Title: Pleasure Point Tours - Book Now | Expedia.com [Pleasure Point Hotels](https://expedia.com/Pleasure-Point-Hotels.0-l553248635983989103-0.Travel-Guide-Filter-Hotels)[Flights to Holliston](https://expedia.com/Cheap-Flights-To-Holliston.d3000441122.Travel-Guide-Flights)[Car Rentals in Pleasure Point](https://expedia.com/Car-Rentals-In-Pleasure-Point.d553248635983989103.Car-Rental-Guide)[Holliston Vacation Packages](https://expedia.com/Holliston.d3000441122.Destination-Travel-Guides) # Pleasure Point Tours ## Visit Pleasure Point Activities [Holliston Travel Guide](https://expedia.com/Holliston.dx3000441122) --- --- ## Plan a trip to see Pleasure Point Price found within the past 48 hours. Click for updated prices. ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### D. Hotel Suites & Spa Save 100% on your flight $395 per person May 2 - May 7 found 10 hours ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9.4/10 Exceptional! (2,242 reviews) Clean, safe, quiet, and comfortable. Fantastic full breakfast as always. Reviewed on Feb 6, 2026 ![Wayfinder Newport](https://images.trvl-media.com/lodging/45000000/44240000/44239500/44239435/c4b0a2af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wayfinder Newport Save 100% on your flight $796 per person Apr 13 - Apr 20 found 16 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Providence (PVD) 8/10 Very Good! (1,000 reviews) The staff was incredibly accommodating and informative with every question we had. Everyone was friendly and gave off such warm, welcoming vibes. I’d definitely recommend this place and would absolutely stay again. Room was spotless bed were comfortable Reviewed on Feb 1, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End Save 100% on your flight $545 per person Apr 22 - Apr 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 8.6/10 Excellent! (1,337 reviews) Thank you for the cool corner suite on the 9th floor! We stayed over after attending a Bruins game. Short stay but nice place. Good location for our adventures. We’ll stay again if when we are back in Boston! Ty Reviewed on Jan 29, 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.com/Framingham-City-Hall-Boston.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.com/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.com/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.com/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.com/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.com/Ashland-State-Park-Ashland.d553248633992331328.Vacation-Attraction) --- ## Best Lodging Options Near Pleasure Point ## Check availability on hotels close to Pleasure Point [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635983989103&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ![The Verve Hotel Boston Natick, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/15300/15230/c35294bf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Verve Hotel Boston Natick, Tapestry Collection by Hilton 1360 Worcester St Natick MA [](https://expedia.com/Boston-Hotels-The-Verve-Boston-Natick.h15230.Hotel-Information) ![Sheraton Boston Needham Hotel](https://images.trvl-media.com/lodging/1000000/30000/24600/24545/b24b174a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Boston Needham Hotel 100 Cabot St Needham MA [](https://expedia.com/Boston-Hotels-Sheraton-Boston-Needham-Hotel.h24545.Hotel-Information) ![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Boston/Waltham 135 2nd Ave Waltham MA [](https://expedia.com/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Park Plaza 50 Park Plaza Boston MA [](https://expedia.com/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge 400 Soldiers Field Road Boston MA [](https://expedia.com/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Revolution Hotel 40 Berkeley Street Boston MA [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Arcadian Hotel 1200 Beacon St Brookline MA [](https://expedia.com/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Boston Back Bay 408 Newbury street Boston MA [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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.com/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) [See all 4,816 properties in Pleasure Point](https://expedia.com/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. 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