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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Pleasant Point, Wellfleet - ![](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 ## Go beyond your typical stay in Pleasant Point 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&travelerType=family_friendly) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=POOL) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=OCEAN_VIEW) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=HOT_TUB) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=PETS) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=APARTMENT) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=COTTAGE) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&amenities=WATER_PARK) 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=2025-12-05&d1=2025-12-05&endDate=2025-12-07&d2=2025-12-07&lodging=CONDO) ## Check prices for these dates Tonight [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Pleasant Point hotels and places to stay ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.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) ![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) ### Chatham Wayside Inn 26 km from Pleasant Point 9.2/10 Wonderful (592) "We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $216 CA $304 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/2cac1643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/563be86c.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 8.6/10 Excellent (221) "very peaceful, excellent staff, clean room, and close to good restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pauline CA $167 CA $191 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.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) ![Aerial view](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/901cdda2.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) ![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) ### Breakwater Hotel 21.2 km from Pleasant Point 9.6/10 Exceptional (622) "We loved our stay, perfect room perfect location. perfect for pups" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doreen CA $111 CA $127 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Provincetown-Hotels-Breakwater-Hotel.h33302809.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) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/942f6da9.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) ![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 (834) "Excellent Inn, great Spa, solid food!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alex [](https://www.expedia.ca/Provincetown-Hotels-Crowne-Pointe-Historic-Inn-Spa-Adults-Only.h906319.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) ![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) ![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) ### Chatham Tides 27.1 km from Pleasant Point 9.4/10 Exceptional (660) "We loved it so much that we will definitely going back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faith CA $214 CA $244 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.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) ![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) ![Reception](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/52ca6854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/eb749b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ellery Hotel Provincetown 21.8 km from Pleasant Point 9.4/10 Exceptional (381) "Great location lovely staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $194 CA $244 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Provincetown-Hotels-Carpe-Diem-Guesthouse-And-SPA.h16053950.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/4d3d8a36.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) ![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) ### Four Points by Sheraton Eastham Cape Cod 7.5 km from Pleasant Point 8.2/10 Very good (851) "Perfect overnight stay in every way!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $166 CA $190 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.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) ![Queen Suite with Balcony - Main Building | Private kitchen](https://images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/8d82c29e.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 (1142) "Right on the beach, outstanding room/views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kris CA $138 CA $158 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/669edd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/cb01c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/96ca76a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mansion at Ocean Edge 16 km from Pleasant Point 8.2/10 Very good (1000) "Amazing stay and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne CA $266 CA $385 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/f7ed55d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/07d625ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/0e2de95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn 25.6 km from Pleasant Point 9.2/10 Wonderful (795) "Great accommodation and staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $365 CA $439 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/b024e5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/ec5615f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/52111ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Colony Inn 21.7 km from Pleasant Point 9.2/10 Wonderful (1002) "Clean rooms, friendly staff, convenient location and nice breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $111 CA $127 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2170000/2168000/2167958/5a6fea1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/3000000/2170000/2168000/2167958/39c237f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Penthouse](https://images.trvl-media.com/lodging/3000000/2170000/2168000/2167958/b89738fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Penthouse](https://images.trvl-media.com/lodging/3000000/2170000/2168000/2167958/e6be3bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Masthead Resort 21.3 km from Pleasant Point 8.2/10 Very good (492) "We loved our stay there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Remy CA $204 CA $261 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Provincetown-Hotels-The-Masthead-Resort.h2167958.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/2f17f909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Waterfront | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/bbc95905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/39dc1695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/dce02e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor Inn Beach House 21.6 km from Pleasant Point 9.2/10 Wonderful (440) "Wonderful weekend stay. Great location in the center of town and very convenient to getting out and exploring. Comfortable room with a perfect waterfront view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/Provincetown-Hotels-Anchor-Inn-Beach-House.h9388100.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501589/c8939a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501589/981a57ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501589/7e73f6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501589/bd3040d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revere Guest House 21.7 km from Pleasant Point 9.2/10 Wonderful (837) "Staff was super friendly and helpful! Breakfast was delicious and the room was very cozy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $167 CA $191 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Provincetown-Hotels-The-Revere-Guest-House.h1501589.