South Wellfleet Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Top hotels in South Wellfleet
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is ฿11,419 per night from 14 Jan to 15 Jan
฿11,419
฿13,070 total
14 Jan - 15 Jan
includes taxes & fees
9/10 Wonderful! (802 reviews)
Room was very clean but a little dated also there is very little space to put your clothes away…no dressers
Reviewed on 3 Jan 2026
The Mansion at Ocean Edge
2907 Main Street Brewster MA
The price is ฿4,555 per night from 27 Jan to 28 Jan
฿4,555
฿7,008 total
27 Jan - 28 Jan
includes taxes & fees
8.2/10 Very Good! (999 reviews)
Over the top, Mansion full of history, c Great food, wonderful view of bay water. Best bread pudding ever! And what a surprise when we found our room stocked with wine, chocolates, nuts fruits cheese and cake in honor of our 52 nd anniversary, with a card! ALWAYS WANTED TO STAY THERE, M NOW I WILL ...
Reviewed on 3 Jan 2026
Chatham Wayside Inn
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is ฿3,707 per night from 11 Jan to 12 Jan
฿3,707
฿5,606 total
11 Jan - 12 Jan
includes taxes & fees
9.2/10 Wonderful! (614 reviews)
I’ve always been curious about the Wayside Inn because my mom worked there a gazillion years ago when she was in high school. It’s so cozy and clean and staff was very friendly. They also upgraded us which was super nice! The only thing was outlets in the room were kind of oddly positioned— but we ...
Reviewed on 4 Jan 2026
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.
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.
