
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 $853, price is now CA $657 per person
CA $657
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
8/10 Very Good! (1,004 reviews)
Great place, dog friendly and close to town with free transportation.
Reviewed on Aug. 30, 2025

Brass Key Guesthouse - Adults Only
Price was CA $1,672, price is now CA $1,246 per person
CA $1,246
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
9.6/10 Exceptional! (406 reviews)
Love Kevin on the front desk! Comfortable lodging. Big pool party, lots of fun during bear week.
Reviewed on Aug. 26, 2025

Waterford Inn Provincetown
Price was CA $1,176, price is now CA $885 per person
CA $885
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
9/10 Wonderful! (338 reviews)
Comfy, clean, spacious room with a lovely balcony overlooking the bay!
Reviewed on Aug. 29, 2025

Crowne Pointe Historic Inn & Spa - Adults Only
Price was CA $1,317, price is now CA $1,000 per person
CA $1,000
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
9.2/10 Wonderful! (805 reviews)
The hotel is in an amazing location with parking and breakfast provided. The room was very clean and had all the standard amenities you would expect of a hotel. The property also featured a pool and hot tub, which are rare in Ptown. I would definitely stay here again.
Reviewed on Aug. 26, 2025
South Wellfleet Hotel Deals

Harbor Hotel Provincetown
698 Commercial St, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Sep 28 to Sep 29
CA $201
CA $277 total
Sep 28 - Sep 29
includes taxes & fees

Captains Quarters Motel & Conference Center
5000 State Highway/Route 6, Eastham, MA
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Sep 3 to Sep 4
CA $121
CA $139 total
Sep 3 - Sep 4
includes taxes & fees

Ambassador Inn & Suites
1314 Route 28, South Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Sep 1 to Sep 2
CA $166
CA $202 total
Sep 1 - Sep 2
includes taxes & fees
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.