Wellfleet Vacation Packages 2026 from $593

Wellfleet flight + hotel vacation packages

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

enVision Hotel Boston Everett

$593

per person

Apr 24 - Apr 27

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A gym is featured at this hotel, along with self parking. WiFi in public areas is free. Traveling for business? Take advantage of the business center, express check-in, and conference center.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$1,037

per person

May 2 - May 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Boston Harbor Hotel

North End

$1,182

per person

Apr 23 - Apr 25

found 9 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Raffles Boston

Back Bay

Save 100% on your flight

$1,757

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Global Luxury Suites Downtown Boston

Chinatown

$749

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. Business travelers can take advantage of the 24-hour business center. Multilingual staff can provide around-the-clock assistance and concierge services are on offer.

Top Wellfleet hotels deals

Waterfront Cottage - fantastic unobstructed views!!

Wellfleet MA

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Waterfront Cottage Steps to Private Beach! (2052)

Wellfleet Massachusetts

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This cottage includes a garden and barbecue grills.

Kitchen

Air conditioning

Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Feb 11 - Feb 12

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.

On private beach

Pool

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$141 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$126 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

Chatham Wayside Inn

512 Main St Chatham MA

Free Cancellation

Reserve now, pay when you stay

$172 nightly

$197 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Pool

Breakfast included

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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

Marconi Beach

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

Cahoon Hollow Beach

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

Beach

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

Frequently asked questions

How much are vacation packages to Wellfleet?

With a Travelocity vacation package, you could paint the town red in Wellfleet for as little as $593. Activities, flights and hotels — we have it all. You'll save a bunch just by combining your bookings together. With all of that taken care of before you set off, you don't have to worry about a thing.

How long should my Wellfleet vacation be?

Many visitors pack their bags and vacation in Wellfleet for about 3 nights. That gives you some guidance, but it's not a rule of thumb. Whether you only stay a couple of nights to see the top attractions or linger a while to uncover hidden treasures, an unforgettable adventure awaits.

Where can I get the best vacation package deals for Wellfleet?

Picking up a great package deal to Wellfleet is a breeze with Travelocity. With around 400 airlines and 1,000,000 properties worldwide, you'll have loads of choice when it comes to selecting your hotels and flights.

Why should I purchase my Wellfleet vacation package via Travelocity?

Nothing tops the peace of mind knowing you've just picked up the best deal available — that's our Price Match Guarantee. Add to that our impressive range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.

Can I save money on my Wellfleet car rental if I bundle it with a hotel or flight?

Bundling your hotel, flight and car into a Wellfleet vacation package is an easy way to land the best prices. Plus, having your own set of wheels gives you the freedom to make your way to all those big-name sights you'd like to check out. Located 60 mi from Wellfleet, Fenway Park is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.

Which airport is best for Wellfleet?

Logan Intl. Airport (BOS) is a major hub. You'll find it roughly 60 mi northwest of Wellfleet. Your other options are Martha's Vineyard Airport (MVY) (50 mi away from central Wellfleet) and Nantucket Memorial Airport (ACK) (45 mi away from central Wellfleet).

What is there to do in Wellfleet?

While venturing off the beaten track is rewarding, you really shouldn't miss the well-known sights that make a place famous. Marconi Beach and Wellfleet Harbor Actors Theater are just two of them in Wellfleet.

Where should I stay when visiting Wellfleet?

If you're after a place to base yourself, take a look at the Wellfleet Motel and Lodge. It's the top choice for many visitors.