South Wellfleet Vacations

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Find the Best South Wellfleet Vacation Packages

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 ₩430,558 per night from Aug 12 to Aug 13
₩430,558
₩540,563 total
Aug 12 - Aug 13
includes taxes & fees
8/10 Very Good! (1,020 reviews)
Relaxing
"The property is in ownership transition, so various maintenance n updating goings on. We hope this continues as we enjoy our trips to Ptown"

Reviewed on Jul 16, 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 ₩374,686 per night from Jul 24 to Jul 25
₩374,686
₩476,601 total
Jul 24 - Jul 25
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"We have been staying there over the years several times with previous owners. Bravo to the team and did this transformation the motel is wonderful."

Reviewed on Jul 17, 2025

Harbor Hotel Provincetown
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
Fully refundableReserve now, pay when you stay
The price is ₩221,263 per night from Jul 21 to Jul 22
₩221,263
₩253,234 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very Good! (866 reviews)
Good reasonable hotel
"Clean room, amenities near by and friendly staff"

Reviewed on Jul 14, 2025

Holiday Hill Inn & Suites
See all 4,958 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.

Frequently asked questions

How much does a South Wellfleet vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to South Wellfleet costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to South Wellfleet?
To score cheap South Wellfleet vacation packages, organize your getaway outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for South Wellfleet?
To fully enjoy your South Wellfleet vacation, we suggest booking for 12 days. Divide your time between visiting Meadow Avenue Beach, Blue Heron Gallery and other key sights, in addition to experiencing neighborhoods like Pleasant Point and Indian Neck Heights. If you've got some time to spare, include a day trip in your South Wellfleet vacation itinerary.
Is it worth booking a vacation package to South Wellfleet?
South Wellfleet offers everything you need for a wonderful escape. Begin your South Wellfleet vacation on a high note by checking out popular attractions like Lieutenant Island.
How to find the best South Wellfleet package deals?
Bagging a cheap South Wellfleet package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly South Wellfleet package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a South Wellfleet vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customized South Wellfleet vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to South Wellfleet?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment South Wellfleet trip.
How to plan a trip to South Wellfleet?

  1. Choose when to go: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to vacation in South Wellfleet.
  2. Set a budget: Factor in costs such as food, flights and transportation when calculating how much to save for your trip to South Wellfleet. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a swankier retreat.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to experience in South Wellfleet. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized South Wellfleet vacation package.

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