South Wellfleet Vacations

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Find the Best South Wellfleet Vacation Packages

South Wellfleet Hotel Deals

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 ₩263,388 per night from Sep 10 to Sep 11
₩263,388
₩348,949 total
Sep 10 - Sep 11
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Was a really nice place easy to get"

Reviewed on Aug 10, 2025

Harbor Hotel Provincetown
Ambassador Inn & Suites

Ambassador Inn & Suites

3 out of 5
1314 Route 28, South Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is ₩216,950 per night from Aug 19 to Aug 20
₩216,950
₩260,066 total
Aug 19 - Aug 20
includes taxes & fees
8.6/10 Excellent! (527 reviews)
"Property was nice (although safe was not working), we enjoyed the outside pool that was clean and maintained. The staff was helpful and the area was very convenient for eating out and close by to walk, this included even walking distance to a beach by a lake. Enjoyed our time here overall."

Reviewed on Aug 12, 2025

Ambassador Inn & Suites
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
The price is ₩164,660 per night from Sep 1 to Sep 2
₩164,660
₩188,446 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (900 reviews)
"Very clean and quiet!"

Reviewed on Aug 10, 2025

Holiday Hill Inn & Suites
See all 4,909 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.