Title: 10 Best Hotels in Pleasant Point, Wellfleet for 2025 | Expedia.ca [Vacation Rentals in Wellfleet](https://expedia.ca/Wellfleet-Vacation-Rentals.d6050694.Travel-Guide-VacationRentals)[Flights to Wellfleet](https://expedia.ca/Cheap-Flights-To-Wellfleet.d6050694.Travel-Guide-Flights)[Pleasant Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Point.d553248635976481213.Car-Rental-Guide)[Pleasant Point Vacations](https://expedia.ca/Pleasant-Point.d553248635976481213.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) # Hotels in Pleasant Point, Wellfleet ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Pleasant Point Spa [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&travelerType=family_friendly) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&lodging=CONDO) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Point%2C+Wellfleet%2C+Massachusetts%2C+United+States+of+America®ionId=553248635976481213&latLong=41.911678%2C-70.003722&adults=2&startDate=2025-10-19&d1=2025-10-19&endDate=2025-10-21&d2=2025-10-21&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Pleasant Point hotels and places to stay ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/e77b9952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/2a13336a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/2cac1643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/0c3e83a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Corsair & Cross Rip Oceanfront Resort 30.1 km from Pleasant Point 8.4/10 Very good (210) "Beach view, indoor and outdoor pools, very helpful front staff." CA $196 CA $236 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/f436a6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn 26 km from Pleasant Point 9.2/10 Wonderful (569) "Great hotel, great locatiion" CA $225 CA $313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/83ef5c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/6bbba73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/fc48195f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/970000/966500/966421/12b39c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Hill Inn & Suites 29.4 km from Pleasant Point 8.4/10 Very good (950) "Clean, easy check in, stay here often" CA $157 CA $180 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Dennis-Port-Hotels-Holiday-Hill-Inn-Suites.h966421.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/920000/910400/910310/16b3c609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Patio, Ocean View](https://images.trvl-media.com/lodging/1000000/920000/910400/910310/aad442e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/920000/910400/910310/1109a88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/920000/910400/910310/c91c5cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Provincetown Inn 21.2 km from Pleasant Point 8.0/10 Very good (1002) "Stunning location" CA $166 CA $238 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Provincetown-Hotels-The-Provincetown-Inn.h910310.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/a05a2668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/a9a84e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/6b25a20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Small Suite with Balcony | Private kitchen](https://images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/cc2cc84b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandcastle Resort and Club 20.6 km from Pleasant Point 7.4/10 Good (1109) "We had a blast!!!! " CA $137 CA $157 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.Hotel-Information) ![Private beach](https://images.trvl-media.com/lodging/11000000/10390000/10388800/10388795/36a192b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10390000/10388800/10388795/8c8aef12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Refrigerator, Beachfront](https://images.trvl-media.com/lodging/11000000/10390000/10388800/10388795/98ad913d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10390000/10388800/10388795/0d1e52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Sea Motor Inn 20.5 km from Pleasant Point 8.4/10 Very good (1007) "Decent room for the price." CA $163 CA $187 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/North-Truro-Hotels-Blue-Sea-Motor-Inn.h10388795.Hotel-Information) ![1 bedroom, blackout drapes, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/e4d390ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/680f980d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/57acd186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/44453576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Hotel Provincetown 21.2 km from Pleasant Point 8.0/10 Very good (1003) "The hotel suited our needs perfectly. We would stay there again." CA $150 CA $219 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) ![King Patio](https://images.trvl-media.com/lodging/3000000/2080000/2077200/2077162/836c429e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Queen Patio | View from room](https://images.trvl-media.com/lodging/3000000/2080000/2077200/2077162/30ec15b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2080000/2077200/2077162/eb9c76b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2080000/2077200/2077162/1eccd426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Awol 21.4 km from Pleasant Point 9.4/10 Exceptional (318) "Incredible views, helpful staff and peaceful" CA $218 CA $282 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Provincetown-Hotels-AWOL.h2077162.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/b8ab45a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/48285e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/83efc190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Queen](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/4493da6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Pointe Historic Inn & Spa - Adults Only 21.8 km from Pleasant Point 9.2/10 Wonderful (819) "Very much a welcoming environment with amazing staff, really good food, and amenities." CA $250 CA $350 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Provincetown-Hotels-Crowne-Pointe-Historic-Inn-Spa-Adults-Only.h906319.