Title: Book the Best BOUTIQUE Hotels in Anchorage in 2025 | Expedia.ca [Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Anchorage Car Rentals](https://expedia.ca/Car-Rentals-In-Anchorage.d553248635976473602.Car-Rental-Guide)[Anchorage Vacations](https://expedia.ca/Anchorage.d553248635976473602.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/boutique.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Anchorage, MD - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anchorage Boutique Hotels Tonight [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976473602&startDate=2025-11-07&endDate=2025-11-08&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976473602&startDate=2025-11-08&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976473602&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976473602&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anchorage Boutique Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Anchorage ![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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown Annapolis 8.6/10 Excellent (1022) "Good central location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dina CA $114 CA $130 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/6fde5623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/67743db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/1e3401a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn Tilghman 9.4/10 Exceptional (348) "Beautiful view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chantel CA $141 CA $155 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5f0e7ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn St. Michaels 8.2/10 Very good (1001) "Great location, free parking, free breakfast excellent staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $147 CA $162 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/5139c564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (914) "Excellent, pet friendly, clean, convenient, and beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $134 CA $149 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/ad8d4ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/27bb8cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort Chesapeake Beach 8.4/10 Very good (1000) "Our stay was great! No complaints at all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $127 CA $170 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.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 9.0/10 Wonderful (1875) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karyl [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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/1000000/200000/190700/190683/028c45ea.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/48d9bd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Grasonville 7.8/10 Good (848) "Great place and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda CA $132 CA $146 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/160d338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/068178f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/cc651796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Kent Narrows Inn Grasonville 8.0/10 Very good (1001) "The experience was as expected. Everything worked well and the staff were very friendly. I would recommend this hotel for a short stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernadette CA $130 CA $144 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.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) ![Ballroom](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/b42a3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/cca95561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Chesapeake Bay Beach Club Stevensville 9.4/10 Exceptional (425) "Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rery CA $261 CA $326 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.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) ![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/1000000/150000/140400/140359/6ea498fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD Annapolis 9.0/10 Wonderful (1003) "Room was great and the staff friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Newell CA $131 CA $149 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.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=2025-11-21&endDate=2025-11-22®ionId=553248635976473602&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Anchorage Hotel Reviews ![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Beautiful" [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Checking in I had some problems with the parking app, and the young man at the desk was patient and extremely helpful to me. Unfortunately, I didn't get his name, but he deserves to know how much I appreciated his help. This happened Tuesday morning (11/4) at around 11:30)." [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Anchorage? > Once you've decided where you'll stay, figure out some fun things to do on your trip. Experience the cultural highlights around Anchorage with a visit to Annapolis Maritime Museum, London Town, and Maryland Hall for Creative Arts. You might also like to explore more of the area and take in additional sights like Bay Ridge Beach, Maryland Quiet Waters Park, and Annapolis Landing Marina while you're here. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Annapolis](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - [Farmstay in Annapolis](https://www.expedia.ca/Annapolis-Agritourism.d6034082-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Annapolis](https://www.expedia.ca/Annapolis-Apart-Hotels.d6034082-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Annapolis](https://www.expedia.ca/Annapolis-Bed-And-Breakfast.d6034082-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Capsule Hotels in Annapolis](https://www.expedia.ca/Annapolis-Capsule-Hotels.d6034082-aaCapsuleHotels.Travel-Guide-Accommodation) - [Castles in Annapolis](https://www.expedia.ca/Annapolis-Castles.d6034082-aaCastles.Travel-Guide-Accommodation) - 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[Winery Hotels in Maryland](https://www.expedia.ca/Destinations-In-Maryland-Winery-Hotel.0-0-d222-tWineryHotel.Hotel-Filter-Destinations) - [Maryland Hotels](https://www.expedia.ca/Destinations-In-Maryland.d222.Hotel-Destinations) - [Cheap Hotels in Eastport](https://www.expedia.ca/Eastport-Annapolis-Hotels-Cheap-Hotels.0-n553248635976473127-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Eastport](https://www.expedia.ca/Eastport-Annapolis-Hotels-Hotels-With-Kitchenettes.0-n553248635976473127-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Eastport Hotels](https://www.expedia.ca/Eastport-Annapolis-Hotels.0-n553248635976473127-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Highland Beach](https://www.expedia.ca/Highland-Beach-Condos.d553248634998823058-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Highland Beach](https://www.expedia.ca/Highland-Beach-Guest-Houses.d553248634998823058-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Highland Beach](https://www.expedia.ca/Highland-Beach-Hotels-Cheap-Hotels.0-0-d553248634998823058-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Oceanfront Hotels in Historic District](https://www.expedia.ca/Historic-District-Annapolis-Hotels-Oceanfront-Hotels.0-n553248635976472706-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Historic District](https://www.expedia.ca/Historic-District-Annapolis-Hotels-Pet-Friendly-Hotel.0-n553248635976472706-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Historic District Hotels](https://www.expedia.ca/Historic-District-Annapolis-Hotels.0-n553248635976472706-0.Travel-Guide-Filter-Hotels) - [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) - [Lgbt Friendly Hotels in Murray Hill](https://www.expedia.ca/Murray-Hill-Annapolis-Hotels-LGBT-Friendly-Hotel.0-n553248635976473392-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Murray Hill](https://www.expedia.ca/Murray-Hill-Annapolis-Hotels-Wedding-Hotels.0-n553248635976473392-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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[Kunta Kinte–Alex Haley Memorial](https://www.expedia.ca/Kunta-KinteAlex-Haley-Memorial-Annapolis.d553248621533116849.Vacation-Attraction) - [Maryland Quiet Waters Park](https://www.expedia.ca/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction) - [Maryland State House](https://www.expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) - [Maryland Vacations](https://www.expedia.ca/Maryland.d222.Destination-Travel-Guides) - [Visit Maryland](https://www.expedia.ca/Maryland.dx222) - [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 Annapolis](https://www.expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide) - [Car rental Highland Beach](https://www.expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide) - [Car rentals near Maryland](https://www.expedia.ca/Destinations-In-Maryland.d222.Car-Rental-Destinations) - [Things to do in Annapolis](https://www.expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities) - [Things to do in Maryland](https://www.expedia.ca/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities) - [Book Hotels in Anchorage on Expedia.com](https://www.expedia.com/Anchorage-Annapolis-Hotels-Boutique-Hotel.0-n553248635976473602-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)