/26200/26137/0422878e_y.jpg)

### DoubleTree Hotel Baltimore - BWI Airport

10/10 Excellent

"It was nothing special about this hotel"

[](https://expedia.ca/Baltimore-Hotels-DoubleTree-Hotel-Baltimore-BWI-Airport.h26137.Hotel-Information)

![SpringHill Suites by Marriott Baltimore BWI Airport](//images.trvl-media.com/lodging/1000000/580000/574400/574327/c40dfb4d_y.jpg)

### SpringHill Suites by Marriott Baltimore BWI Airport

10/10 Excellent

"very clean hotel, staff was all very friendly and welcoming. "

[](https://expedia.ca/Baltimore-Hotels-SpringHill-Suites-By-Marriott-Baltimore-BWI-Airport.h574327.Hotel-Information)

![The Westin Baltimore Washington Airport - BWI](//images.trvl-media.com/lodging/2000000/1780000/1770700/1770627/13f895c7_y.jpg)

### The Westin Baltimore Washington Airport - BWI

10/10 Excellent

"I wasn't pleased that after hours the hotel was wide open and you didn't need your key card to gain access in front of back not even the elevators. Also to pay $30 for breakfast the set up was not pleasing nor the cleanliness of the area. I also would suggest putting hand sanitizer in the areas "

[](https://expedia.ca/Baltimore-Hotels-The-Westin-Baltimore-Washington-Airport-BWI.h1770627.Hotel-Information)

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-   [Ski Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Ski-Hotel.0-0-d222-tSkiHotel.Hotel-Filter-Destinations)
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-   [Eastport Hotels](https://www.expedia.ca/Eastport-Annapolis-Hotels.0-n553248635976473127-0.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Epping Forest](https://www.expedia.ca/Epping-Forest-Annapolis-Hotels-Hotel-With-Early-Check-In.0-n553248635976473158-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Epping Forest](https://www.expedia.ca/Epping-Forest-Annapolis-Hotels-Wedding-Hotels.0-n553248635976473158-0-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Historic District Hotels](https://www.expedia.ca/Historic-District-Annapolis-Hotels.0-n553248635976472706-0.Travel-Guide-Filter-Hotels)
-   [Homewood Hotels](https://www.expedia.ca/Homewood-Annapolis-Hotels.0-n553248635976468944-0.Travel-Guide-Filter-Hotels)
-   [Apartments in Maryland](https://www.expedia.ca/Maryland-Apartments.d222-aaApartments.Travel-Guide-Accommodation)
-   [B&B in Maryland](https://www.expedia.ca/Maryland-Bed-And-Breakfast.d222-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cabin Rentals in Maryland](https://www.expedia.ca/Maryland-Cabins.d222-aaCabins.Travel-Guide-Accommodation)
-   [Condo Resorts in Maryland](https://www.expedia.ca/Maryland-Condominium-Resort.d222-aaCondominiumResort.Travel-Guide-Accommodation)
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-   [Cottages in Maryland](https://www.expedia.ca/Maryland-Cottages.d222-aaCottages.Travel-Guide-Accommodation)
-   [Cruise Ships in Maryland](https://www.expedia.ca/Maryland-Cruise-Ships.d222-aaCruiseShips.Travel-Guide-Accommodation)
-   [Hotels near Maryland Hall for Creative Arts](https://www.expedia.ca/Maryland-Hall-For-Creative-Arts-Hotels.0-l553248621580159031-0.Travel-Guide-Filter-Hotels)
-   [Hostels in Maryland](https://www.expedia.ca/Maryland-Hostels.d222-aaHostels.Travel-Guide-Accommodation)
-   [Motels in Maryland](https://www.expedia.ca/Maryland-Motels.d222-aaMotels.Travel-Guide-Accommodation)
-   [Vacation Homes in Maryland](https://www.expedia.ca/Maryland-Private-Vacation-Homes.d222-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Hotels near Maryland Quiet Waters Park](https://www.expedia.ca/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Maryland State House](https://www.expedia.ca/Maryland-State-House-Hotels.0-l6077394-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Navy-Marine Corps Memorial Stadium](https://www.expedia.ca/Navy-Marine-Corps-Memorial-Stadium-Hotels.0-l6091645-0.Travel-Guide-Filter-Hotels)
-   [Parole Hotels](https://www.expedia.ca/Parole-Hotels.d553248634999151929.Travel-Guide-Hotels)
-   [Severna Park Hotels](https://www.expedia.ca/Severna-Park-Hotels.d156680.Travel-Guide-Hotels)
-   [Apartments in Sherwood Forest](https://www.expedia.ca/Sherwood-Forest-Apartments.d553248635975871192-aaApartments.Travel-Guide-Accommodation)
-   [Sherwood Forest Hotels](https://www.expedia.ca/Sherwood-Forest-Hotels.d553248635975871192.Travel-Guide-Hotels)
-   [Hotels near St John's College](https://www.expedia.ca/St-Johns-College-Hotels.0-l553248621533116848-0.Travel-Guide-Filter-Hotels)
-   [Hotels near U.S. Naval Academy](https://www.expedia.ca/US-Naval-Academy-Hotels.0-l6077390-0.Travel-Guide-Filter-Hotels)
-   [Adults Only Resorts & in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976472135-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Boutique-Hotel.0-n553248635976472135-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotel-With-Pool.0-n553248635976472135-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotels-With-Bar.0-n553248635976472135-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with Tennis Courts in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Hotels-With-Tennis-Courts.0-n553248635976472135-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976472135-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in West Annapolis](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels-Romantic-Hotel.0-n553248635976472135-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [West Annapolis Hotels](https://www.expedia.ca/West-Annapolis-Annapolis-Hotels.0-n553248635976472135-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Westfield Annapolis Mall](https://www.expedia.ca/Westfield-Annapolis-Mall-Hotels.0-l6172637-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wild Bird Center](https://www.expedia.ca/Wild-Bird-Center-Hotels.0-l553248621532662329-0.Travel-Guide-Filter-Hotels)

