Best Things to Do in Upper Cape (Falmouth, Woods Hole + Mashpee) for an Unforgettable Adventure

The Upper Cape had me at hello with its perfect mix of beach town vibes and New England character. Watching the Martha’s Vineyard ferry cruise across the harbor while devouring a lobster roll at Quarterdeck in Falmouth, I got why everyone raves about this corner of the Cape. No Instagram filter needed for those postcard-perfect views!

Looking for fun things to do in Upper Cape spots like Falmouth and Woods Hole? Get ready for the best kind of summer nostalgia. Between checking out the marine labs at Woods Hole Oceanographic Institution (so cool watching actual scientists at work) and cruising the Shining Sea trail with those killer ocean views, I couldn’t get enough of this place. Let me show you my favorite spots that made me want to move here tomorrow.

Must-Try Experiences in Upper Cape

Visiting Upper Cape? Spend the day at Old Silver Beach, take a scenic ride along the Shining Sea Bikeway, or explore the historic Nobska Light. Stay in style at AutoCamp Cape Cod, a unique glamping experience, or enjoy the coastal views at The Knob. Whether you’re into history, outdoor adventures, or coastal charm, Upper Cape has plenty to offer!

• Best Glamping Experience: AutoCamp Cape Cod
• Best Scenic Bike Ride: Shining Sea Bikeway
• Top Family Beach Spot: Old Silver Beach
• Best Sunset Adventure: Sunset Kayak Tour with Rideaway Adventures
• Best Downtown Stroll: Main Street in Falmouth
• Top Nature Walk: The Knob
• Best Seafood Spot: Quahog Republic Dive Bar
• Most Whimsical Art Installation: Highfield Hall & Gardens
• Best Lighthouse Visit: Nobska Light

Now, let’s explore the best of Upper Cape Cod with this curated list of must-visit spots!

Read also: Why You Should Visit Cape Cod in the Fall

1. A Unique Stay at AutoCamp: Cape Cod’s Newest Glamping Site

If you love camping but prefer a little luxury, AutoCamp Cape Cod in Falmouth is the ultimate glamping experience. Nestled in a quiet, wooded area, this stylish retreat offers accommodations in renovated Airstreams, canvas tents, and cozy cabins. Each Airstream features a plush queen bed, private bathroom, kitchenette, and an outdoor fire pit—ideal for roasting s’mores under the stars. The clubhouse serves as a communal space with complimentary coffee, snacks, and a modern lounge, perfect for unwinding after a day of exploring.

Staying here felt like the perfect blend of nature and comfort. I biked from the site to Old Silver Beach, which was just a short ride away, making it easy to soak up the Cape’s coastal charm. Whether you’re a first-time glamper or a seasoned outdoor enthusiast, AutoCamp Cape Cod is an unforgettable stay in the Upper Cape.

• Read Next: Top Weekend Getaways Across New England

2. Shining Sea Bikeway

If you’re looking for one of the most scenic bike rides on Cape Cod, the Shining Sea Bikeway is a must. Stretching 10.7 miles from North Falmouth to Woods Hole, this paved path winds through salt marshes, cranberry bogs, and oceanfront landscapes. It follows an old railway line, making it a flat, easy ride for all skill levels. Whether you’re biking, walking, or rollerblading, the views alone make this one of the best outdoor experiences in the Upper Cape.

I rented a bike from Corner Cycle in Falmouth and set off early to catch the sunrise over Vineyard Sound—completely worth it. The trail passes through Trunk River Beach, a quiet spot with great ocean views, before ending at the Steamship Authority ferry terminal in Woods Hole. Whether you’re up for a leisurely ride or a workout, this bikeway delivers an unforgettable Cape Cod adventure.

3. Old Silver Beach

For the perfect Cape Cod beach day, Old Silver Beach in Falmouth is the spot to be. This white-sand beach on Buzzards Bay is known for warm, shallow waters and stunning sunsets. It’s divided into two sections—one for Falmouth residents and one for visitors, so plan ahead for parking. Arrive early, as it fills up quickly in summer. If you’re lucky enough to snag a spot, you’re in for one of the best beach experiences on the Upper Cape.

The last time I visited, I spent hours floating in the clear, calm water before grabbing a bite at Silver Lounge Restaurant nearby. The sunsets here are next level—watching the sky turn pink and orange over the bay is a must. If Old Silver Beach is too packed, Chapoquoit Beach and Woodneck Beach are great alternatives nearby.

4. Sunset Kayak Tour with Rideaway Adventures

There’s something magical about paddling through calm waters at sunset, and Rideaway Adventures in Mashpee makes it even better. Their two-hour guided kayak tour takes you through Popponesset Bay and Ockway Bay, where you’ll glide past seagrass-lined shores, hidden inlets, and waterfront mansions. The highlight? Watching the sky explode in pinks, purples, and oranges as the sun sets over the bay.

