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

Harbor Hotel Provincetown

3 out of 5
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
7.8/10 Good! (1,007 reviews)
Beautiful view of the bay, 1-minute walk to beach.Easy walk or bus ride to downtown Provincetown.

Reviewed on Jul. 16, 2025

Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
8.6/10 Excellent! (1,000 reviews)
We loved this hotel. We stayed in the Bayview Suite and it was RIGHT on the beach.

Reviewed on Jul. 10, 2025

The Provincetown Inn

The Provincetown Inn

3 out of 5
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
8.2/10 Very Good! (1,005 reviews)
I have stayed at the Provincetown Inn multiple times over the past few years and by far this was the best experience. Staff was great especially Kimoy at the front desk. It was great seeing all the improvements that were made at the Inn.

Reviewed on Jul. 15, 2025

Oceana Cottages

Oceana Cottages

2.5 out of 5
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
8.2/10 Very Good! (57 reviews)
It’s like walking into the 70s

Reviewed on Jun. 23, 2025

Admirals Landing - Adults Only

Admirals Landing - Adults Only

3 out of 5
per person
Aug 28 - Sep 2
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Provincetown (PVC)
9.2/10 Wonderful! (344 reviews)
The receptionist David, the kindest and most attentive person, honest, and gave us a lot of help.

Reviewed on May 23, 2025

Ready to book your vacation to South Wellfleet?

 

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South Wellfleet Hotel Deals

The Provincetown Inn

The Provincetown Inn

3 out of 5
1 Commercial Street, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is CA $424 per night from Aug 12 to Aug 13
CA $424
CA $533 total
Aug 12 - Aug 13
includes taxes & fees
8/10 Very Good! (1,013 reviews)
"The swimming pool area was too crowded . And I would suggest - free cofee in the lobby each morning"

Reviewed on Jul. 12, 2025

The Provincetown Inn
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St, Provincetown, MA
Fully refundableReserve now, pay when you stay
The price is CA $351 per night from Jul 31 to Aug 1
CA $351
CA $449 total
Jul 31 - Aug 1
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"We had a wonderful stay. The staff ate very friendly. Rooms and pool were very clean. It was perfect! I highly recommend this hotel. Will definitely be back."

Reviewed on Jul. 14, 2025

Harbor Hotel Provincetown
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
The price is CA $202 per night from Jul 23 to Jul 24
CA $202
CA $232 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very Good! (864 reviews)
Good reasonable hotel
"Clean room, amenities near by and friendly staff"

Reviewed on Jul. 14, 2025

Holiday Hill Inn & Suites
See all 4,964 properties in South Wellfleet
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a South Wellfleet vacation package cost?
You can pick up a vacation package to this destination from CA $1,931 on Expedia. But how much your vacation to South Wellfleet costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to South Wellfleet?
The off-season is the best time to head to South Wellfleet if you're trying to save. Another tip for getting cheap South Wellfleet vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for South Wellfleet?
We suggest planning a South Wellfleet vacation for at least 12 days. This gives you enough time to check off popular sights including Nauset Lighthouse and Wellfleet Harbour Actors Theatre, as well as check out neighbourhoods like Pleasant Point and Indian Neck Heights. You might even be able to squeeze in one or two day trips beyond South Wellfleet.
Is it worth booking a vacation package to South Wellfleet?
South Wellfleet has everything you need for a wonderful escape. Get your South Wellfleet vacation off to a flying start by visiting popular attractions like Lieutenant Island.
How to find the best South Wellfleet package deals?
Begin your search for a South Wellfleet package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal South Wellfleet package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your South Wellfleet escape off to a flying start.
Is it cheaper to book a South Wellfleet vacation as a package?
You can enjoy significant savings on your South Wellfleet retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to South Wellfleet?
If you have your South Wellfleet vacation dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to South Wellfleet?

  1. Pick your travel dates: The things you want to do in South Wellfleet and your favourite season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to South Wellfleet.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to experience in South Wellfleet. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a South Wellfleet vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.