South Wellfleet Vacation Packages 2025/2026 from $556

South Wellfleet flight + hotel vacation packages

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

Mercury Hotel Provincetown

$556

per person

Jan 29 - Feb 1

found 12 hours ago

Roundtrip flight included

St. Louis (STL) to Provincetown (PVC)

A rooftop terrace is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-out are also on offer.

The Provincetown Hotel at Gabriel's

$719

per person

Jan 29 - Feb 1

found 12 hours ago

Roundtrip flight included

St. Louis (STL) to Provincetown (PVC)

Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. A picnic area, express check-in, and express check-out are also on offer.

Ellery Hotel Provincetown

$614

per person

Jan 29 - Feb 1

found 12 hours ago

Roundtrip flight included

St. Louis (STL) to Provincetown (PVC)

This bed & breakfast features a hot tub and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out, luggage storage, and laundry facilities are also on offer.

The Masthead Resort

$666

per person

Jan 29 - Feb 1

found 12 hours ago

Roundtrip flight included

St. Louis (STL) to Provincetown (PVC)

This hotel features a private beach, free WiFi in public areas, and a terrace. A garden, a picnic area, and express check-in are also on offer.

The Revere Guest House

$782

per person

Jan 29 - Feb 1

found 12 hours ago

Roundtrip flight included

St. Louis (STL) to Provincetown (PVC)

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, barbecue grills, and wedding services are also on offer.

Top South Wellfleet hotels deals

Chatham Bars Inn

297 Shore Rd Chatham MA

$273 nightly

$312 total

Nov 19 - Nov 20

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

Chatham Wayside Inn

512 Main St Chatham MA

$214 nightly

$245 total

Nov 16 - Nov 17

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

Surfside Hotel and Suites

543 Commercial Street, Provincetown, MA

Get rates

A private beach and an outdoor pool are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A bar/lounge, a terrace, and a garden are also provided.

On private beach

Pool

Wequassett Resort and Golf Club

2173 Head of the Bay Road, Route 28 Harwich MA

$615 nightly

$704 total

Nov 27 - Nov 28

Total with taxes and fees

A private beach, 6 restaurants, and 4 outdoor tennis courts are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's fun for all ages with a children's club and a playground, and babysitting is an added bonus.

On private beach

Pool

Four Points by Sheraton Eastham Cape Cod

3800 State Hwy, Eastham, MA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$135 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Parking included

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Get rates

This condo features laundry facilities.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in South Wellfleet

View all properties

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.

Marconi Station

You can learn about the history of South Wellfleet when you stop by Marconi Station. Stroll along the beautiful beaches in this family-friendly area, or check out its seafood restaurants.

Frequently asked questions

How much are vacation packages to South Wellfleet?

Travelocity offers flight and hotel vacation packages from as low as $556. 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 65 mi 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) (60 mi away from the downtown area), Martha's Vineyard Airport (MVY) (45 mi away from central South Wellfleet) and Nantucket Memorial Airport (ACK) (45 mi 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.