South Wellfleet Vacation Packages
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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.
Top South Wellfleet Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Harbor Hotel Provincetown
Price was CA $1,362, price is now CA $1,042 per person
CA $1,042
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Provincetown (PVC)
8.2/10 Very Good! (1,001 reviews)
This place is perfect! Amazing staff and super clean. Highly highly recommend!
Reviewed on May 1, 2026
Crowne Pointe Historic Inn & Spa - Adults Only
Price was CA $1,792, price is now CA $1,244 per person
CA $1,244
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Provincetown (PVC)
9.2/10 Wonderful! (864 reviews)
Really cute and cozy vibe. Great location
Reviewed on Apr 19, 2026
The Provincetown Inn
Price was CA $1,583, price is now CA $1,172 per person
CA $1,172
per person
Jul 9 - Jul 12
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
Ellery Hotel Provincetown
Price was CA $1,831, price is now CA $1,433 per person
CA $1,433
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Provincetown (PVC)
9.4/10 Exceptional! (417 reviews)
Cozy place with a great communal seating area. Great location.
Reviewed on May 7, 2026
Waterford Inn Provincetown
Price was CA $1,753, price is now CA $1,375 per person
CA $1,375
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Provincetown (PVC)
9/10 Wonderful! (371 reviews)
It felt so comfortable, like I was staying at a friend’s home. Perfect location—across the street from East End Books! I will definitely be back. I might need to make this my yearly birthday pilgrimage!
Reviewed on Apr 4, 2026
South Wellfleet Hotel Deals
Chatham Bars Inn
297 Shore Rd Chatham MA
The price is CA $593 per night from May 10 to May 11
CA $593
CA $679 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (824 reviews)
Nice property but a bit over priced. Could use some updating
Reviewed on May 8, 2026
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jun 8 to Jun 9
CA $173
CA $245 total
Jun 8 - Jun 9
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
This place is perfect! Amazing staff and super clean. Highly highly recommend!
Reviewed on May 1, 2026
Dune Crest Hotel
535 Route 6 North Truro MA
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from May 19 to May 20
CA $134
CA $153 total
May 19 - May 20
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The room was very clean the location was exactly where we wanted not in the middle of anything but very close to all the places we wanted to go. The property is a little dated but kinda in a weird way adds to the charm
Reviewed on Dec 30, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
