Title: Pleasure Point in Holliston - Tours and Activities | Expedia.ca [Pleasure Point Hotels](https://expedia.ca/Pleasure-Point-Hotels.0-l553248635983989103-0.Travel-Guide-Filter-Hotels)[Flights to Holliston](https://expedia.ca/Cheap-Flights-To-Holliston.d3000441122.Travel-Guide-Flights)[Pleasure Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasure-Point.d553248635983989103.Car-Rental-Guide)[Holliston Vacation Packages](https://expedia.ca/Holliston.d3000441122.Destination-Travel-Guides) # Pleasure Point Tours and Activities ## Visit Pleasure Point Activities [Holliston travel guide](https://expedia.ca/Holliston.dx3000441122) --- --- ## Plan a trip to see Pleasure Point Price found within the past 48 hours. Click for updated prices. ![Wayfinder Newport](https://images.trvl-media.com/lodging/45000000/44240000/44239500/44239435/027f6497_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wayfinder Newport CA $1,233 per person May 28 - Jun 2 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providence (PVD) 8/10 Very Good! (1,007 reviews) Hotel was great and smelled so good! Reviewed on Mar 13, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $2,142 per person Jun 13 - Jun 16 found 6 hours ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products. Reviewed on Mar 29, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $1,458 per person Jun 13 - Jun 16 found 6 hours ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 8.6/10 Excellent! (1,395 reviews) Location, location, location! Breakfast is top notch. The entire staff was helpful and friendly. Reviewed on Apr 3, 2026 ### Popular places to visit ![Framingham City Hall and downtown aerial view panorama in downtown Framingham, Massachusetts, USA.](https://images.trvl-media.com/place/6070351/03a0975f-86c7-4361-ad5a-58f7fec97f04.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Framingham City Hall Framingham City Hall is just one of the places to see in Framingham, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.ca/Framingham-City-Hall-Framingham.d6070351.Vacation-Attraction) #### 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. [](https://expedia.ca/Stoddard-Park-Holliston.d553248635983992555.Vacation-Attraction) #### 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. [](https://expedia.ca/Pinecrest-Golf-Club-Holliston.d553248633992334149.Vacation-Attraction) #### Rocky Narrows Enjoy an outing to Rocky Narrows during your stay in Sherborn. Stroll along the riverfront or seek out the jogging trails. [](https://expedia.ca/Rocky-Narrows-Boston.d553248621532667030.Vacation-Attraction) #### 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. [](https://expedia.ca/Bridge-Island-Meadows-Boston.d553248621532666338.Vacation-Attraction) #### 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. [](https://expedia.ca/Ashland-State-Park-Ashland.d553248633992331328.Vacation-Attraction) --- ## Best Lodging Options Near Pleasure Point ## Check availability on hotels close to Pleasure Point [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-04-03&endDate=2026-04-04)[Apr 3 - Apr 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-04-03&endDate=2026-04-04) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-04-04&endDate=2026-04-05)[Apr 4 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-04-04&endDate=2026-04-05) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ![Sheraton Boston Needham Hotel](https://images.trvl-media.com/lodging/1000000/30000/24600/24545/10a49135_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Boston Needham Hotel 100 Cabot St Needham MA [](https://expedia.ca/Boston-Hotels-Sheraton-Boston-Needham-Hotel.h24545.Hotel-Information) ![Embassy Suites by Hilton Boston Marlborough](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2c252d7a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Boston Marlborough 123 Boston Post Rd W Marlborough MA [](https://expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) ![Boston Marriott Newton](https://images.trvl-media.com/lodging/1000000/20000/18900/18817/e6617cdb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Boston Marriott Newton 2345 Commonwealth Avenue Newton MA [](https://expedia.ca/Boston-Hotels-Boston-Marriott-Newton.h18817.Hotel-Information) ![Four Points by Sheraton Boston Newton](https://images.trvl-media.com/lodging/1000000/20000/10400/10301/2de71510_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Boston Newton 320 Washington Street Newton MA [](https://expedia.ca/Boston-Hotels-Four-Points-By-Sheraton-Boston-Newton.h10301.Hotel-Information) ![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/6d0a6441_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Boston/Waltham 135 2nd Ave Waltham MA [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/dc8963ad_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Arcadian Hotel 1200 Beacon St Brookline MA [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![Courtyard by Marriott Boston-Cambridge](https://images.trvl-media.com/lodging/1000000/10000/2000/1962/4c579d89_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Boston-Cambridge 777 Memorial Dr Cambridge MA [](https://expedia.ca/Boston-Hotels-Courtyard-By-Marriott-Boston-Cambridge.h1962.Hotel-Information) ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Boston/Cambridge 575 Memorial Drive Cambridge MA [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Boston Back Bay 408 Newbury street Boston MA [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) [See all 4,698 properties in Pleasure Point](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635983989103) 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.