Title: South Wellfleet Vacation Packages & Trips 2026 from CA $749 | 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 #### 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 $749 per person May 21 - May 24 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 ![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 $1,010 per person May 21 - May 24 found 1 day 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 ![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 $1,014 per person Apr 29 - May 4 found 18 hours ago Roundtrip non-stop flight included Toronto (YTO) to Provincetown (PVC) 9.4/10 Exceptional! (404 reviews) The Ellery is a fabulous hotel. Located just a short distance from Commercial Street, it is peaceful and quiet yet accessible to all the shops and restaurants. Paul greeted us and actually gave us a free upgrade! He really cares about the hotel and the people who stay there. He also let use a separate parking space as the other spots were taken. The hotel is beautifully decorated- the patio is very zen - although we did not get a chance to use the hot tub or sauna, they are on our list to use the next time we stay-and we will be staying there again. Our room had a king size bed with a walk out little deck and fireplace. Paul left us a couple of $5 vouchers to use at the small place across the street and we got sandwiches there - they were delicious. We had a mini fridge in our room as well - while there was no microwave in the room, there is one in a separate area that also has free coffee and tea as well as ice water and mini ice cube machine. That same room also has two small tables on one side and a gorgeous seating area on the other. There is another building next door with another nicely decorated lobby area. I could go on an on about The Ellery - We can’t say enough about this hidden gem or about the great people who work there. We can’t wait for our next stay there! Reviewed on Mar 29, 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 $936 per person Apr 29 - May 4 found 18 hours ago Roundtrip non-stop 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 $912 per person May 21 - May 24 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 ## 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 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 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=22960042&PinnedHotelID=22960042&HadPinnedHotel=true®ionId=183345) [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=22960042&PinnedHotelID=22960042&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 $522 CA $598 total Apr 12 - Apr 13 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 Mar 19, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=19139&PinnedHotelID=19139&HadPinnedHotel=true®ionId=183345) ![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 CA $249 CA $345 total Apr 13 - Apr 14 includes taxes & fees 9.2/10 Wonderful! (646 reviews) Did not eat at the hotel Reviewed on Mar 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=183345) [See all 4,756 properties in South Wellfleet](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F03%2F2026&endDate=01%2F04%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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