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119420000/119416800/119416782/d636494a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manner House 2nd Floor - Deluxe King Sunroom | Street view](https://images.trvl-media.com/lodging/120000000/119420000/119416800/119416782/w951h635x0y1-4f20f225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manner House 2nd Floor - 1 Queen](https://images.trvl-media.com/lodging/120000000/119420000/119416800/119416782/c51baf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119420000/119416800/119416782/b14fd474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charm on Main 16.8 km from Pleasant Point 10/10 Exceptional (1) "Cute place. Love the decor in the main house and room. Nice that they had water and snacks available at any time. Loved spending time on the big porch and in the rocking chairs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $354 CA $406 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Brewster-Hotels-Charm-On-Main.h119416782.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/94673ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/66e942eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/1a7ebe08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/20c1b933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brass Key Guesthouse - Adults Only 21.7 km from Pleasant Point 9.6/10 Exceptional (445) "Beautiful accommodations in the heart of everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryann [](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) ![Deluxe Room](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/917d85d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/dd2fcb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/4c83dc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/4d21cd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercury Hotel Provincetown 21.7 km from Pleasant Point 9.0/10 Wonderful (466) "Quaint little hotel with great service. Right in the middle of everything with friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry [](https://www.expedia.ca/Provincetown-Hotels-The-BeaconLight-Guest-House.h1501547.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/752348a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/2c23c623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Round Cove Suite](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/ce420299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club 21 km from Pleasant Point 9.4/10 Exceptional (241) "Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/405c33ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, deep-tissue massages](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/2d8a0b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/6a3d02f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/882616c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villages at Ocean Edge 16.6 km from Pleasant Point 8.4/10 Very good (1003) "We loved the room we stayed in and will return again next time we go to the Cape" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert A CA $178 CA $268 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Brewster-Hotels-The-Villages-At-Ocean-Edge.h6301341.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/275b1aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/9e4ea54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Crow's Nest Penthouse (Two Beds)](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/610fcdca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/29a1e484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bradford 21.7 km from Pleasant Point 9.4/10 Exceptional (218) "Location was great. Just one block from to all shops, restaurants etc in Provincetown, without the noise." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis CA $260 CA $298 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Provincetown-Hotels-The-Bradford.h34303108.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=2025-12-05&endDate=2025-12-06®ionId=553248635976481213&adults=2&sort=RECOMMENDED&openPlayBack=true) ## 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 Cape Cod National Seashore and Lieutenant Island. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472067) ## Top Pleasant Point Hotel Reviews ![Cape Colony Inn](https://images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7_y.jpg) ### Cape Colony Inn 10/10 Excellent "I’ve stayed here a couple of times and it is reasonably priced and close to town. My only complaint would be they only clean the room every third day. Otherwise it’s a convenient spot when visiting the upper cape." [](https://expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) ![Breakwater Hotel](https://images.trvl-media.com/lodging/34000000/33310000/33302900/33302809/3eeba471_y.jpg) ### Breakwater Hotel 10/10 Excellent "All was great." [](https://expedia.ca/Provincetown-Hotels-Breakwater-Hotel.h33302809.Hotel-Information) ![Mercury Hotel Provincetown](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/917d85d9_y.jpg) ### Mercury Hotel Provincetown 10/10 Excellent "Quaint little hotel with great service. Right in the middle of everything with friendly staff. " [](https://expedia.ca/Provincetown-Hotels-The-BeaconLight-Guest-House.h1501547.Hotel-Information) ![Edgewater Beach Resort, a VRI resort](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/5e9e9f5c_y.jpg) ### Edgewater Beach Resort, a VRI resort 10/10 Excellent "Room was clean and the staff was great" [](https://expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information) ![Chatham Tides](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/13f44770_y.jpg) ### Chatham Tides 10/10 Excellent "We loved it so much that we will definitely going back. " [](https://expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) ![Wellfleet Motel and Lodge](https://images.trvl-media.com/lodging/2000000/1180000/1173600/1173572/4c97a310_y.jpg) ### Wellfleet Motel and Lodge 10/10 Excellent "Clean room and plenty of towels. " [](https://expedia.ca/Wellfleet-Hotels-Wellfleet-Motel-And-Lodge.h1173572.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Our room was nicely appointed and an excellent layout." [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Harbor Hotel Provincetown](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/e4d390ae_y.jpg) ### Harbor Hotel Provincetown 10/10 Excellent "Great place to stay friendly staff, close to shops and right across the street from the beach. " [](https://expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) ![Modern Beachfront Condo, Gorgeous Views and Centrally Located](https://images.trvl-media.com/lodging/61000000/60390000/60385500/60385476/5e8570d8_y.jpg) ### Modern Beachfront Condo, Gorgeous Views and Centrally Located 10/10 Excellent "One of the most amazing stays! The place was immaculate and welcoming with a stunning view! We will definitely book again. Ptown and the people were so fun. The off season made it easy to explore but some shops and restaurants were closed. " [](https://expedia.ca/Provincetown-Hotels-Modern-Beachfront-Condo.h60385476.Hotel-Information) ## Frequently asked questions ### What's it like in Pleasant Point? > Travelers will be sure to enjoy their time in Wellfleet's Pleasant Point neighborhood. ### How many hotels are there in the Pleasant Point area? > When you want to kick up your feet after a day of exploring the sights in Wellfleet, you can choose from 14 Expedia hotels and other accommodations in Pleasant Point. ### If I need to cancel my hotel reservation in Pleasant Point, will I receive a refund? > Yes! Most room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to review the best deals available in Pleasant Point. ### What are the top things to see and do in Pleasant Point? > Lieutenant Island, Wellfleet Harbor Actors Theater, and White Cedar Swamp are just a few of the places to visit in and around Pleasant Point. 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