Title: Pleasant Point Holidays 2026 from £965 | Expedia.co.uk [Hotels in Pleasant Point](https://expedia.co.uk/Pleasant-Point-Hotels.d553248635976481213.Travel-Guide-Hotels)[Flights to Wellfleet](https://expedia.co.uk/Cheap-Flights-To-Wellfleet.d6050694.Travel-Guide-Flights)[Pleasant Point Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pleasant-Point.d553248635976481213.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Pleasant Point Holidays from £965 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ### Your Pleasant Point Holiday Discover the wonders of Pleasant Point with a customized Pleasant Point holiday package. From its nature to its views and beyond, this neighbourhood offers plenty of opportunities for relaxation and adventure. Some top nearby attractions to check out during your trip to Pleasant Point include [Marconi Beach](https://www.expedia.co.uk/Marconi-Beach-Massachusetts.d6287508.Attraction), [Cahoon Hollow Beach](https://www.expedia.co.uk/Cahoon-Hollow-Beach-Massachusetts.d6070151.Attraction) and [Indian Neck Beach](https://www.expedia.co.uk/Indian-Neck-Beach-Wellfleet.d6070183.Attraction). Expedia can help turn your ideal Pleasant Point holiday into reality, no matter your travel plans or budget. Price found within the past 48 hours. Click for updated prices. ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End £965 per person 30 Apr - 5 May found 1 day ago Return flight included Edinburgh (EDI) to Boston (BOS) 8.6/10 Excellent! (1,395 reviews) Great hotel, in the middle of downtown, walking distance from td garden, friendly staff and great amenities, will be back for sure Reviewed on 30 Mar 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End Save 100% on your flight £1,839 per person 30 Apr - 5 May found 1 day ago Return flight included Edinburgh (EDI) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub. Reviewed on 23 Mar 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay Save 100% on your flight £3,804 per person 18 Jun - 25 Jun found 1 day ago Return direct flight included Edinburgh (EDI) to Boston (BOS) 9.6/10 Exceptional! (238 reviews) The photos doesn’t give this place justice. Reviewed on 24 Mar 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston Save 100% on your flight £1,762 per person 30 Apr - 5 May found 14 hours ago Return flight included Edinburgh (EDI) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products. Reviewed on 29 Mar 2026 ![Furnished Apartment near BMC](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/c5a347c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Furnished Apartment near BMC South End £1,197 per person 5 May - 12 May found 24 hours ago Return direct flight included London (LHR) to Boston (BOS) No reviews ## Top hotels in Pleasant Point ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chatham Bars Inn 297 Shore Rd Chatham MA £323 6 Apr - 7 Apr includes taxes & fees 9.2/10 Wonderful! (816 reviews) Loved everything about it. Beautiful location, cozy room with elegant bathroom, polite and lovely staff, excellent food! Server Bevin was the best!! Reviewed on 19 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=19139&PinnedHotelID=19139&HadPinnedHotel=true®ionId=553248635976481213) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chatham Wayside Inn 512 Main St Chatham MA £189 13 Apr - 14 Apr includes taxes & fees 9.2/10 Wonderful! (647 reviews) Did not eat at the hotel Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=553248635976481213) ![Wequassett Resort and Golf Club](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/ce420299_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wequassett Resort and Golf Club 2173 Head of the Bay Road, Route 28 Harwich MA £280 13 Apr - 14 Apr includes taxes & fees 9.4/10 Exceptional! (245 reviews) The staff is amazing, they are kind and always looking for ways to help and make you feel welcome. Reviewed on 1 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=3689&PinnedHotelID=3689&HadPinnedHotel=true®ionId=553248635976481213) [See all 4,208 properties in Pleasant Point](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=553248635976481213) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Frequently asked questions ### How much does a Pleasant Point travel package cost? ### If I'm not able to travel, can I cancel my Pleasant Point travel package? ### How do I get a cheap travel package to Pleasant Point? ### Does Expedia offer Book Now, Pay Later Pleasant Point holidays? > - Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can lock in that well-deserved holiday sooner. > - Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions. > - Low deposit holidays: When you stumble on an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want. ### Where should I stay in Pleasant Point? ### What are the top hotels in Pleasant Point? ### How far in advance should I book my Pleasant Point holiday? ### What does an Expedia Pleasant Point travel package include? ### What should I know before booking a Pleasant Point travel package? ### Can I choose my airline with a Pleasant Point Expedia travel package? ### Popular places to visit ![Cahoon Hollow Beach](https://images.trvl-media.com/place/6070151/9717a237-72eb-46b0-be02-473d8ad18097.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cahoon Hollow Beach Enjoy a relaxing day at the beach and a lively night at the bar at this favorite daytrip destination. [](https://expedia.co.uk/Cahoon-Hollow-Beach-Wellfleet.d6070151.Attraction) #### Mayo Beach If a restful holiday is part of your travel plans, Mayo Beach might be the perfect place to visit during your trip to Wellfleet. Discover the area's seafood restaurants or seek out the hiking trails. [](https://expedia.co.uk/Mayo-Beach-Wellfleet.d6311792.Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.