Title: Book The Best Hotels in Highland Beach, MD for 2026 from CA $108 - Fully Refundable Options - Expedia.ca

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## Go beyond your typical stay in Highland Beach

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=OCEAN_VIEW)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=POOL)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=HOUSE_BOAT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=COTTAGE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=PETS)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&lodging=CONDO)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Beach%2C+Maryland%2C+United+States+of+America&regionId=553248634998823058&latLong=38.930389%2C-76.46579&adults=2&startDate=2026-01-28&d1=2026-01-28&endDate=2026-01-30&d2=2026-01-30&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248634998823058&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland Beach hotels

![Front of property](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf.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)

![Classic Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/742b0988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/4be52931.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)

Downtown St. Michaels

9.8/10

Exceptional

(414 reviews)

"The room was very clean. The staff was very pleasant and extremely helpful when we needed something @3:30am."

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

Harry

CA $262

CA $319 total

includes taxes & fees

Jan 19 - Jan 20

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

![King Jacuzzi Room](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/ecadf538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/35bc1e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8260000/8254100/8254074/895abf54.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)

### Executive Inn And Suites

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

Upper Marlboro

7.2/10

Good

(556 reviews)

"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)

![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)

![Dining](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/e9e3336f.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/bc6750c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Michaels Inn

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

St. Michaels

8.2/10

Very good

(1,000 reviews)

"Good value and close to downtown."

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

John

CA $135

CA $149 total

includes taxes & fees

Jan 18 - Jan 19

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

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

![Egyptian cotton sheets, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/d05b07bd.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)

Downtown St. Michaels

9.2/10

Wonderful

(130 reviews)

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

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

Nathaly

CA $207

CA $228 total

includes taxes & fees

Jan 28 - Jan 29

[](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)

![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)

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

![Front of property](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6594eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### George Brooks House B&B

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

St. Michaels

8.8/10

Excellent

(66 reviews)

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

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

Christopher

CA $236

CA $260 total

includes taxes & fees

Jan 28 - Jan 29

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

![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/7a7c860e.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)

Downtown St. Michaels

9.6/10

Exceptional

(373 reviews)

"Friendly and attentive staff, good cleaning services"

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

Nathan

CA $712

CA $784 total

includes taxes & fees

Jan 28 - Jan 29

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

![Property amenity](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/96f9cffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/c301dc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### The Westin Annapolis

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

Annapolis

8.8/10

Excellent

(1,001 reviews)

"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"

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

Robert

CA $207

CA $236 total

includes taxes & fees

Jan 18 - Jan 19

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

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/4dba2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/6d79f12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Waterfront Hotel, Autograph Collection

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

Historic District

8.8/10

Excellent

(898 reviews)

"Great location, nice and clean "

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

Micah

CA $258

CA $295 total

includes taxes & fees

Feb 1 - Feb 2

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

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

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

![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)

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

### Hilton Garden Inn Annapolis Downtown

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

Annapolis

8.6/10

Excellent

(1,015 reviews)

"Great value for stay with breakfast included "

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

Aisling

CA $124

CA $142 total

includes taxes & fees

Feb 2 - Feb 3

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

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

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/48975360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Graduate by Hilton Annapolis

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

Annapolis

9.4/10

Exceptional

(1,006 reviews)

"Room was spotless and all employees were very helpful and friendly."

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

Denise

CA $204

CA $232 total

includes taxes & fees

Jan 25 - Jan 26

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

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

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

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

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

### SpringHill Suites by Marriott Annapolis

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

Annapolis

9.0/10

Wonderful

(1,001 reviews)

"Great location and friendly staff. "

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

Shana

CA $152

CA $174 total

includes taxes & fees

Jan 21 - Jan 22

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

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

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/38245561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

Annapolis

9.0/10

Wonderful

(1,001 reviews)

"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "

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

Amanda

CA $127

CA $144 total

includes taxes & fees

Feb 8 - Feb 9

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

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

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

### Quality Inn Grasonville near Kent Island

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

Grasonville

7.8/10

Good

(867 reviews)

"Great hotel. Stayed multiple times at this location "

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

Nicholas

CA $123

CA $136 total

includes taxes & fees

Jan 19 - Jan 20

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

![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)

![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/c4f67dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

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

Historic District

9.0/10

Wonderful

(1,896 reviews)

" Great place to stay!"

