Title: Book the Best Pleasant Point Hotels with Early Check-in in 2025 from CA $154 | 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) # Find Hotels with Early Check-in in Pleasant Point, MA from CA $154 - ![](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 availability on Pleasant Point Hotels with Early Check-in Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [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) 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) ## Top Pleasant Point Hotels with Early Check-in ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/bc9c3e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/eab34d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/9fdb8aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/e133402d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Beach Breeze Inn West Harwich 9.6/10 Exceptional (271) "Totally GREAT PLACE to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $181 CA $207 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/West-Harwich-Hotels-A-Beach-Breeze-Inn.h9591451.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) ![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) ![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 Eastham 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) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/dbf7e909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/0e60c73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/3751592d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/7285272e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Orleans - Cape Cod Orleans 8.0/10 Very good (784) "Clean and comfortable room very enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $147 CA $169 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orleans-Hotels-Rodeway-Inn-Orleans-Cape-Cod.h1744111.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5560000/5559400/5559336/76ad4134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5560000/5559400/5559336/53ae7bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft, Beach View](https://images.trvl-media.com/lodging/6000000/5560000/5559400/5559336/c895b65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/6000000/5560000/5559400/5559336/d6ab9d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lotus Provincetown Provincetown 8.8/10 Excellent (352) "Very modest room no frills but excellent location easy to walk everywhere came for a weekend and was perfect for an overnight stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $125 CA $154 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Provincetown-Hotels-Lotus-Guest-House.h5559336.Hotel-Information) ![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/46b131b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/337fd3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/864abf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/fd3dec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candleberry Inn on Cape Cod Brewster 10/10 Exceptional (139) "Stunning bed and breakfast. Amazing owners and a experience you won’t forget." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $434 CA $497 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.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) ![View from property](https://images.trvl-media.com/lodging/3000000/2170000/2168000/2167958/bfa5b6c7.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 Provincetown 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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/c2ed8a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/a6b80711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/3b0ad9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Private Bathroom (Bayberry Room)](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster by the Sea Inn West Brewster 9.8/10 Exceptional (171) "Spacious comfortable stylish room. Gourmet breakfast. Congenial host/owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vernon CA $469 CA $537 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.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) ![Courtyard](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/34b6941a.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) ![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 Bradford Provincetown 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 $297 total includes taxes & fees Dec 7 - Dec 8 [](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&property_amenities_group_explore=express_checkin&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Point Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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