South Wellfleet Vacation Packages 2026 from $835

South Wellfleet flight + hotel vacation packages

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

Harbor Hotel Provincetown

$835

per person

Oct 22 - Oct 26

found 9 hours ago

Roundtrip flight included

Dallas (DFW) 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

$866

per person

Nov 6 - Nov 13

found 6 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Crowne Pointe Historic Inn & Spa - Adults Only

$1,166

per person

Nov 6 - Nov 13

found 6 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Surfside Hotel and Suites

$968

per person

Nov 6 - Nov 13

found 6 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Snug Cottage

$912

per person

Oct 22 - Oct 26

found 9 hours ago

Roundtrip flight included

Dallas (DFW) to Provincetown (PVC)

An outdoor tennis court, free self parking, and free newspapers are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a communal living room 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

$202 nightly

$231 total

Oct 18 - Oct 19

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

$112 nightly

$128 total

Oct 7 - Oct 8

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.

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

Sep 23 - Sep 24

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

$191 nightly

$218 total

Sep 29 - Sep 30

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

$400 nightly

$457 total

Oct 12 - Oct 13

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

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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 $835. 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?

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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.