South Wellfleet Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in South Wellfleet

Cape Colony Inn
Cape Colony Inn
2.5 out of 5
280 Bradford Street, Provincetown, MA
The price is S$190 per night from 16 Jun to 17 Jun
S$190
16 Jun - 17 Jun
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Super friendly and helpful staff. Nice and quiet property, a longish but lovely walk to the downtown. Nice sized comfortable room and everything worked as it should. We didn't use the pool, but it looked great. We liked the outside water dispenser as well and the simple but convenient continental ..."

Reviewed on 10 Jun, 2025

Cape Colony Inn
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 S$389 per night from 17 Jun to 18 Jun
S$389
17 Jun - 18 Jun
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Check in was great! Room was excellent. Was in and out."

Reviewed on 10 Jun, 2025

The Provincetown Inn
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is S$807 per night from 15 Jun to 16 Jun
S$807
15 Jun - 16 Jun
includes taxes & fees
9/10 Wonderful! (765 reviews)
The best!
"We had an amazing trip! The hotel and staff were the best! And let’s not forget the use of the Lexus! Absolutely wonderful!"

Reviewed on 20 May, 2025

Chatham Bars Inn
See all 4,943 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 holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday 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 holiday packages, organise 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 holiday, 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 neighbourhoods like Pleasant Point and Indian Neck Heights. If you’ve got some time to spare, include a day trip in your South Wellfleet holiday itinerary.
Is it worth booking a holiday package to South Wellfleet?
South Wellfleet offers everything you need for a wonderful escape. Begin your South Wellfleet holiday 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,” “Traveller 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 holiday as a package?
Expedia holiday 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 customised South Wellfleet holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday 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 personalised South Wellfleet holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.