Attractions & Activities | Hidden Hollow Wellfleet Cottage Rental Cape Cod

Visitors return year after year for Wellfleet’s famous oysters and fresh seafood, breathtaking beaches, and access to fun outdoor activities.

For the most up-to-date information, visit the Wellfleet Chamber of Commerce Website.

Water Activities in Wellfleet

Wellfleet, MA, offers a diverse range of beach experiences, from the expansive ocean beaches to the serene bay side beaches and tranquil freshwater ponds. The ocean beaches, such as Cahoon Hollow and Marconi Beach, are known for their dramatic dunes and powerful waves, perfect for surfing and sunbathing. On the bay side, beaches like Mayo Beach and Indian Neck Beach offer calmer waters and stunning sunsets, ideal for families and leisurely swims. Additionally, Wellfleet’s kettle ponds, such as Gull Pond and Long Pond, provide a peaceful setting for swimming, kayaking, and paddleboarding amidst lush, wooded surroundings. These varied aquatic environments make Wellfleet a unique and beloved destination on Cape Cod.

Ocean Beaches

Marconi Beach

LeCount Hollow

Cahoon Hollow

Whitecrest Beach

Newcomb Hollow

Bay Beaches

Duck Harbor

Indian Neck

Mayo Beach

Powers Landing

Ponds

Long Pond

Gull Pond

Great Pond

Beach stickers are required at all town beaches and ponds between the third Saturday in June and Labor Day.

Get more information on Wellfleet Beaches

Dining in Wellfleet

Here’s a list of some of the amenities you’ll enjoy while staying at Lost Oak Cottage:

Wellfleet, MA, boasts a vibrant culinary scene that caters to a variety of tastes and preferences. The town is home to acclaimed restaurants like Mac’s Shack, known for its fresh seafood and creative sushi dishes, and PB Boulangerie Bistro, a French-inspired bakery and bistro that delights with artisanal pastries and gourmet meals. For a casual dining experience, Winslow’s Tavern offers a charming setting with locally-sourced fare, while The Wicked Oyster provides a cozy atmosphere and a diverse menu ranging from hearty breakfasts to elegant dinners. Whether you’re craving fresh seafood, international cuisine, or local specialties, Wellfleet’s dining options promise to satisfy every palate.

South Wellfleet

PB Boulangerie Bistro
2 minute walk from Hidden Hollow)

The Blue Willow Fine Foods and Bakery
2 minute walk from Hidden Hollow

The Beachcomber
5 minute drive from Hidden Hollow

Van Rensselaer’s

Catch of the Day

Lobster & Chowder House

Hog Island Surf Lodge & Beer Yard

Bob’s Sub & Cone

CShore Kitchen & Bar

The Block & Tackle BBQ

Laura & Tony’s Kitchen

In Town

Flying Fish Café

Ceraldi
#1 Restaurant on Cape Cod

Ready to Book your Outer Cape Vacation?

Discover the charm and comfort of Hidden Hollow in Wellfleet, MA. Enjoy beautifully renovated historic cottages with modern amenities, surrounded by Cape Cod’s stunning natural beauty. Reserve your stay today and create unforgettable memories!

Biking & Hiking

Wellfleet, MA, offers exceptional biking and hiking opportunities that highlight the natural beauty of Cape Cod. The Cape Cod Rail Trail runs through Wellfleet, providing a scenic, 25-mile route ideal for biking, running, and walking, with easy access to beaches, ponds, and quaint village areas. For hiking enthusiasts, the Great Island Trail offers a challenging and picturesque trek through the Cape Cod National Seashore, featuring diverse landscapes including sandy dunes, wooded areas, and stunning views of Cape Cod Bay. Additionally, the Atlantic White Cedar Swamp Trail offers a unique experience through a rare and serene cedar swamp, perfect for nature lovers and bird watchers. Whether you prefer biking or hiking, Wellfleet’s trails promise an unforgettable outdoor adventure.

Biking & Rentals

Little Capistrano Bike Shop
2 minute walk from Hidden Hollow

Idle Times Bike Shop

Cape Cod Rail Trail

Nauset Trail

Head of the Meadow Trail in Truro

Cape Cod Provincelands Trail

Nauset Marsh Trail

Nickerson State Park

Hiking

The Audubon Sanctuary is located in South Wellfleet and has 5 miles of trails through meadows and woods, onto bay beaches and past fresh water ponds. Trail lengths vary and maps are available at the entrance to the sanctuary in the Visitor Center.

Town of Wellfleet – Box Turtle Conservation Area Trail Map: Box Turtle Woods and Bayberry Hill – Box Turtle Woods is a 6.44-acre Wellfleet Conservation Trust land, surrounded by 43 acres of inter tidal marsh.

Town of Wellfleet – Fox Island Conservation Area Trail Map: Fox Island Marsh – 29.7 acres of Wellfleet Conservation Trust land traverses pitch pine and mixed oak forest land en route to the Fox Island Marsh.

View a complete list of local hiking trails.

On the Water

Wellfleet, MA, is a prime destination for charter fishing and whale watching adventures. Local charter fishing trips offer anglers the opportunity to catch a variety of fish, including striped bass, bluefish, and tuna, in the rich waters of Cape Cod Bay and the Atlantic Ocean. Experienced captains provide all the necessary gear and guidance, ensuring a memorable fishing experience for both novices and seasoned fishermen.

For those interested in marine wildlife, whale watching tours depart from nearby Provincetown, offering close encounters with humpback, fin, and minke whales. These excursions provide breathtaking views of these majestic creatures in their natural habitat, often accompanied by sightings of dolphins, seals, and seabirds. With knowledgeable guides sharing insights about the marine ecosystem, a whale watching tour in Wellfleet is an unforgettable adventure for nature enthusiasts.

Charter Fishing Boats

Billingsgate Charters

Wellfleet Charters

Reel Deal

Reel Ezee

Jigged Up Sportfishing

Schooney Charters

Whale Watching

Dolphin Fleet

Blue Water Entertainment

Sea Salt Charters

Blue Claw Boat Tours

Galleries & Other Helpful Links

Wellfleet, MA, is renowned for its thriving art scene, boasting numerous galleries that showcase a wide array of artistic styles and mediums. The town is home to galleries like the Wellfleet Preservation Hall, which hosts rotating exhibitions of contemporary art, and the Frying Pan Gallery, known for its unique metal sculptures and coastal-inspired works. The Left Bank Gallery features a diverse collection of paintings, ceramics, and jewelry by both local and national artists. Additionally, the Wellfleet Art Gallery features works that capture the natural beauty of Cape Cod, often highlighting the region’s landscapes and marine life. These galleries provide a rich cultural experience, making Wellfleet a must-visit destination for art enthusiasts.