Wellfleet Holidays

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Top Flight + Hotel Deals in Wellfleet

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
10 Sept - 13 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
The bed was very uncomfortable—the mattress was flat, and the springs could be felt throughout the night. Additionally, the window didn’t appear to be double-insulated, as we could hear all the surrounding noise. There was also no mini fridge, which is typically provided in most hotels. On a positive note, transportation was easy to access and made getting around convenient.

Reviewed on 29 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
10 Sept - 13 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on 28 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
10 Sept - 13 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
per person
10 Sept - 13 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9/10 Wonderful! (1,964 reviews)
Great location. Easy access to the City.

Reviewed on 29 Jul 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
10 Sept - 13 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
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Reviewed on 28 Jul 2025

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.

Top hotels in Wellfleet

Wellfleet Motel and Lodge

Wellfleet Motel and Lodge

2.5 out of 5
170 US 6, Wellfleet, MA
The price is €173 per night from 31 Jul to 1 Aug
€173
31 Jul - 1 Aug
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"There is a very nice place. The room was very clean. The WiFi worked well and the furnishings and decide were new while still feeling quaint."

Reviewed on 29 Jul 2025

Wellfleet Motel and Lodge
Endless Coast, A Boutique Hotel

Endless Coast, A Boutique Hotel

2 out of 5
2068 Route 6, Wellfleet, MA
The price is €246 per night from 31 Jul to 1 Aug
€246
31 Jul - 1 Aug
includes taxes & fees
9/10 Wonderful! (184 reviews)
Perfect place to stay for our Wellfleet visit
"We loved the hotel. The room was excellent and everything we needed was there and the design and layout was super practical and intuitive. The bed and pillows were extremely comfortable."

Reviewed on 28 Jul 2025

Endless Coast, A Boutique Hotel
The Even'tide

The Even'tide

2 out of 5
650 State Hwy Rte 6, Wellfleet, MA
The price is €230 per night from 27 Aug to 28 Aug
€230
27 Aug - 28 Aug
includes taxes & fees
9/10 Wonderful! (266 reviews)
"Rooms very clean, place is very quiet and friendly atmosphere."

Reviewed on 13 Jul 2025

The Even'tide
See all 5,505 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.

Popular places to visit

Cahoon Hollow Beach

Cahoon Hollow Beach

Enjoy a relaxing day at the beach and a lively night at the bar at this favorite daytrip destination.

Cahoon Hollow Beach

Beach

Why not spend a care-free afternoon at Beach during your travels in Wellfleet? Discover the area's seafood restaurants or seek out the hiking trails.

Beach

Wellfleet Harbor Actors Theater

You can make plans for a show at Wellfleet Harbor Actors Theater during your trip to Wellfleet. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Wellfleet Harbor Actors Theater

Frequently asked questions

How much does a Wellfleet holiday package cost?
You'll find cheap prices from €546 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.

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