Title: South Wellfleet Vacation Packages & Trips 2026 from CA $807 | Expedia.ca [South Wellfleet Travel Guide](https://expedia.ca/South-Wellfleet.dx183345)[Hotels in South Wellfleet](https://expedia.ca/South-Wellfleet-Hotels.d183345.Travel-Guide-Hotels)[Vacation Rentals in South Wellfleet](https://expedia.ca/South-Wellfleet-Vacation-Rentals.d183345.Travel-Guide-VacationRentals)[South Wellfleet Car Rentals](https://expedia.ca/Car-Rentals-In-South-Wellfleet.d183345.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183345/4c9ea61e-872d-4f91-b9c5-b26200fe8147.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Wellfleet Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Plan, book, and manage your trip all in one place #### Your South Wellfleet Vacation Let our vacation packages to South Wellfleet inspire your next getaway. There's plenty to like about this lively city, starting with the neighborhood of Pleasant Point, which is great for nature and views. Fill up your itinerary with visits to [Nauset Lighthouse](https://www.expedia.ca/Nauset-Lighthouse-Eastham.d6070195.Vacation-Attraction), [Cape Cod National Seashore](https://www.expedia.ca/Cape-Cod-National-Seashore-Massachusetts.d6127104.Vacation-Attraction) and [Cape Cod Beaches](https://www.expedia.ca/Cape-Cod-Beaches-Massachusetts.d553248635976496940.Vacation-Attraction), some of the attractions you shouldn't miss during your trip to South Wellfleet. A couple of clicks is all it takes to put together your ideal South Wellfleet vacation on Expedia. ## Top South Wellfleet Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Provincetown Inn](https://images.trvl-media.com/lodging/1000000/920000/910400/910310/c91c5cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Provincetown Inn CA $807 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 8/10 Very Good! (1,000 reviews) Nice stay. Clean room beautiful view of the ocean. Quiet. Close to PTown if u r a walker!! Or always Pedi Cabs. Yay. Love PTown especially on women’s week. So much fun. Many many things to do. Loved staying at the Inn. Nice ppl working there SO helpful Reviewed on Jan 9, 2026 ![Harbor Hotel Provincetown](https://images.trvl-media.com/lodging/1000000/430000/421600/421590/e4d390ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor Hotel Provincetown CA $815 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 8.2/10 Very Good! (1,000 reviews) Great place to stay friendly staff, close to shops and right across the street from the beach. Reviewed on Nov 12, 2025 ![Crowne Pointe Historic Inn & Spa - Adults Only](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/060f800d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Pointe Historic Inn & Spa - Adults Only CA $1,142 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 9.2/10 Wonderful! (849 reviews) We had a great room (king superior) that was spacious, clean and quiet. The bed was comfortable and the staff and management were incredibly friendly and welcoming. Would definitely stay here again! Reviewed on Jan 2, 2026 ![Waterford Inn Provincetown](https://images.trvl-media.com/lodging/9000000/8060000/8056000/8056000/6c06929c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waterford Inn Provincetown CA $1,112 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 9/10 Wonderful! (370 reviews) Overall greatvlittle INN. Reviewed on Nov 2, 2025 ![Surfside Hotel and Suites](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/921621aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Surfside Hotel and Suites CA $880 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 8.6/10 Excellent! (1,000 reviews) Ideal location, could walk into downtown area and parking available at the site. We were there in late October, the parking and proximity to the downtown must be absolutely worth their respective weights in gold in peak summer season. The hotel is not new which one look at the picture will tell everyone, and our room, although smallish, was perfectly functional, but it is well run, and it is clear that the hotel takes a great and justified pride in running a clean, tidy hotel with marvelous view if you are on the beach side. We would definitely come back here. Reviewed on Oct 27, 2025 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_183345) ## Ready to book your vacation to South Wellfleet? Choose your dates ## South Wellfleet Hotel Deals ![Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly Wellfleet MA CA $205 CA $613 total Mar 16 - Mar 17 includes taxes & fees 10/10 Exceptional! (79 reviews) Great home with amazing location and view. Thank you for a great stay! Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=22960042&PinnedHotelID=22960042&HadPinnedHotel=true®ionId=183345) ![Quaint Cottage with Water View](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557641/12107031_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quaint Cottage with Water View wellfleet MA [Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=33557641&PinnedHotelID=33557641&HadPinnedHotel=true®ionId=183345) [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=33557641&PinnedHotelID=33557641&HadPinnedHotel=true®ionId=183345) ![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 CA $500 CA $572 total Mar 19 - Mar 20 includes taxes & fees 9.2/10 Wonderful! (813 reviews) Very nice room Reviewed on Mar 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=19139&PinnedHotelID=19139&HadPinnedHotel=true®ionId=183345) [See all 4,718 properties in South Wellfleet](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F03%2F2026&endDate=13%2F03%2F2026®ionId=183345) 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 Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app