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

Lewis

CA $174

CA $246 total

includes taxes & fees

Jan 18 - Jan 19

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

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

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

![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)

### DoubleTree by Hilton Hotel Annapolis

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

Annapolis

8.6/10

Excellent

(1,000 reviews)

"Great stay "

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

Jose Miguel

CA $105

CA $119 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/c982427d.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)

![Waterfront Suite | Living area](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0787536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/8af764c3.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)

Tilghman

8.8/10

Excellent

(91 reviews)

"Very relaxing stay."

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

Anne

CA $166

CA $243 total

includes taxes & fees

Jan 21 - Jan 22

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.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/f5af10f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/0a68e5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Annapolis

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

Annapolis

8.6/10

Excellent

(1,000 reviews)

"We keep coming back to the hotel with every visit to Annapolis. "

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

Catherine

CA $117

CA $133 total

includes taxes & fees

Feb 1 - Feb 2

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

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

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

![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)

### The Tilghman Island Inn

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

Tilghman

9.6/10

Exceptional

(121 reviews)

"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 $278

CA $306 total

includes taxes & fees

Feb 1 - Feb 2

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

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

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/8ea761a3.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)

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

### Microtel Inn & Suites by Wyndham Gambrills

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

Gambrills

9.0/10

Wonderful

(1,007 reviews)

"Very clean and wonderful staff."

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

Christy

CA $109

CA $124 total

includes taxes & fees

Jan 25 - Jan 26

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

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/c9fe9cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/f69d8f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/8fe1f1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Annapolis by IHG

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

Annapolis

8.8/10

Excellent

(1,002 reviews)

"The room was great and the staff was super nice. "

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

Stacy C

CA $147

CA $168 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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=2026-01-29&endDate=2026-01-30&regionId=553248634998823058&adults=2&sort=RECOMMENDED&openPlayBack=true)

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### Stay near popular Highland Beach attractions

[](https://expedia.ca/US-Naval-Academy-Hotels.0-l6077390-0.Travel-Guide-Filter-Hotels)

![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077390)

[](https://expedia.ca/Chesapeake-Bay-Bridge-Hotels.0-l6077400-0.Travel-Guide-Filter-Hotels)

![Chesapeake Bay Bridge](https://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077400)

[](https://expedia.ca/Sandy-Point-State-Park-Hotels.0-l6163398-0.Travel-Guide-Filter-Hotels)

![Sandy Point State Park](https://images.trvl-media.com/place/6163398/25cdf98e-7f7f-4ea3-9c64-b269190b9929.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6163398)

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

![Maryland Quiet Waters Park which includes a park](https://images.trvl-media.com/place/6172639/77fd279b-cba3-4e0c-8364-054b937fe279.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/Maryland-State-House-Hotels.0-l6077394-0.Travel-Guide-Filter-Hotels)

![Maryland State House featuring heritage architecture and an administrative building](https://images.trvl-media.com/place/6077394/d18fd2cc-ea1a-41cb-8092-51a65556abb4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Maryland State House

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077394)

[](https://expedia.ca/William-Paca-House-Hotels.0-l6077398-0.Travel-Guide-Filter-Hotels)

![William Paca House](https://images.trvl-media.com/place/6077398/98acab84-2579-486d-a577-59008bcb9b62.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### William Paca House

Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077398)

## More cheap stays in Highland Beach

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

### Best Western Annapolis

2520 Riva Rd Annapolis MD

CA $95

CA $108 total

Feb 8 - Feb 9

includes taxes & fees

7.6/10 Good! (1,000 reviews)

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

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

### Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD

CA $109

CA $124 total

Jan 25 - Jan 26

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

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

![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis MD

CA $117

CA $133 total

Jan 19 - Jan 20

includes taxes & fees

8.8/10 Excellent! (190 reviews)

