South Wellfleet Vacation Packages 2026 from $495

South Wellfleet flight + hotel vacation packages

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

Dune Crest Hotel

$495

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Washington (DCA) to Provincetown (PVC)

This hotel features an outdoor tennis court and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden is also provided.

Surfside Hotel and Suites

Save 100% on your flight

$587

per person

Sep 17 - Sep 20

found 22 hours ago

Roundtrip flight included

Washington (IAD) to Provincetown (PVC)

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.

The Provincetown Inn

Save 100% on your flight

$594

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Washington (DCA) 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.

Harbor Hotel Provincetown

$660

per person

Sep 17 - Sep 20

found 22 hours ago

Roundtrip flight included

Washington (IAD) 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

$864

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Washington (DCA) 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.

Top South Wellfleet hotels deals

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA

$171 nightly

$196 total

Sep 13 - Sep 14

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

Harbor Hotel Provincetown

698 Commercial St Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$274 total

Sep 7 - Sep 8

Total with taxes and fees

Pool

Pet friendly

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$135 total

Sep 3 - Sep 4

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

$202 nightly

$231 total

Sep 7 - Sep 8

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

All Seasons Resort, Trademark Collection by Wyndham

1199 Route 28 South Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$177 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Surfside Hotel and Suites

543 Commercial Street Provincetown MA

Free Cancellation

Reserve now, pay when you stay

$237 nightly

$271 total

Sep 13 - Sep 14

Total with taxes and fees

On private beach

Pool

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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.

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 $495. 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.