-   [Flights to Annapolis](https://www.expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)
-   [Flights to Arnold](https://www.expedia.ca/Cheap-Flights-To-Arnold.d74829.Travel-Guide-Flights)
-   [Flights to Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)
-   [Flights from Maryland](https://www.expedia.ca/lp/flights/222/flights-from-maryland)

-   [Visit Epping Forest](https://www.expedia.ca/Annapolis-Epping-Forest.dx553248635976473158)
-   [Visit Annapolis](https://www.expedia.ca/Annapolis.dx6034082)
-   [Visit Arnold](https://www.expedia.ca/Arnold.dx74829)
-   [Hammond-Harwood House](https://www.expedia.ca/Hammond-Harwood-House-Historic-District.d6077396.Vacation-Attraction)
-   [Maryland Vacations](https://www.expedia.ca/Maryland.d222.Destination-Travel-Guides)
-   [Visit Maryland](https://www.expedia.ca/Maryland.dx222)
-   [U.s. Naval Academy](https://www.expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction)
-   [Golf Vacation Packages Maryland](https://www.expedia.ca/lp/theme-vacations/golf-vacations/222/Maryland)

-   [Car rentals in Alamo Rent A Car 9020 Aviation Blvd](https://www.expedia.ca/Alamo-Rent-A-Car-at-9020-Aviation-Blvd-Los-Angeles-California-USA.v222.Car-Rental-Guide-Location)
-   [Car rental Arnold](https://www.expedia.ca/Car-Rentals-In-Arnold.d74829.Car-Rental-Guide)
-   [Car rentals near Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Car-Rental-Destinations)
-   [Enterprise Rental Cars in Maryland](https://www.expedia.ca/Enterprise-Destinations-In-Maryland.d222-c15.Car-Rental-Destination-Suppliers)

-   [Arnold Vacation Rentals](https://www.expedia.ca/Arnold-Vacation-Rentals.d74829.Travel-Guide-VacationRentals)
-   [Maryland Vacation Rentals](https://www.expedia.ca/Destinations-In-Maryland.d222.Vacation-Rental-Destinations)

-   [Things to do in Annapolis](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
-   [Things to do in Anne Arundel County](https://www.expedia.ca/Things-To-Do-In-Anne-Arundel-County.d553248635083910990.Travel-Guide-Activities)
-   [Things to do in Maryland](https://www.expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities)

-   [Book Hotels in Winchester-on-the-Severn on Expedia.com](https://www.expedia.com/Winchester-On-The-Severn-Annapolis-Hotels.0-n553248635976475477-0.Travel-Guide-Filter-Hotels)

