Title: Book the Best Pleasant Point GOLF Hotels & Resorts in 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) # Find Golf Hotels in Pleasant Point, MA from CA $157 ![](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 Golf Hotels Tonight [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-21&endDate=2025-10-22&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=GOLF&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasant Point Golf Hotels ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.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) ![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) ![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) ### Chatham Wayside Inn Chatham 9.2/10 Wonderful (575) "Great hotel, great locatiion" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $213 CA $300 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/4d21cd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/7a9baba4.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) ### Mercury Hotel Provincetown Provincetown 9.0/10 Wonderful (453) "Beautiful hotel and room, friendly owner, prime location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $138 CA $171 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Provincetown-Hotels-The-BeaconLight-Guest-House.h1501547.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/544be7fb.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) ### A Beach Breeze Inn West Harwich 9.6/10 Exceptional (266) "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 Oct 21 - Oct 22 [](https://www.expedia.ca/West-Harwich-Hotels-A-Beach-Breeze-Inn.h9591451.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/797f3d9c.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) ![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) ![Poolside bar](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/405c33ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villages at Ocean Edge Brewster 8.4/10 Very good (1011) "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 $127 CA $194 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Brewster-Hotels-The-Villages-At-Ocean-Edge.h6301341.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/bcd2c01d.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 Eastham 8.2/10 Very good (842) "Very close to great beaches and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen CA $165 CA $189 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/4badf3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools, 3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/3c08c6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/51991eef.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) ### The Mansion at Ocean Edge Brewster 8.2/10 Very good (1001) "Amazing stay and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne CA $271 CA $360 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/9bc7d6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/3aecb5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/02a9dd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Property grounds](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/7b55f685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hawthorne Chatham 9.4/10 Exceptional (193) "Ocean view with short walk to beach and fishing pier." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $324 CA $371 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.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) ![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) ![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) ### Sandcastle Resort and Club Provincetown 7.4/10 Good (1124) "Right on the beach, outstanding room/views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kris CA $138 CA $157 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.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) ![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/b89738fd.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) ### The Masthead Resort Provincetown 8.2/10 Very good (489) "We loved our stay there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Remy CA $167 CA $219 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Provincetown-Hotels-The-Masthead-Resort.h2167958.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/f0bd0873.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/1000000/10000/3700/3689/994ac272.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) ![Beach bar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club Harwich 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 CA $455 CA $558 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.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=2025-11-03&endDate=2025-11-04®ionId=553248635976481213&adults=2&location_highlights_explore=golf&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Point Hotel Reviews ![Wequassett Resort and Golf Club](//images.trvl-media.com/lodging/1000000/10000/3700/3689/9873e07e_y.jpg) ### Wequassett Resort and Golf Club 10/10 Excellent "There is no finer place. Everything is tastefully appointed. Food is phenomenal. Staff could not be more helpful and they are always smiling- extremely professional. The food is over the top designed and tasteful. If you love luxury and a great night’s sleep in a most comfortable bed- this is the place for you. " [](https://expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "The location could not be beat! You are right on Main St in Chatham. We really appreciated the free parking, while tourists were fighting for spots on the street. Breakfast was VERY nice. Especially considering what you normally get for free at a hotel. My only small complaint was the bathroom. There was some peeling paint on the ceiling. The tub floor felt squishy when you stepped on it, implying either improper installation or rot underneath. Otherwise, it was clean and very functional. I would stay here again. However, it is very pricey. But if a super convenient location is important for you, it's worth it. " [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![The Villages at Ocean Edge](//images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/405c33ed_y.jpg) ### The Villages at Ocean Edge 10/10 Excellent "Nice room with a kitchen. Bed was large and comfy for two. Room cleaned daily. Coffee was replenished daily as well. The “campus” was beautiful. We were there in early October so the town was pretty much getting ready to close up" [](https://expedia.ca/Brewster-Hotels-The-Villages-At-Ocean-Edge.h6301341.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 "Right on the beach, outstanding room/views" [](https://expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.Hotel-Information) ![Chatham Bars Inn](//images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Excellent experience all around Gorgeous location and beautiful hotel Lively lobby " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Tracy is wonderful, the housekeepers are great, we love captain quarters" [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![The Corsair & Cross Rip Oceanfront Resort](//images.trvl-media.com/lodging/1000000/900000/894200/894158/e77b9952_y.jpg) ### The Corsair & Cross Rip Oceanfront Resort 10/10 Excellent "very peaceful, excellent staff, clean room, and close to good restaurants." [](https://expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) ![Edgewater Beach Resort, a VRI resort](//images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/5e9e9f5c_y.jpg) ### Edgewater Beach Resort, a VRI resort 10/10 Excellent "LOVED everything about it! The Beach, In and Outdoor Pools, activities for kids, Grills, and Mini Golf!! I had a Parking Spot right outside my Unit. There were plenty of Beach Chairs and friendly guests." [](https://expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information) ## Frequently asked questions ### Are you looking for a golf hotel in Pleasant Point? > From golf carts to driving ranges to evening entertainment, Expedia is the place to book your golf vacation. ### What is a golf hotel in Pleasant Point like? > Golf hotels in Pleasant Point offer accommodations and easy access to a golf course. On Expedia, you will be able to find a great selection of golf hotels which have either a 9+ hole golf course, or that are located next to an 18+ hole golf course. Golf hotels provide a good selection of services and amenities including golf equipment, caddies, and shuttles. ## 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) - [Hotels with Wifi in Boston](https://www.expedia.ca/Boston-Hotels-Hotel-With-Wifi.0-0-d178239-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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