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, Cape Cod National Seashore and Cape Cod Beaches, 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

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet MA
The price is CA $203 per night from Feb 12 to Feb 13
CA $203
CA $610 total
Feb 12 - Feb 13
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

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is CA $493 per night from Feb 12 to Feb 13
CA $493
CA $565 total
Feb 12 - Feb 13
includes taxes & fees
9.2/10 Wonderful! (809 reviews)
Beautiful property

Reviewed on Jan 24, 2026

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Feb 12 to Feb 13
CA $182
CA $267 total
Feb 12 - Feb 13
includes taxes & fees
9.2/10 Wonderful! (630 reviews)
Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy.

Reviewed on Jan 29, 2026

Chatham Wayside Inn
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.