Wellfleet Holidays

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Wellfleet Holiday

Wellfleet Beach Holiday

A Wellfleet holiday makes it a breeze to relax and unwind. Whether you like the thought of sitting by the water's edge or meandering along the shoreline collecting seashells, a trip to Wellfleet will put a spring in your step. If you want to be close to the city centre, stay around Marconi Beach. This well-known stretch of coast is only 8 kilometres away. We also have Wellfleet holiday packages within easy reach of Newcomb Hollow Beach and Indian Neck Beach, two other tempting options.

Things You Should Know About Wellfleet

  • If ocean breezes and walks along the shoreline are your idea of a dreamy escape, why not pick one of our Wellfleet beach hotels? Staying near the water is the perfect cure for life's daily stresses.
  • Have a look at The Even'tide and Copper Swan. These quality private holiday homes might just be ideal for your holiday in Wellfleet.
  • There are lots of activities that keep the 2 800 or so residents of Wellfleet busy. A quick browse of our Wellfleet things to do page will let you in on what this place has to offer.
  • After you've made some great savings by booking a Wellfleet holiday package, you can indulge in some unforgettable travel experiences. Marconi Beach, Marconi Beach and Wellfleet Preservation Hall are three attractions that should be on your itinerary.

Our pick of the best Wellfleet Hotel Deals

Wilder Inn South Wellfleet, Outset Collection by Hilton

Wilder Inn South Wellfleet, Outset Collection by Hilton

170 US-6 South Wellfleet MA
Fully refundableReserve now, pay when you stay
NZ$232
8 Nov - 9 Nov
includes taxes & fees
9.4/10 Exceptional! (9 reviews)
"The newly renovated rooms were bright and comfortable. We didn’t have a chance to try the indoor pool, but it looked nice! The only complaint I have is that our reservation states free breakfast but the management said that was an error. They compromised by paying a portion of our breakfast. I think ..."

Reviewed on 2 Oct 2026

Wilder Inn South Wellfleet, Outset Collection by Hilton
Chatham Bars Inn

Chatham Bars Inn

297 Shore Rd Chatham MA
NZ$788
12 Nov - 13 Nov
includes taxes & fees
9.2/10 Wonderful! (870 reviews)
"Chatham Bars Inn is undoubtedly in a prime location and has all of the ingredients to be a great hotel. However, we stayed recently in the main building and the room (whilst ok) was very average, it looked tired and in need of a refurbishment - the bed in particular was disappointing and very uncomfortable ..."

Reviewed on 8 Oct 2026

Chatham Bars Inn
Harbor Hotel Provincetown

Harbor Hotel Provincetown

698 Commercial St Provincetown MA
Fully refundableReserve now, pay when you stay
NZ$370
9 Nov - 10 Nov
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Always a wonderful stay!"

Reviewed on 11 Oct 2026

Harbor Hotel Provincetown
See all 5,410 properties in 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.

Stay near popular Wellfleet attractions

A wooden boardwalk leading to a sandy beach with waves in the background.
Photo by Ken VanTassell

Marconi Beach

9.6/10 (68 reviews)
Dramatic 40-foot sand cliffs frame this pristine Atlantic shoreline, creating a striking natural amphitheatre. Enjoy swimming and surfing in summer when lifeguards patrol the crystalline waters.
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A sandy beach with a wooden fence, a lifeguard sign, and a wheelchair accessibility sign.

Cahoon Hollow Beach

9.6/10 (50 reviews)
Dramatic 75-foot sand dunes frame this Atlantic beach, creating a stunning natural amphitheatre for surfers and sunbathers. Enjoy live music at the iconic Beachcomber restaurant after navigating the adventurous descent.
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A building with a green arched entrance, a set of stairs, and two small windows with a moon visible through one.

Wellfleet Preservation Hall

8.0/10 (3 reviews)
This restored 1912 church now serves as Wellfleet's vibrant cultural hub, hosting art exhibitions and performances. Attend concerts beneath pressed-tin ceilings and stained glass windows for a unique Cape Cod experience.
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A wooden post with barbed wire in a grassy field with a clear sky.
Photo by Caminante

Newcomb Hollow Beach

8.0/10 (2 reviews)
Dramatic dunes frame this pristine Atlantic beach known for soft white sands and clear waters. Enjoy swimming and surfing, or watch for seals along the shore while savouring treats from the seasonal food lorry.
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Mayo Beach

9.0/10 (18 reviews)
Mayo Beach offers tranquil waters and family-friendly shores perfect for swimming and wading. Arrive at high tide for the best swimming conditions while enjoying picturesque views of Wellfleet Harbor's boats.
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Gull Pond

This glacial kettle pond offers pristine freshwater swimming surrounded by pine-oak woodlands. Kayakers can explore its clear waters and connect to Higgins Pond through a narrow, hidden channel.
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Great Pond Beach

Why not spend a lazy afternoon at Great Pond Beach during your trip to Wellfleet? Amble around the area's beaches or seek out its hiking trails.
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Long Pond Beach

Long Pond Beach offers crystal-clear freshwater swimming with a floating dock for playful dives. Enjoy the peaceful sandy shore and grassy picnic area where local wildlife like turtles often make appearances.
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What to do in Wellfleet

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

NZ$87
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

NZ$44
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Self Guided Driving Audio Tour Cape Cod

Self Guided Driving Audio Tour Cape Cod

NZ$30
per traveller
Self Guided Driving Audio Tour Cape Cod
See all activities in Wellfleet

Frequently asked questions

How much does a Wellfleet holiday package cost?
You'll find cheap prices on Expedia for your Wellfleet getaway. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Wellfleet costs.
What are the cheapest months to go to Wellfleet?
The off-season is the best time to visit Wellfleet if you're hoping to keep costs down. Another tip for scoring cheap Wellfleet holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Wellfleet?
Wellfleet holidays come in many shapes and sizes, but to get a true feel for this place, we reckon 3 days is about right. This will mean you can visit major attractions like Newcomb Hollow Beach and Whitecrest Beach and track down some lesser-known spots. Don't forget to explore cool neighbourhoods such as Indian Neck Heights and Pleasant Point either. If you plan wisely, you can even allow for a day trip outside of Wellfleet too.
Is it worth booking a holiday package to Wellfleet?
Wellfleet is a good holiday destination with attractions like Wellfleet Harbour Actors Theatre among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Wellfleet holiday promises fun for everyone.
How to find the best Wellfleet package deals?
Begin your search for a Wellfleet package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Wellfleet package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wellfleet getaway off to a flying start.
Is it cheaper to book a Wellfleet holiday as a package?
You can enjoy significant savings on your next Wellfleet escape by booking a tailored holiday package. Check the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Wellfleet?
If you're planning an impromptu Wellfleet holiday, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Wellfleet?
  1. Pick your dates: The things you want to do in Wellfleet and your preferred season can help you decide when to travel.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to Wellfleet. Then, select a property that works with your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Wellfleet, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Wellfleet holiday package that brings all your bookings together.

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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.