Title: South Wellfleet Vacation Packages & Trips 2026 | 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. ## 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 $615 total Feb 9 - Feb 10 includes taxes & fees 9.8/10 Exceptional! (77 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=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=22960042&PinnedHotelID=22960042&HadPinnedHotel=true®ionId=183345) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chatham Bars Inn 297 Shore Rd Chatham MA CA $498 CA $570 total Feb 12 - Feb 13 includes taxes & fees 9.2/10 Wonderful! (808 reviews) Beautiful property Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%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 Fully refundableReserve now, pay when you stay 9.2/10 Wonderful! (627 reviews) Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy. Reviewed on Jan 29, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=183345) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=183345) [See all 4,709 properties in South Wellfleet](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%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