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

![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

CA $124

CA $142 total

Jan 25 - Jan 26

includes taxes & fees

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

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

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

### St Michaels Inn

1228 S Talbot Street St. Michaels MD

CA $135

CA $149 total

Jan 18 - Jan 19

includes taxes & fees

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

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

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

### Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

CA $136

CA $154 total

Feb 2 - Feb 3

includes taxes & fees

9/10 Wonderful! (1,003 reviews)

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

## Hotels in Highland Beach with star-rating

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

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Highland-Beach-Hotels.s50-0-d553248634998823058.Travel-Guide-Filter-Hotels)

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

4 Star Hotels

7 properties

[](https://expedia.ca/4Star-Highland-Beach-Hotels.s40-0-d553248634998823058.Travel-Guide-Filter-Hotels)

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

3 Star Hotels

79 properties

[](https://expedia.ca/3Star-Highland-Beach-Hotels.s30-0-d553248634998823058.Travel-Guide-Filter-Hotels)

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

2 Star Hotels

104 properties

[](https://expedia.ca/2Star-Highland-Beach-Hotels.s20-0-d553248634998823058.Travel-Guide-Filter-Hotels)

## Recent reviews of Highland Beach hotels

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg)

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

5/5 Excellent

"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "

A verified traveller stayed at Country Inn & Suites by Radisson, Annapolis, MD

Posted 1 day ago

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

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

### Crowne Plaza Annapolis by IHG

5/5 Excellent

"The room was great and the staff was super nice. "

A verified traveller stayed at Crowne Plaza Annapolis by IHG

Posted 2 days ago

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

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg)

### Rod 'N' Reel Resort

5/5 Excellent

"perfect bed, perfect shower, yummy coffee. even encountered a Great blue heron. thank you so much, Ron 'N' Reel!"

A verified traveller stayed at Rod 'N' Reel Resort

Posted 2 days ago

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

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

### Microtel Inn & Suites by Wyndham Gambrills

5/5 Excellent

"Everything was Great!"

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

Posted 2 days ago

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

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg)

### Sonesta ES Suites Annapolis

5/5 Excellent

"Great "

A verified traveller stayed at Sonesta ES Suites Annapolis

Posted 3 days ago

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

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

### Historic Inns of Annapolis

5/5 Excellent

"Kind staff, clean room, and nice accommodations!"

A verified traveller stayed at Historic Inns of Annapolis

Posted 3 days ago

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

![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg)

### Hyatt Place Kent Narrows & Marina

5/5 Excellent

"The room is clean and staff was courteous "

A verified traveller from North Potomac stayed at Hyatt Place Kent Narrows & Marina

Posted 3 days ago

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

5/5 Excellent

"We use this property for business travel .Good clean property, nice location. Good breakfast and coffee. Reasonably priced (except parking fee)"

A verified traveller stayed at SpringHill Suites by Marriott Annapolis

Posted 6 days ago

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

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

### Comfort Inn Conference Center

5/5 Excellent

"My only issue is not being allowed to take a plate of breakfast back to my room. "

A verified traveller stayed at Comfort Inn Conference Center

Posted 7 days ago

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

## Frequently asked questions

### When is the best time to go to Highland Beach?

> During the peak season, which typically spans from December to April, Highland Beach attracts a vibrant crowd seeking sun-soaked adventures. This bustling atmosphere is ideal for those who appreciate outdoor activities such as swimming, paddleboarding, and beach volleyball, all set against the stunning backdrop of the Atlantic Ocean. The local community thrives during this time, with numerous events and festivals celebrating the coastal lifestyle, enhancing your experience with live music, food stalls, and art displays.
> 
>   
> For families and couples alike, March is especially attractive due to the abundance of family-friendly resorts and activities. You can easily find accommodations that cater to your needs, whether you're seeking luxury or a more budget-friendly option. The nearby nature reserves and parks also provide fantastic opportunities for hiking and wildlife spotting, ensuring that outdoor enthusiasts have plenty to explore.
> 
>   
> If you're looking for a more budget-conscious time to visit, consider coming in November. This month offers a quieter experience, with lower accommodation rates and fewer crowds, allowing you to enjoy the tranquillity of Highland Beach while still benefiting from the area's natural beauty.

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

### How can I save on a Highland Beach hotel booking with Expedia?

### How much is the nightly rate at a Highland Beach hotel?

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