South Wellfleet Vacation Packages 2026 from $540

South Wellfleet flight + hotel vacation packages

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

Harbor Hotel Provincetown

Save 100% on your flight

$540

per person

Jun 7 - Jun 13

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Provincetown (PVC)

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and a picnic area are also on offer.

The Provincetown Inn

Save 100% on your flight

$1,203

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Provincetown (PVC)

This hotel features 3 restaurants, 2 bars/lounges, and a poolside bar. There's a seasonal outdoor pool on site, and a garden and a fireplace in the lobby are also provided.

Ellery Hotel Provincetown

Save 100% on your flight

$1,522

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) 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.

Waterford Inn Provincetown

Save 100% on your flight

$1,435

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Provincetown (PVC)

This hotel features a restaurant and 2 bars/lounges. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.

Crowne Pointe Historic Inn & Spa - Adults Only

Save 100% on your flight

$1,527

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Provincetown (PVC)

This Victorian hotel features a full-service spa, 2 hot tubs, and a restaurant. Enjoy the outdoor pool and free perks like cooked-to-order breakfast and free self parking. You'll appreciate the sauna, bar/lounge, and wedding services.

Top South Wellfleet hotels deals

Chatham Bars Inn

297 Shore Rd Chatham MA

$376 nightly

$430 total

Apr 22 - Apr 23

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

Wequassett Resort and Golf Club

2173 Head of the Bay Road, Route 28 Harwich MA

$310 nightly

$355 total

Apr 26 - Apr 27

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

Harbor Hotel Provincetown

698 Commercial St Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

May 4 - May 5

Total with taxes and fees

Pool

Pet friendly

Cape Colony Inn

280 Bradford Street Provincetown MA

$69 nightly

$79 total

Apr 26 - Apr 27

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area and a safe deposit box are also provided.

Pool

Breakfast included

Chatham Wayside Inn

512 Main St Chatham MA

$190 nightly

$218 total

May 5 - May 6

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

The Provincetown Inn

1 Commercial Street Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

Apr 22 - Apr 23

Total with taxes and fees

This hotel features 3 restaurants, 2 bars/lounges, and a poolside bar. There's a seasonal outdoor pool on site, and a garden and a fireplace in the lobby are also provided.

Pool

Restaurant

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.

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.

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.

Frequently asked questions

How much are vacation packages to South Wellfleet?

Travelocity offers flight and hotel vacation packages from as low as $540. 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.