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/878d3dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Upper Deluxe Two Bedroom Cottage | Garden](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/de2c60bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Queen Room by the Pond](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/e8bf76bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower Deluxe Two Bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/3e91efe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Bay Village Resort 22.5 km from Pleasant Point 9.6/10 Exceptional (295) "Beautiful place to stay!" CA $297 CA $340 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information) ![Oceanfront Efficiency, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/13f44770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Studio, 1 King](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/11bb6149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/7ca6ffc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/b27fc938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Tides 27.1 km from Pleasant Point 9.4/10 Exceptional (632) "Chatham tides was the perfect place to stay! It was so relaxing and peaceful and the staff was so kind!!" CA $212 CA $243 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) ![Rollaway beds, bed sheets](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217366/w2046h1365x0y0-06aa6ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217366/e4de832a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217366/2825c070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1217400/1217366/91d8c2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dune Crest Hotel 17.6 km from Pleasant Point 8.8/10 Excellent (1007) "Great weekend getaway " CA $174 CA $200 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/North-Truro-Hotels-Dune-Crest-Hotel.h1217366.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/7fbceae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/29d74195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/beac235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Petite Queen](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/0452cd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surfside Inn Chatham 26.6 km from Pleasant Point 8.0/10 Very good (157) "Staff was great and the room was exactly what I needed. Highly recommend staying " CA $279 CA $319 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chatham-Hotels-Surfside-Inn-Chatham.h15581826.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/ae314726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/52ca6854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/6b723d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room | View from room](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/dae82b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ellery Hotel Provincetown 21.8 km from Pleasant Point 9.4/10 Exceptional (371) "Great location lovely staff " CA $192 CA $239 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Provincetown-Hotels-Carpe-Diem-Guesthouse-And-SPA.h16053950.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/3eeba471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/6e9a000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Queen Room](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/583d55a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/901cdda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breakwater Hotel 21.2 km from Pleasant Point 9.6/10 Exceptional (597) "Staff were friendly and helpful. Good breakfast selection." CA $138 CA $158 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Provincetown-Hotels-Breakwater-Hotel.h33302809.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/2bea73dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/1fa0a070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/815e4372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/4d3d8a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Eastham Cape Cod 7.5 km from Pleasant Point 8.2/10 Very good (842) "Very close to great beaches and restaurants" CA $165 CA $188 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/60c7000f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Bedrooms, Beach View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/8c6b2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Beach View | Living area](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/11727ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bayview Suite | Living area](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/db5a2ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surfside Hotel and Suites 21.6 km from Pleasant Point 8.6/10 Excellent (1000) "We always love staying here for its proximity to town and excellent views on the beach as well as being dog friendly" CA $150 CA $227 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Provincetown-Hotels-Surfside-Hotel-And-Suites.h1060693.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Private Bathroom, Partial Ocean View (1 Bdrm. Suite) | View from room](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5576d037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Quadruple Room, Private Bathroom, Ocean View (Room 202) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/7e4e0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/31b48c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Sea Guests Bed & Breakfast & Suites 30.1 km from Pleasant Point 9.2/10 Wonderful (184) "Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!" CA $230 CA $303 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.Hotel-Information) ![Dining room](https://images.trvl-media.com/lodging/75000000/74570000/74569300/74569211/c62663e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/75000000/74570000/74569300/74569211/bcd9b686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74570000/74569300/74569211/c4ef5c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Queen](https://images.trvl-media.com/lodging/75000000/74570000/74569300/74569211/7fa4b5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebird Dennisport 29.6 km from Pleasant Point 8.4/10 Very good (216) "Great location! Able to walk to the beach restaurants and more! Loved the pool area too!" CA $194 CA $250 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Dennis-Port-Hotels-Bluebird-Dennisport.h74569211.