South Wellfleet Vacations from $327

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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.
The Provincetown Hotel at Gabriel's

The Provincetown Hotel at Gabriel's

3.5 out of 5
Price was $390, price is now $327 per person
$327
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Provincetown (PVC)
8.6/10 Excellent! (955 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

Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Save 100% on your flight
Price was $521, price is now $396 per person
$396
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Provincetown (PVC)
9.2/10 Wonderful! (802 reviews)
Great convenient charming

Reviewed on Aug 21, 2025

Waterford Inn Provincetown

Waterford Inn Provincetown

3.5 out of 5
Price was $461, price is now $370 per person
$370
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Provincetown (PVC)
9/10 Wonderful! (333 reviews)
Bed comfort was good. Bathroom was nice. Property brick walkways & patios were heavily soiled. Several times the outside sofa & chairs cushions were covered in pet hairs or damp spots. Someone put their cooler packs and left them in the ice maker placed in the ice to freeze which makes the ice unsanitary.

Reviewed on Aug 18, 2025

Ellery Hotel Provincetown

Ellery Hotel Provincetown

4 out of 5
Price was $434, price is now $350 per person
$350
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Provincetown (PVC)
9.4/10 Exceptional! (340 reviews)
Amazing friendly staff. Great location.

Reviewed on Aug 10, 2025

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
Save 100% on your flight
Price was $670, price is now $545 per person
$545
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Provincetown (PVC)
9.6/10 Exceptional! (402 reviews)
Happy Hour was great. Enjoyed meeting other guests.

Reviewed on Aug 22, 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
$124 nightly
The price is $141 total per night from Sep 3 to Sep 4
$141 total
Sep 3 - Sep 4
Total with taxes and fees
8.6/10 Excellent! (549 reviews)
"Great location, rooms are clean, bathrooms are upgraded and relatively new. Very nice indoor pool with perfect water temperature, very comfortable to swim. Sauna and hot tub is a huge plus! Outdoor pool seems nice too. The only thing that I’d highlight that needs improvement is breakfast; food choices ..."

Reviewed on Aug 21, 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
$198 nightly
The price is $226 total per night from Sep 21 to Sep 22
$226 total
Sep 21 - Sep 22
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
"Great room clean and comfortable"

Reviewed on Aug 18, 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 with taxes and fees
7.6/10 Good! (1,004 reviews)
"Comfortable, great location and very nice staff"

Reviewed on Aug 22, 2025

Captains Quarters Motel & Conference Center
See all 4,914 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 $327 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.