I joined one of these tours, and it felt like a peaceful escape from the crowds. At one point, we spotted ospreys diving into the water, which made the whole experience even more memorable. Whether you’re a beginner or an experienced kayaker, the Rideaway team makes sure everyone is comfortable. If you’re looking for a unique way to experience Cape Cod’s natural beauty, this sunset paddle is worth it.

• Read next: Top Bucket List Experiences for Travelers

5. Explore, Eat, and Shop on Main Street in Falmouth

If you love quaint coastal towns, Main Street in Falmouth is the perfect place to wander. This charming, walkable downtown area is lined with boutiques, art galleries, cafés, seafood restaurants, and historic buildings. Whether you’re looking for local souvenirs, fresh seafood, or a sweet treat, this is the spot to soak up Cape Cod’s small-town charm and vibrant local culture.

On my last visit, I started my day with a lobster roll at Quarterdeck, then browsed the handmade jewelry at Twigs & Tides before grabbing a cone at Ben & Bill’s Chocolate Emporium. If you’re into history, stop by the Falmouth Museums on the Green, where you’ll learn about Revolutionary War-era artifacts and local heritage. Day or night, Main Street is the heart of Falmouth, and it’s easy to see why visitors keep coming back.

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6. Enjoy a Scenic Seaside Stroll to The Knob

For a short but breathtaking walk, The Knob in Woods Hole offers one of the best panoramic views of Buzzards Bay. This secluded nature trail winds through Cornelia Carey Sanctuary, leading to a rocky peninsula that juts into the bay. It’s a favorite spot for birdwatching, photography, and quiet reflection, especially at sunset.

I arrived early in the morning and had the trail mostly to myself, aside from a few kayakers in the water. The path is about a half-mile long, with rocky beaches and lush forest along the way. At the top, the view is unbeatable—you can see all the way to the Elizabeth Islands. Parking is limited, so I’d recommend biking or walking from nearby Quissett Harbor. If you’re craving a peaceful escape, The Knob is a must.

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7. Indulge in Lobster Rolls and Other Fresh Seafood

No trip to Cape Cod is complete without indulging in fresh seafood, and Quahog Republic Dive Bar in Falmouth is a local favorite. This laid-back, no-frills spot serves up some of the best lobster rolls on the Upper Cape, packed with fresh lobster meat and just the right amount of butter. Pair it with clam chowder or crispy fried clams, and you’ve got a true taste of New England.

On my last visit, I couldn’t resist trying their stuffed quahog, a Cape Cod classic. The bar’s relaxed vibe, nautical décor, and friendly staff make it the perfect place to unwind after a day of exploring. If you’re craving more, head to The Clam Shack in Falmouth Harbor or The Raw Bar at Popponesset for another unforgettable seafood feast by the water.

8. Marvel at a Whimsical Work of Art at Highfield Hall & Gardens

Highfield Hall & Gardens is a historic 19th-century mansion surrounded by lush gardens, walking trails, and rotating art exhibitions. This beautifully restored estate in Falmouth is a hub for culture, history, and creativity, offering visitors a unique mix of architecture and nature. One of its biggest highlights is the stickwork sculpture by Patrick Dougherty, an intricately woven structure that looks like something straight out of a storybook fantasy.

On my last visit, I wandered through the sculpture’s maze-like pathways, feeling like I had stepped into an enchanted world. Beyond the art, the gardens burst with color in spring and summer, making them a great spot for a relaxing stroll or picnic. If you’re interested in history, take a guided tour of the mansion or check out the seasonal art installations and concerts. Highfield Hall is a must-visit for art lovers and nature enthusiasts alike.

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9. Check Out Nobska Light, a Classic Cape Cod Lighthouse

Perched on a bluff overlooking Vineyard Sound, Nobska Light is one of Cape Cod’s most iconic landmarks. This historic lighthouse, dating back to 1829, has guided sailors safely through the waters between Buzzards Bay, Nantucket Sound, and Vineyard Sound for nearly two centuries. The panoramic ocean views from the site are breathtaking, making it a perfect spot for photos, picnics, and sunset-watching.

I visited just before sunset and was blown away by the stunning golden light on the water. Tours of the lighthouse run on Tuesdays and Thursdays in summer, where you can climb to the top and learn about its rich maritime history. Nearby, Falmouth’s Spohr Gardens offers a scenic walk with water views, making it a great addition to your visit. Whether you’re a history buff, a photographer, or just love coastal scenery, Nobska Light is a quintessential Cape Cod experience.

• Read Next: Top MA Lighthouses to Visit

Best Things to do in Upper Cape Cod

I hope you enjoyed following my adventures around Upper Cape Cod! Though my visit was short and sweet, I already can’t wait to come back to discover more local gems.

If you’re looking to visit the Upper Cape, or anywhere else in Cape Cod for that matter, feel free to check out my Instagram and TikTok for inspiration, where I share more stories and photo/video content of my journeys! Best wishes and safe travels! -Jon