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/4000000/3820000/3818900/3818871/1c74e602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/4000000/3820000/3818900/3818871/a0d74387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/4000000/3820000/3818900/3818871/19c0f99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/4000000/3820000/3818900/3818871/0c5c6894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Coast, A Boutique Hotel 1.3 km from Pleasant Point 9.0/10 Wonderful (205) "We love to stay here every year. " CA $194 CA $222 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Wellfleet-Hotels-Endless-Coast.h3818871.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=2025-10-19&endDate=2025-10-20®ionId=553248635976481213&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Point-Wellfleet-Hotels.0-n553248635976481213-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Point-Wellfleet-Hotels.0-n553248635976481213-0.Travel-Guide-Filter-Hotels) ## Where to stay in Pleasant Point Find the best Pleasant Point areas and neighborhoods for the activities you enjoy most. - Indian Neck Heights [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976472067) ![Indian Neck Heights map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:a%7Cz%7EFzimjLkQsGw%40sGlb%40uJjDoLaBwTxBqDzUqIjByI%7E%5Di_%40xQ%60Vu%40hKqW%7Ea%40a%5D%7C%5BsW%60PqO%60F&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=2IiC0Wr0sSF_Ms0u-harGWPtl1A=) ### Indian Neck Heights Though Indian Neck Heights might not have many top sights, you can venture to the surrounding area to see attractions like Wellfleet Harbor Actors Theater and Cape Cod National Seashore. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472067) ## Top Pleasant Point Hotel Reviews ![Dune Crest Hotel](//images.trvl-media.com/lodging/2000000/1220000/1217400/1217366/w2046h1365x0y0-06aa6ba7_y.jpg) ### Dune Crest Hotel 10/10 Excellent "Yes, this hotel is very pet friendly. There is a fenced in area for dogs to run free, and plenty of space to walk on leash. The parking is very safe. It's a beautiful area and the hotel sits on top of a dune, so the view is gorgeous. " [](https://expedia.ca/North-Truro-Hotels-Dune-Crest-Hotel.h1217366.Hotel-Information) ![Cape Colony Inn](//images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7_y.jpg) ### Cape Colony Inn 10/10 Excellent "Everything was great!" [](https://expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) ![Harbor Hotel Provincetown](//images.trvl-media.com/lodging/1000000/430000/421600/421590/e4d390ae_y.jpg) ### Harbor Hotel Provincetown 10/10 Excellent "Love this hotel. It was great for adults and kids. Very convenient and reasonably priced. " [](https://expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) ![Top Mast Resort](//images.trvl-media.com/lodging/12000000/11740000/11737100/11737053/d022d597_y.jpg) ### Top Mast Resort 10/10 Excellent "All good " [](https://expedia.ca/North-Truro-Hotels-Top-Mast-Resort.h11737053.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "A really wonderful spot percolated to explore the cape. A very nice breakfast in the morning!" [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Wellfleet Motel and Lodge](//images.trvl-media.com/lodging/2000000/1180000/1173600/1173572/4c97a310_y.jpg) ### Wellfleet Motel and Lodge 10/10 Excellent "Staff friendly and helpful. Indoor pool and jacuzzi clean. On rail trail and close to several beaches.👍👍" [](https://expedia.ca/Wellfleet-Hotels-Wellfleet-Motel-And-Lodge.h1173572.Hotel-Information) ![Sandcastle Resort and Club](//images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/a05a2668_y.jpg) ### Sandcastle Resort and Club 10/10 Excellent "We had a blast!!!! " [](https://expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.Hotel-Information) ![Crowne Pointe Historic Inn & Spa - Adults Only](//images.trvl-media.com/lodging/1000000/910000/906400/906319/b8ab45a0_y.jpg) ### Crowne Pointe Historic Inn & Spa - Adults Only 10/10 Excellent "Great staff. Great location. I really enjoyed the pool. It is small, but the heated water makes it so comfortable. " [](https://expedia.ca/Provincetown-Hotels-Crowne-Pointe-Historic-Inn-Spa-Adults-Only.h906319.Hotel-Information) ![Holiday Hill Inn & Suites](//images.trvl-media.com/lodging/1000000/970000/966500/966421/83ef5c9f_y.jpg) ### Holiday Hill Inn & Suites 10/10 Excellent "Very good. I recommend. 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[Book Hotels in Pleasant Point on Expedia.com](https://www.expedia.com/Pleasant-Point-Wellfleet-Hotels.0-n553248635976481213-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Wellfleet neighborhoods - [Hotels in Indian Neck Heights](https://expedia.ca/Indian-Neck-Heights-Wellfleet-Hotels.0-n553248635976472067-0.Travel-Guide-Filter-Hotels) - [Hotels in Pleasant Point](https://expedia.ca/Pleasant-Point-Wellfleet-Hotels.0-n553248635976481213-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Wellfleet Attractions - [Hotels near Cape Cod Beaches](https://expedia.ca/Cape-Cod-Beaches-Hotels.0-l553248635976496940-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Cod National Seashore](https://expedia.ca/Cape-Cod-National-Seashore-Hotels.0-l6127104-0.Travel-Guide-Filter-Hotels) - [Hotels near Commercial Street](https://expedia.ca/Commercial-Street-Hotels.0-l6287438-0.Travel-Guide-Filter-Hotels) - [Hotels near Mayflower Beach](https://expedia.ca/Mayflower-Beach-Hotels.0-l553248621561930301-0.Travel-Guide-Filter-Hotels) - 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Airport](https://expedia.ca/Portsmouth-Intl-Airport-Hotels.0-aPSM-0.Travel-Guide-Filter-Hotels) ### Pleasant Point Hotels by Brand - [Independent Hotels](https://expedia.ca/Pleasant-Point-Wellfleet-Hotels-Independent.0-n553248635976481213-0--bIndependent.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Surfside Hotel and Suites](https://expedia.ca/Provincetown-Hotels-Surfside-Hotel-And-Suites.h1060693.Hotel-Information) - [Wequassett Resort and Golf Club](https://expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) - [Dune Crest Hotel](https://expedia.ca/North-Truro-Hotels-Dune-Crest-Hotel.h1217366.Hotel-Information) - [Modern Beachfront Condo, Gorgeous Views and Centrally Located](https://expedia.ca/Provincetown-Hotels-Modern-Beachfront-Condo.h60385476.Hotel-Information) - [The Corsair & Cross Rip Oceanfront Resort](https://expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) - [Chatham Wayside Inn](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) - 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