South Wellfleet Vacations from $507

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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.

The Latest South Wellfleet vacation packages

Price found within the past 48 hours. Click for updated prices.
Waterford Inn Provincetown

Waterford Inn Provincetown

3.5 out of 5
per person
Oct 4 - Oct 6
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Provincetown (PVC)
9/10 Wonderful! (333 reviews)
Fabulous location for exploring P-town and for walking everywhere. Rooms were comfortable and clean and bright and beautiful and exactly as advertised. The restaurant adjacent to the inn is excellent. Note - property might be challenging for people with mobility issues. There is overnight parking across the street for $40.

Reviewed on Aug 16, 2025

Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Provincetown (PVC)
9.2/10 Wonderful! (797 reviews)
Loved this property - fantastic stay!

Reviewed on Aug 13, 2025

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Provincetown (PVC)
9.6/10 Exceptional! (402 reviews)
The Brass Key is always a delightful stay.

Reviewed on Aug 9, 2025

Ellery Hotel Provincetown

Ellery Hotel Provincetown

4 out of 5
per person
Oct 4 - Oct 6
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Provincetown (PVC)
9.4/10 Exceptional! (340 reviews)
Amazing friendly staff. Great location.

Reviewed on Aug 10, 2025

The Provincetown Hotel at Gabriel's

The Provincetown Hotel at Gabriel's

3.5 out of 5
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Provincetown (PVC)
8.6/10 Excellent! (952 reviews)
We stayed in the Ariel room. The room is spacious, beautiful and comfortable. The private terrace is a bonus.

Reviewed on Jul 2, 2025

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Discover the most popular places to visit in South Wellfleet

Marconi Station

You can learn about the history of South Wellfleet when you stop by Marconi Station. Stroll along the seaside in this family-friendly area, or check out its seafood restaurants.

Marconi Station

Blue Heron Gallery

You can spend an afternoon browsing the exhibits at Blue Heron Gallery in South Wellfleet. Stroll along the seaside in this family-friendly area, or seek out the hiking trails.

Blue Heron Gallery

South Wellfleet Hotel Deals

Ambassador Inn & Suites

Ambassador Inn & Suites

3 out of 5
1314 Route 28, South Yarmouth, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Sep 1 to Sep 2
$146 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (533 reviews)
"Clean, handy location, affordable, breakfast, realativily quiet. We would stay here again."

Reviewed on Aug 15, 2025

Ambassador Inn & Suites
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St, Provincetown, MA
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $252 total per night from Sep 10 to Sep 11
$252 total
Sep 10 - Sep 11
Total includes taxes and fees
7.8/10 Good! (1,005 reviews)
"Sean was amazing."

Reviewed on Aug 16, 2025

Harbor Hotel Provincetown
Captains Quarters Motel & Conference Center

Captains Quarters Motel & Conference Center

2 out of 5
5000 State Highway/Route 6, Eastham, MA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $101 total per night from Sep 3 to Sep 4
$101 total
Sep 3 - Sep 4
Total includes taxes and fees
7.6/10 Good! (1,005 reviews)
"I used to stay an extra night. It wasn’t a problem."

Reviewed on Aug 15, 2025

Captains Quarters Motel & Conference Center
See all 4,931 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.

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Frequently asked questions

How much does a South Wellfleet vacation package cost?
You can pick up a vacation package to this destination from $507 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?
If you're hoping to book a cheap South Wellfleet vacation package, consider planning a trip in November, December and January. You'll usually find lower rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for South Wellfleet?
South Wellfleet vacations can be short or long, but to get a true feel for this place, we'd say 2 days is about right. This will mean you can visit headline attractions like Meadow Avenue Beach and Blue Heron Gallery and seek out some hidden gems. Don't miss out on neighborhoods such as Indian Neck Heights and Pleasant Point either. If you're clever with your time, you can even allow for a day trip from South Wellfleet too.
Is it worth booking a vacation package to South Wellfleet?
It's easy to see why a South Wellfleet vacation is on the must-do list of many travelers. Well-known attractions like Lieutenant Island are just the start of things to keep you busy here.
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.
Does Expedia offer Book Now, Pay Later South Wellfleet vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your South Wellfleet break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.