South Wellfleet Vacation Packages 2026 from $759

South Wellfleet flight + hotel vacation packages

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

Enzo

$759

per person

Nov 19 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Provincetown (PVC)

A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. Wedding services are provided for your convenience.

Harbor Hotel Provincetown

Save 100% on your flight

$17,280

per person

Nov 19 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) 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.

Brass Key Guesthouse - Adults Only

Save 100% on your flight

$17,646

per person

Nov 19 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) 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.

Crowne Pointe Historic Inn & Spa - Adults Only

$803

per person

Nov 19 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) 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.

The Provincetown Hotel at Gabriel's

$768

per person

Nov 19 - Nov 23

found 8 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Provincetown (PVC)

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

Top South Wellfleet hotels deals

Harbor Hotel Provincetown

698 Commercial St Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$222 total

Oct 12 - Oct 13

Total with taxes and fees

Pool

Pet friendly

The Villages at Ocean Edge

One Villages Drive Brewster MA

$172 nightly

$197 total

Oct 19 - Oct 20

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA

$104 nightly

$119 total

Sep 27 - Sep 28

Total with taxes and fees

A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$100 total

Oct 4 - Oct 5

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with mini golf and an arcade/game room, and supervised childcare is an added bonus. There's a seasonal outdoor pool on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Parking included

The Provincetown Inn

1 Commercial Street Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$214 total

Oct 11 - Oct 12

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

Chatham Bars Inn

297 Shore Rd Chatham MA

$417 nightly

$477 total

Oct 25 - Oct 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

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.

Stay near popular South Wellfleet attractions

Lieutenant Island

7.6/10 (4 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to South Wellfleet?

Travelocity offers flight and hotel vacation packages from as low as $759. 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.