Title: South Wellfleet Vacation Packages & Trips 2026 from CA $727 | 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. ![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 $727 per person May 7 - May 11 found 6 hours 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 ![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 $904 per person May 7 - May 11 found 6 hours ago Roundtrip flight included Toronto (YTO) to Provincetown (PVC) 9.2/10 Wonderful! (849 reviews) Second time and just as great as last time! Chris is wonderful. The activities and amenities are great, and breakfast is delish!!! Can’t wait to be back soon. Reviewed on Mar 16, 2026 ![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 $735 per person May 7 - May 11 found 6 hours 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 ![Ellery Hotel Provincetown](https://images.trvl-media.com/lodging/17000000/16060000/16054000/16053950/ae314726_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ellery Hotel Provincetown CA $1,215 per person May 14 - May 18 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Provincetown (PVC) 9.4/10 Exceptional! (404 reviews) Best gateway ever. Love spa options. THe only thing needs to be added it's microwave, at least in lobby Reviewed on Mar 24, 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 $1,118 per person May 14 - May 18 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Provincetown (PVC) 9/10 Wonderful! (370 reviews) Overall greatvlittle INN. Reviewed on Nov 2, 2025 ## 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 $231 CA $649 total Mar 26 - Mar 27 includes taxes & fees 10/10 Exceptional! (81 reviews) Beautiful location, although difficult terrain to get there. Place was clean, temperature was controllable, and kitchen was well-stocked. It was a nice break from the city! Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F03%2F2026&endDate=27%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=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=33557641&PinnedHotelID=33557641&HadPinnedHotel=true®ionId=183345) [](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%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 $505 CA $578 total Mar 26 - Mar 27 includes taxes & fees 9.2/10 Wonderful! (815 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 Mar 19, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F03%2F2026&endDate=27%2F03%2F2026&selected=19139&PinnedHotelID=19139&HadPinnedHotel=true®ionId=183345) [See all 4,734 properties in South Wellfleet](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F03%2F2026&endDate=27%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. 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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