Wellfleet Vacations from $676
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Your Wellfleet Vacation
Put together a custom vacation package to Wellfleet and start looking forward to your next great escape. Consider basing yourself in the neighborhood of Indian Neck Heights, which is great for views and nature, for a true taste of this exciting city. Make your trip to Wellfleet even more enjoyable by including some sightseeing. Cape Cod National Seashore, Cape Cod Beaches and Marconi Beach are some of the popular attractions worth exploring. Check out Expedia's wide range of travel options and begin planning your dream vacation to Wellfleet today.
The Latest Wellfleet vacation packages
Price found within the past 48 hours. Click for updated prices.
Inn on Boltwood
$676
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (875 reviews)
We had an a very nice stay. Lovely accommodations The staff is top notch. They were always polite, professional and helpful. The grounds are well manicured and lovely. The inn is conveniently located and within walking distance to downtown. We would return.
Reviewed on Oct 10, 2026
Boston Harbor Hotel
North End
$1,173
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This hotel is one of, if not the, nicest hotels I have ever stayed at around the world. The level of service is second to none, and hotel itself, physically, is incredibly elegant. Being situated on Boston Harbor puts this hotel over the top and into a class of its own.
Reviewed on Oct 16, 2026
Raffles Boston
Back Bay
$1,129
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.
Reviewed on Oct 14, 2026
Stay near popular Wellfleet attractions
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 amphitheater. Enjoy swimming and surfing in summer when lifeguards patrol the crystalline waters.
Cahoon Hollow Beach
9.6/10 (50 reviews)
Dramatic 75-foot sand dunes frame this Atlantic beach, creating a stunning natural amphitheater for surfers and sunbathers. Enjoy live music at the iconic Beachcomber restaurant after navigating the adventurous descent.
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.
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 savoring treats from the seasonal food truck.
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.
Wellfleet Harbor Actors Theater
8.4/10 (6 reviews)
Wellfleet Harbor Actors Theater presents professional productions in an intimate Cape Cod setting. Enjoy contemporary plays and regional premieres at this cultural cornerstone known for engaging, up-close performances.
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.
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.
What to do in Wellfleet
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
$50
per adult
Cape Cod Self-Guided Driving Audio Tour
$17
per traveler
100% of travellers recommend
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
Wellfleet Hotel Deals
Wilder Inn South Wellfleet, Outset Collection by Hilton
170 US-6 South Wellfleet MA
Fully refundableReserve now, pay when you stay
$106 nightly
$121 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (10 reviews)
"This is a quaint motel. I don't know what you get charged, but it isn't cheap but clean and nice beds."
Reviewed on Oct 12, 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
$387 nightly
$443 total
Nov 12 - Nov 13
Total with taxes and fees
9.2/10 Wonderful! (871 reviews)
"We liked everything. The service was amazing and the resort is beautiful."
Reviewed on Oct 13, 2026
Harbor Hotel Provincetown
698 Commercial St Provincetown MA
Fully refundableReserve now, pay when you stay
$182 nightly
$208 total
Nov 1 - Nov 2
Total with taxes and fees
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 Wellfleet Vacation Packages
Wellfleet Beach Vacation
A Wellfleet vacation 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 center, stay around Marconi Beach. This well-known stretch of coast is only 5 miles away. We also have Wellfleet vacation 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 vacation homes might just be ideal for your vacation 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 vacation 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.
Wellfleet Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Barnstable Municipal Airport (HYA) |
Population | 2,800 |
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 Wellfleet vacation package cost?
You'll find cheap prices from $676 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 vacation to Wellfleet costs.
What are the cheapest months to go to Wellfleet?
November, December and January are great times to look for cheap Wellfleet vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Wellfleet?
With about 3 days, you'll have plenty of time to enjoy popular neighborhoods such as Indian Neck Heights and Pleasant Point during your Wellfleet vacation. Remember to also add Wellfleet Harbor Actors Theater and Mayo Beach to your sightseeing list. In the mood for more adventures? Consider venturing outside of Wellfleet on tours and day trips.
Is it worth booking a vacation package to Wellfleet?
Wellfleet has everything you need for an amazing trip. Get your Wellfleet vacation off to a flying start by checking out top attractions like Cahoon Hollow Beach.
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 vacation as a package?
You can enjoy significant savings on your next Wellfleet escape by booking a tailored vacation 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 vacation package to Wellfleet?
If you're planning an impromptu Wellfleet vacation, 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.
Does Expedia offer Book Now, Pay Later Wellfleet vacation packages?
Your Wellfleet trip should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
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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.
