South Wellfleet Vacations from $463

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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.
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3 out of 5
Price was $554, price is now $463 per person
$463
per person
Mar 13 - Mar 18
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Provincetown (PVC)
9/10 Wonderful! (466 reviews)
Seamless check in process

Reviewed on Jan 4, 2026

Ellery Hotel Provincetown

Ellery Hotel Provincetown

4 out of 5
Price was $703, price is now $593 per person
$593
per person
Mar 13 - Mar 18
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Provincetown (PVC)
9.4/10 Exceptional! (381 reviews)
The hotel is beautifully decorated and spotlessly clean. The staff we encountered could not have been nicer and more helpful to us.

Reviewed on Dec 13, 2025

The Masthead Resort

The Masthead Resort

2.5 out of 5
Price was $719, price is now $613 per person
$613
per person
Mar 13 - Mar 18
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Provincetown (PVC)
8.2/10 Very Good! (492 reviews)
Room was bit dated but location is great.

Reviewed on Nov 29, 2025

Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Price was $626, price is now $537 per person
$537
per person
Feb 13 - Feb 15
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Provincetown (PVC)
9.2/10 Wonderful! (833 reviews)
We had a great room (king superior) that was spacious, clean and quiet. The bed was comfortable and the staff and management were incredibly friendly and welcoming. Would definitely stay here again!

Reviewed on Jan 2, 2026

The Provincetown Hotel at Gabriel's

The Provincetown Hotel at Gabriel's

3.5 out of 5
Price was $545, price is now $484 per person
$484
per person
Feb 13 - Feb 15
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Provincetown (PVC)
8.6/10 Excellent! (964 reviews)
This was one of the nicest rooms I've had the pleasure to stay in in ptown. From the highly resounding staff to the well appointed room i have zero complaints. We live to come to town off season, and will very likely be back here

Reviewed on Dec 28, 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

South Wellfleet Hotel Deals

New for 2019 - the perfect family getaway

New for 2019 - the perfect family getaway

Wellfleet MA
9.4/10 Exceptional! (13 reviews)
We had a lovely relaxing 5 days. Next time will be at least 7 days

Reviewed on Jul 14, 2025

Get rates
New for 2019 - the perfect family getaway
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet MA
$398 nightly
The price is $456 total per night from Jan 11 to Jan 12
$456 total
Jan 11 - Jan 12
Total with taxes and fees
9.8/10 Exceptional! (74 reviews)
The host Drew was super responsive and the cabin’s amenities were solid. For a remote setting, the wireless single was strong and we were easily able to stream music and movies without issue. The real standout, however was the location of the cabin and its amazing views.

Reviewed on Jan 2, 2026

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$364 nightly
The price is $417 total per night from Jan 14 to Jan 15
$417 total
Jan 14 - Jan 15
Total with taxes and fees
9/10 Wonderful! (802 reviews)
Room was very clean but a little dated also there is very little space to put your clothes away…no dressers

Reviewed on Jan 3, 2026

Chatham Bars Inn
See all 4,709 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.

Find the Best South Wellfleet Vacation Packages

South Wellfleet Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Barnstable Municipal Airport (HYA)
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Cape Cod National Seashore, Nauset Beach and Cape Cod Beaches

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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 $463 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.

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