South Wellfleet Vacation Packages 2026 from $296

South Wellfleet flight + hotel vacation packages

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

Brass Key Guesthouse - Adults Only

$296

per person

Apr 28 - Apr 30

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Provincetown (PVC)

A bar/lounge and a 24-hour front desk are featured at this guesthouse, along with free self parking. Relax with a drink at the poolside bar and enjoy perks like free buffet breakfast and a free beach shuttle. Free WiFi in public areas, a terrace, and a garden are also on offer.

Harbor Hotel Provincetown

$735

per person

May 14 - May 19

found 19 hours ago

Roundtrip non-stop flight included

Wichita (ICT) 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

$821

per person

May 14 - May 19

found 19 hours ago

Roundtrip non-stop flight included

Wichita (ICT) 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.

Waterford Inn Provincetown

$876

per person

May 14 - May 19

found 19 hours ago

Roundtrip non-stop flight included

Wichita (ICT) 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

$915

per person

May 14 - May 19

found 19 hours ago

Roundtrip non-stop flight included

Wichita (ICT) 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

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

Wellfleet MA

$391 nightly

$448 total

Feb 22 - Feb 23

Total with taxes and fees

This vacation home features barbecue grills.

Kitchen

Pet friendly

Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Feb 25 - Feb 26

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

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$169 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

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown MA

Get rates

This condo features laundry facilities.

Kitchen

Washer

Edgewater Beach Resort, a VRI resort

95 Chase Avenue Dennis Port MA

Get rates

A private beach and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. There's a gym on site, and laundry facilities and concierge services are also offered.

Pool

Kitchen

Ambassador Inn & Suites

1314 Route 28 South Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Mar 8 - Mar 9

Total with taxes and fees

This hotel features an indoor pool and a seasonal outdoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Enjoy the sauna and conveniences like a 24-hour front desk and barbecue grills.

Pool

Hot Tub

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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.

Marconi Station

You can learn about the history of South Wellfleet when you stop by Marconi Station. Stroll along the seaside 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 $296. 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.