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Top South Wellfleet hotels deals

New for 2019 - the perfect family getaway

New for 2019 - the perfect family getaway

Wellfleet MA
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Laundry facilities, concierge services, and barbecue grills are available at this cottage.
Kitchen
Washer
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$483 nightly
The price is $553 total per night
$553 total
Jan 1 - Jan 2, 2026
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
Modern Beachfront Condo, Gorgeous Views and Centrally Located

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown MA
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This condo features laundry facilities.
Kitchen
Washer
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
$227 nightly
The price is $260 total per night
$260 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.
On private beach
Pool
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $183 total per night
$183 total
Jan 14 - Jan 15, 2026
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 Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave Dennis Port MA
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This hotel's private beach, 2 outdoor pools, and 2 hot tubs are some of the highlights. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the indoor pool and perks like free self parking and free WiFi.
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.

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.

Lieutenant Island

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.

South Lieutenant Island Beach

Meadow Avenue Beach

Why not spend a lazy afternoon at Meadow Avenue Beach during your trip to South Wellfleet? While you're in the area, stroll along the beaches.

Meadow Avenue Beach

Frequently asked questions

How much are vacation packages to South Wellfleet?
Travelocity offers flight and hotel vacation packages from as low as . 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.

Photos of local treasures

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South Wellfleet showing shopping
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Photo by Ken VanTassell
Photo by Ken VanTassell
Photo by Easy Pizzi
Photo by Easy Pizzi