Title: The 10 Best Hotels Near Pleasure Point, Holliston | Expedia.ca [Vacation Rentals in Holliston](https://expedia.ca/Holliston-Vacation-Rentals.d3000441122.Travel-Guide-VacationRentals)[Pleasure Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasure-Point.d553248635983989103.Car-Rental-Guide)[Pleasure Point Vacations](https://expedia.ca/Pleasure-Point-Holliston.d553248635983989103.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Tonight [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=553248635983989103&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635983989103&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635983989103&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635983989103&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Pleasure Point Hotel Reviews ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "very nice view and very easy quick check in" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Hotel Commonwealth](https://images.trvl-media.com/lodging/1000000/900000/895000/894999/6b079723_y.jpg) ### Hotel Commonwealth 10/10 Excellent "Room was wonderful, staff was friendly and helpful, location was perfect" [](https://expedia.ca/Boston-Hotels-Hotel-Commonwealth.h894999.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Wonderful staff and great experience! " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Great staff, easy check in" [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg) ### The Lenox Hotel Boston 10/10 Excellent "The check in process was smooth and pleasant! Was given an upgrade which was very nice and much appreciated. Staff was amazing and very friendly, location is A++ " [](https://expedia.ca/Boston-Hotels-The-Lenox-Hotel-Boston.h6446.Hotel-Information) ![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6_y.jpg) ### Hampton Inn & Suites Boston/Waltham 10/10 Excellent "Clean hotel and rooms , smells clean (smoke free), great front desk" [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "The room was really nice! The walls are a little then but a great property. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Courtyard by Marriott Boston-Cambridge](https://images.trvl-media.com/lodging/1000000/10000/2000/1962/21d7d08c_y.jpg) ### Courtyard by Marriott Boston-Cambridge 10/10 Excellent "Very welcoming ataff" [](https://expedia.ca/Boston-Hotels-Courtyard-By-Marriott-Boston-Cambridge.h1962.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Very clean beautiful space. Staff was wonderful " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ## Hotels near other Pleasure Point attractions ### Stoddard Park Why not spend a lazy afternoon at Stoddard Park during your trip to Holliston? Wander the lakeside and beaches while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983992555) ### Pinecrest Golf Club Enjoy a round of golf in Holliston at Pinecrest Golf Club. Attend a sporting event or simply enjoy the lively bars while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248633992334149) ### Rocky Narrows Enjoy an outing to Rocky Narrows during your stay in Sherborn. Stroll along the riverfront or seek out the jogging trails. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532667030) ### Bridge Island Meadows Commune with nature and explore the great outdoors at Bridge Island Meadows during your travels in Millis. Experience the area's great live music or attend a sporting event. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666338) ### Ashland State Park You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248633992331328) ### Vietnam Mountain Biking Trail 4.5/5 (2 reviews) You can take time to visit Vietnam Mountain Biking Trail during your travels to Milford. Attend a sporting event or simply enjoy the lively bars while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666305) ### Medfield Meadow Lots Enjoy an outing to Medfield Meadow Lots during your stay in Medfield. Experience the area's great live music or attend a sporting event. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532667029) ## Frequently asked questions ### What's the area like around Pleasure Point? ### What's the best hotel to stay close to Pleasure Point? ### How many hotels will I find close to Pleasure Point? ### If I need to cancel the hotel reservation for my stay near Pleasure Point, will I receive a refund? ### What can I see and do near Pleasure Point? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Farmstay in Ashland ](https://www.expedia.ca/Ashland-Agritourism.d6047662-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Ashland ](https://www.expedia.ca/Ashland-Bed-And-Breakfast.d6047662-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Cheap-Hotels.0-0-d6047662-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Luxury-Hotel.0-0-d6047662-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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