Title: Book the Best BOUTIQUE Hotels in Montego Bay in 2025 | Expedia.ca [Vacation Rentals in Ocean City](https://expedia.ca/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)[Flights to Ocean City](https://expedia.ca/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)[Things to do in Ocean City](https://expedia.ca/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)[Montego Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Montego-Bay.d553248635976479127.Car-Rental-Guide)[Montego Bay Vacations](https://expedia.ca/Montego-Bay.d553248635976479127.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Montego Bay, MD from CA $280 ![](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 Montego Bay Boutique Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976479127&startDate=2025-10-24&endDate=2025-10-25&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976479127&startDate=2025-10-25&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976479127&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976479127&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Montego Bay Boutique Hotels ![Pet-friendly](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/e2911dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/4579f5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/b21020d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach umbrellas](https://images.trvl-media.com/lodging/10000000/9810000/9801700/9801688/dfbd62db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canalside Inn Canal 9.0/10 Wonderful (251) "Dog friendly, great setting, and highly responsive staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $241 CA $280 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Canalside-Inn.h9801688.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=2025-11-07&endDate=2025-11-08®ionId=553248635976479127&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Montego Bay Hotel Reviews ## Frequently asked questions ### What's there to see and do in Montego Bay? > After you've decided where you'd like to stay, consider what to do for fun during your trip. Activities and attractions to experience around Montego Bay include Ocean City Beach, Ripley's Believe It or Not!, and Northside Park. For even more to see and do, make a stop at Assawoman Bay, Maryland Beach, and Fenwick Island Lighthouse. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Bishopville](https://www.expedia.ca/Bishopville-Bed-And-Breakfast.d3000440430-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Bishopville Hotels](https://www.expedia.ca/Bishopville-Hotels.d3000440430.Travel-Guide-Hotels) - [Mountain Hotels in Caine Woods](https://www.expedia.ca/Caine-Woods-Ocean-City-Hotels-Mountain-Hotels.0-n553248635976482130-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Caine Woods](https://www.expedia.ca/Caine-Woods-Ocean-City-Hotels-Pet-Friendly-Hotel.0-n553248635976482130-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Caine Woods Hotels](https://www.expedia.ca/Caine-Woods-Ocean-City-Hotels.0-n553248635976482130-0.Travel-Guide-Filter-Hotels) - [Hotels near Carousel Ice Skating Rink](https://www.expedia.ca/Carousel-Ice-Skating-Rink-Hotels.0-l6312199-0.Travel-Guide-Filter-Hotels) - 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[Carousel Ice Skating Rink](https://www.expedia.ca/Carousel-Ice-Skating-Rink-North-Ocean-City.d6312199.Vacation-Attraction) - [Midway Shopping Center](https://www.expedia.ca/Midway-Shopping-Center-Downtown-Ocean-City.d553248621563220920.Vacation-Attraction) - [Montego Bay Shopping Center](https://www.expedia.ca/Montego-Bay-Shopping-Center-North-Ocean-City.d553248621563220703.Vacation-Attraction) - [Northside Park](https://www.expedia.ca/Northside-Park-North-Ocean-City.d6163965.Vacation-Attraction) - [Visit Caine Woods](https://www.expedia.ca/Ocean-City-Caine-Woods.dx553248635976482130) - [Visit North Ocean City](https://www.expedia.ca/Ocean-City-North-Ocean-City.dx6290284) - [Ocean City Vacations](https://www.expedia.ca/Ocean-City.d9151.Destination-Travel-Guides) - [Visit Ocean City](https://www.expedia.ca/Ocean-City.dx9151) - [Ocean Plaza Mall Shopping Center](https://www.expedia.ca/Ocean-Plaza-Mall-Shopping-Center-North-Ocean-City.d553248621563220700.Vacation-Attraction) - [River Run Golf Club](https://www.expedia.ca/River-Run-Golf-Club-Ocean-Pines.d6289291.Vacation-Attraction) - 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[Things to do in Ocean City](https://www.expedia.ca/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities) - [Book Hotels in Montego Bay on Expedia.com](https://www.expedia.com/Montego-Bay-Ocean-City-Hotels-Boutique-Hotel.0-n553248635976479127-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)