-   Explore a world of travel with Expedia

### Hotels in top Annapolis neighborhoods

-   [Hotels in Historic District](https://expedia.ca/Historic-District-Annapolis-Hotels.0-n553248635976472706-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Eastport](https://expedia.ca/Eastport-Annapolis-Hotels.0-n553248635976473127-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Murray Hill](https://expedia.ca/Murray-Hill-Annapolis-Hotels.0-n553248635976473392-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Hillsmere](https://expedia.ca/Hillsmere-Annapolis-Hotels.0-n553248635976473205-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Cape Saint Claire](https://expedia.ca/Cape-Saint-Claire-Annapolis-Hotels.0-n3000440447-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Admiral Heights](https://expedia.ca/Admiral-Heights-Annapolis-Hotels.0-n903582789788700672-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Homewood](https://expedia.ca/Homewood-Annapolis-Hotels.0-n553248635976468944-0.Travel-Guide-Filter-Hotels)
-   [Hotels in West Annapolis](https://expedia.ca/West-Annapolis-Annapolis-Hotels.0-n553248635976472135-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Arundel on the Bay](https://expedia.ca/Arundel-On-The-Bay-Annapolis-Hotels.0-n553248635976475949-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Epping Forest](https://expedia.ca/Epping-Forest-Annapolis-Hotels.0-n553248635976473158-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Oyster Harbor](https://expedia.ca/Oyster-Harbor-Annapolis-Hotels.0-n553248635976482330-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Annapolis Cove](https://expedia.ca/Annapolis-Cove-Annapolis-Hotels.0-n903583391744937984-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Anchorage](https://expedia.ca/Anchorage-Annapolis-Hotels.0-n553248635976473602-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Hunt Meadows](https://expedia.ca/Hunt-Meadows-Annapolis-Hotels.0-n553248635976470840-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Downs on the Severn](https://expedia.ca/Downs-On-The-Severn-Annapolis-Hotels.0-n553248635976473924-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Winchester-on-the-Severn](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels.0-n553248635976475477-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Cape St. John](https://expedia.ca/Cape-St-John-Annapolis-Hotels.0-n553248635976473538-0.Travel-Guide-Filter-Hotels)
-   [Hotels in Atlantis](https://expedia.ca/Atlantis-Annapolis-Hotels.0-n553248635976472610-0.Travel-Guide-Filter-Hotels)

### Hotels near popular Annapolis Attractions

-   [Hotels near Arundel Mills Mall](https://expedia.ca/Arundel-Mills-Mall-Hotels.0-l6125242-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Baltimore Cruise Terminal](https://expedia.ca/Baltimore-Cruise-Terminal-Hotels.0-l6306104-0.Travel-Guide-Filter-Hotels)
-   [Hotels near U.S. Naval Academy](https://expedia.ca/US-Naval-Academy-Hotels.0-l6077390-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Maryland Live Casino](https://expedia.ca/Maryland-Live-Casino-Hotels.0-l6223052-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Six Flags America](https://expedia.ca/Six-Flags-America-Hotels.0-l6091683-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Horseshoe Casino Baltimore](https://expedia.ca/Horseshoe-Casino-Baltimore-Hotels.0-l553248621558141317-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Chesapeake Bay Bridge](https://expedia.ca/Chesapeake-Bay-Bridge-Hotels.0-l6077400-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Sandy Point State Park](https://expedia.ca/Sandy-Point-State-Park-Hotels.0-l6163398-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Annapolis City Dock](https://expedia.ca/Annapolis-City-Dock-Hotels.0-l553248633992240262-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Navy-Marine Corps Memorial Stadium](https://expedia.ca/Navy-Marine-Corps-Memorial-Stadium-Hotels.0-l6091645-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in Winchester-on-the-Severn

-   [Vacation Homes in Annapolis](https://expedia.ca/Annapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Annapolis](https://expedia.ca/Annapolis-Apartments.d6034082-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Annapolis](https://expedia.ca/Annapolis-Cottages.d6034082-aaCottages.Travel-Guide-Accommodation)
-   [Condo Rentals in Annapolis](https://expedia.ca/Annapolis-Condos.d6034082-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Annapolis](https://expedia.ca/Annapolis-Bed-And-Breakfast.d6034082-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Annapolis](https://expedia.ca/Annapolis-Guest-Houses.d6034082-aaGuestHouses.Travel-Guide-Accommodation)
-   [Houseboats in Annapolis](https://expedia.ca/Annapolis-Houseboats.d6034082-aaHouseboats.Travel-Guide-Accommodation)
-   [Motels in Annapolis](https://expedia.ca/Annapolis-Motels.d6034082-aaMotels.Travel-Guide-Accommodation)

