South Wellfleet Vacations 2026 from CA $607

South Wellfleet flight + hotel packages

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

The Masthead Resort

CA $607

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Provincetown (PVC)

Book a stay at this beach hotel in Provincetown. Enjoy free WiFi, a private beach, and daily housekeeping. Popular attractions Pilgrims' First Landing Park and Art House Theater are located nearby.

Crowne Pointe Historic Inn & Spa - Adults Only

CA $668

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Provincetown (PVC)

Book a stay at this spa hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.

The Provincetown Inn

CA $617

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Provincetown (PVC)

Book a stay at this beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pilgrims' First Landing Park and Boys Beach are located nearby.

Brass Key Guesthouse - Adults Only

CA $718

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Provincetown (PVC)

Stay at this guesthouse in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.

Harbor Hotel Provincetown

CA $608

per person

Apr 27 - Apr 30

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Provincetown (PVC)

Book a stay at this beach hotel in Provincetown. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Town Beach and Dune Shacks Trail are located nearby.

Top South Wellfleet hotels deals

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet MA

CA $207

CA $596 total

Mar 16 - Mar 17

includes taxes & fees

Book a stay at this beach vacation home in South Wellfleet. Enjoy free WiFi, a beach locale, and patios. Popular attractions Lieutenant Island and Meadow Avenue Beach are located nearby.

Kitchen

Pet-friendly

Chatham Bars Inn

297 Shore Rd Chatham MA

CA $502

CA $575 total

Mar 8 - Mar 9

includes taxes & fees

Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Chatham Seaside Links and Mayo House are located nearby.

On private beach

Pool

Chatham Wayside Inn

512 Main St Chatham MA

Free cancellation

Reserve now, pay when you stay

Get rates

Book a stay at this golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mayo House and Gallery Antonia are located nearby.

Pool

Breakfast included

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown MA

Get rates

Book a stay at this beach condo in Provincetown. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Provincetown Public Library and Ryder Street Beach are located nearby.

Kitchen

Washer

The Mansion at Ocean Edge

2907 Main Street Brewster MA

CA $242

CA $355 total

Mar 8 - Mar 9

includes taxes & fees

Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.

On private beach

Pool

Edgewater Beach Resort, a VRI resort

95 Chase Avenue Dennis Port MA

Get rates

Book a stay at this beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Pleasant Road Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are located nearby.

Pool

Kitchen

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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

Lieutenant Island

Commune with nature and explore the great outdoors at Lieutenant Island during your travels in South Wellfleet. While you're in the area, stroll along the beaches.

South Lieutenant Island Beach

Why not spend a lazy afternoon at South Lieutenant Island Beach during your trip to South Wellfleet? While you're in the area, stroll along the beaches.

Meadow Avenue Beach

Why not spend a lazy afternoon at Meadow Avenue Beach during your trip to South Wellfleet? While you're in the area, stroll along the beaches.

South Wellfleet Vacations

You've booked your ticket and packed your bags, but what do you know about your next amazing vacation destination? Sit back, relax and let us give you the inside information on South Wellfleet.

South Wellfleet is 7 miles (11 kilometers) from Eastham and 25 miles (40 kilometers) away from Hyannis.

Places to visit in South Wellfleet

When you arrive, take to the streets and strike up a conversation with some locals. If you ask what notable attractions they recommend, we think they'll point you to Nauset Lighthouse.

Want to relieve the stress of your busy life? Savor the fresh air as you head off on an adventure through Cape Cod National Seashore. Want some more ideas? There's nothing more calming than the murmur of water lapping at a shoreline. Roll out a picnic rug, lie back and let the soothing melodies wash over you at Cahoon Hollow Beach. But that's not all there is. Kite flying at the seaside is an activity the whole family can get involved in. If it's a windy day, why not try launching one at Nauset Light Beach?

Where do you fly into for South Wellfleet?

Flying into Logan International Airport (BOS)? Once you hop off the plane, the heart of South Wellfleet is approximately 60 miles (97 kilometers) from here. Wave down a cab and take a deep breath — your vacation has only just begun!

Frequently asked questions

How much are vacation packages to South Wellfleet?

Travelocity offers flight and hotel vacation packages from as low as CA $607. With such great bargains, you'll be exploring all of South Wellfleet before too long.

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

With at least 400 airlines and 1,000,000 properties all over the world, you can't beat Travelocity. Make the most of our impressive range and pick up the best package deal to South Wellfleet. Isn't it great when planning a trip is that easy?

Why should I purchase my South Wellfleet vacation package with Travelocity?

We take the hassle out of travel planning. Whether you're searching for an amazing new place to roam around or want to make sure you get the best deal around, we're here to assist. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

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

Combining your flight, hotel and car into a South Wellfleet vacation package is an easy way to score an incredible deal. Plus, having your own wheels gives you total freedom to find your way to all the landmarks you're itching to see. Located 105 kilometers from South Wellfleet, Fenway Park is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.

Which airport is best for South Wellfleet?

Logan Intl. Airport (BOS) (97 kilometers away from the downtown area), Martha's Vineyard Airport (MVY) (72 kilometers away from central South Wellfleet) and Nantucket Memorial Airport (ACK) (72 kilometers away from central South Wellfleet) are the main hubs in South Wellfleet.

What is there to do in South Wellfleet?

While veering off the tourist trail is rewarding, you really shouldn't miss the popular attractions that make a place famous. Lieutenant Island and South Lieutenant Island Beach are a couple of them in South Wellfleet.

Where should I stay when visiting South Wellfleet?

If you're searching for someplace comfortable to spend your nights, take a look at the Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula!. It's the top pick for many travelers.