### Hotels Close to Nearby Airports

-   [Hotels near Baltimore Washington Intl. Thurgood Marshall Airport](https://expedia.ca/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Ronald Reagan Washington National Airport](https://expedia.ca/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Martin State Airport](https://expedia.ca/Martin-State-Airport-Hotels.0-aMTN-0.Travel-Guide-Filter-Hotels)

### Winchester-on-the-Severn Hotels by Star Rating

-   [2 Star Hotels in Winchester-on-the-Severn](https://expedia.ca/2Star-Winchester-On-The-Severn-Annapolis-Hotels.s20-n553248635976475477-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in Winchester-on-the-Severn](https://expedia.ca/3Star-Winchester-On-The-Severn-Annapolis-Hotels.s30-n553248635976475477-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in Winchester-on-the-Severn](https://expedia.ca/4Star-Winchester-On-The-Severn-Annapolis-Hotels.s40-n553248635976475477-0.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in Winchester-on-the-Severn](https://expedia.ca/5Star-Winchester-On-The-Severn-Annapolis-Hotels.s50-n553248635976475477-0.Travel-Guide-Filter-Hotels)

### Winchester-on-the-Severn Hotels by Brand

-   [Best Western Hotels](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels-Best-Western.0-n553248635976475477-0--bBestWestern.Travel-Guide-Filter-Hotels)
-   [Independent Hotels](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels-Independent.0-n553248635976475477-0--bIndependent.Travel-Guide-Filter-Hotels)
-   [La Quinta Inn & Suites Hotels](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels-La-Quinta-Inn-Suites.0-n553248635976475477-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels)
-   [Motel 6 Hotels](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels-Motel-6.0-n553248635976475477-0--bMotel6.Travel-Guide-Filter-Hotels)
-   [Red Roof Inn Hotels](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels-Red-Roof-Inn.0-n553248635976475477-0--bRedRoofInn.Travel-Guide-Filter-Hotels)

### Explore more hotels

-   [Wingate by Wyndham Baltimore BWI Airport](https://expedia.ca/Baltimore-Hotels-Wingate-By-Wyndham-Baltimore-BWI-Airport.h12658.Hotel-Information)
-   [The Hotel at Arundel Preserve](https://expedia.ca/Baltimore-Hotels-The-Hotel-At-Arundel-Preserve.h4542302.Hotel-Information)
-   [Best Western Plus Hotel & Conference Center](https://expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)
-   [Comfort Suites Columbia Gateway](https://expedia.ca/Baltimore-Hotels-Comfort-Suites-Columbia-Gateway.h1155026.Hotel-Information)
-   [DoubleTree by Hilton Hotel Annapolis](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)
-   [Embassy Suites by Hilton Baltimore at BWI Airport](https://expedia.ca/Baltimore-Hotels-Embassy-Suites-By-Hilton-Baltimore-At-BWI-Airport.h16467.Hotel-Information)
-   [Hyatt House BWI Airport Baltimore](https://expedia.ca/Baltimore-Hotels-Hyatt-House-BWI-Airport-Baltimore.h103174233.Hotel-Information)
-   [Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport](https://expedia.ca/Baltimore-Hotels-Red-Roof-Inn-PLUS-Baltimore-Washington-DC-BWI-Airport.h14697.Hotel-Information)
-   [Hyatt Place Baltimore/BWI Airport](https://expedia.ca/Baltimore-Hotels-Hyatt-Place-BaltimoreBWI-Airport.h42070.Hotel-Information)
-   [Holiday Inn Express Baltimore At The Stadiums by IHG](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Baltimore-At-The-Stadiums.h23043.Hotel-Information)
-   [Clarion Hotel & Suites BWI Airport North](https://expedia.ca/Baltimore-Hotels-Comfort-Inn-Suites-BWI-Airport.h22676.Hotel-Information)
-   [Hilton Garden Inn BWI Airport](https://expedia.ca/Baltimore-Hotels-Hilton-Garden-Inn-BWI-Airport.h794942.Hotel-Information)

[See a list of all hotels in Annapolis](https://expedia.ca/All-Annapolis-Hotels.d6034082.Travel-Guide-City-All-Hotels)

### More ways to book

-   [Book Hotels in Winchester-on-the-Severn on Expedia.com](https://www.expedia.com/Winchester-On-The-Severn-Annapolis-Hotels.0-n553248635976475477-0.Travel-Guide-Filter-Hotels)

### Expedia's Latest Trends

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