Top 20 Best Things To Do In Osterville, Ma

Osterville, Massachusetts, is a charming village on Cape Cod known for its beautiful scenery and friendly atmosphere. Whether you want to relax by the beach, enjoy delicious food, or learn about local history, there’s something for everyone in Osterville. With its coastal views and unique shops, you’ll find plenty of activities to fill your day.

Today, we’ll share some of the best things to do in Osterville. From fun outdoor adventures to great places to grab a bite, you’ll get ideas to make your visit exciting. Get ready to make some wonderful memories in this lovely Cape Cod village!

Things To Do In Osterville, Ma

1. Relax on Dowses Beach and Enjoy the Scenic Views of Nantucket Sound

Dowses Beach is a beautiful spot perfect for a relaxing day by the water. This beach features golden sands and gentle waves, making it ideal for sunbathing or playing. The scenic views of Nantucket Sound are absolutely stunning, providing a picturesque backdrop for any beach day.

Visitors can stroll along the shoreline, feeling the soft sand between their toes. The waves create a calming sound that enhances your relaxation. Whether you want to dip your toes in the water or simply enjoy the scenery, Dowses Beach has it all.

As you relax, keep an eye out for sailboats gliding across the horizon. You might even catch a glimpse of local wildlife, adding to the beach’s charm. Bring a book or simply sit back and enjoy the salty breeze.

Families will appreciate the beach’s facilities. There are picnic areas available, perfect for a lunch break while enjoying the view. Kids can build sandcastles or explore tide pools at low tide, making it a fun outing for everyone.

Ultimately, Dowses Beach is a fantastic place to unwind. The beach’s beauty and charm warmly invite visitors to return time and time again.

Address: 20 Dowses Beach Rd, Osterville, MA 02655.

2. Stroll Through the Osterville Village Library for Local Events

The Osterville Village Library is a vibrant hub in the community. It offers a cozy environment for visitors to discover local books and materials. As you explore, you will find a friendly atmosphere perfect for reading or relaxation.

Regular events cater to all ages. These include book readings, workshops, and lectures from local authors. The library often hosts children’s story sessions that are delightful for families. It’s a great opportunity to engage with the community and meet new people.

The library is also a resource for learning about Osterville’s rich history. Plentiful local archives give insight into the area’s past. This historical touch adds a special charm to your visit.

In addition, the library provides free Wi-Fi, making it an ideal spot for students or remote workers. Settle into a comfortable chair and enjoy the peaceful ambiance as you work or study.

In short, the Osterville Village Library is a perfect blend of community and culture. A visit here will enrich your experience in Osterville.

Address: 43 Wianno Ave, Osterville, MA 02655.

3. Visit the Osterville Historical Society Museum for Rich Insights

The Osterville Historical Society Museum is a treasure trove of local history. This small yet informative museum highlights the unique stories of Osterville and its inhabitants. Exhibits are well-curated and provide insights into the town’s development over the years.

Visitors will find engaging displays that showcase photographs, artifacts, and documents. These items tell a story of the town’s maritime heritage and the fascinating people who have lived here. The knowledgeable staff are always available to provide context and answer questions.

The museum often hosts special events and exhibits, so there is always something new to discover. Join a guided tour for an in-depth experience of Osterville’s past. It’s a great way to enhance your appreciation for the area.

Kids learn about history in a fun and interactive way. This makes the museum an excellent family outing. Browsing through the exhibits invites young minds to engage with local culture.

In summary, visiting the Osterville Historical Society Museum is a must for history buffs and curious minds alike. The stories you uncover will stay with you long after your visit.

Address: 155 West Bay Rd, Osterville, MA 02655.

4. Explore the Beautiful Covell Beach and Take in the Tranquil Atmosphere

Covell Beach is a hidden gem located in Osterville. Its serene atmosphere provides a perfect escape from the hustle and bustle. Here, visitors can enjoy over a mile of sandy shore with stunning views of Nantucket Sound.

The beach is not overly crowded, giving you a chance to relax in peace. The gentle sound of the waves lapping at the shore adds to the calming experience. It’s perfect for a tranquil day by the water, whether sunbathing or enjoying a good book.

Nature lovers will appreciate the unique wildlife in the area. Take a peaceful nature walk along the coastline and keep your eyes open for birds and other local animals. The beauty of Covell Beach is perfect for photography, capturing moments along the shore.

Parking is easily accessible, making it convenient for families and day-trippers. There are also picnic tables available for a seaside lunch, enhancing your beach experience.

In summary, Covell Beach offers a lovely combination of tranquility and natural beauty. It’s a splendid option for unwinding while enjoying the seaside.

Address: 50 Sea View Ave, Osterville, MA 02655.

5. Go Kayaking in the Waters Surrounding Osterville for Stunning Views

Kayaking in the waters around Osterville is an exhilarating adventure. You can rent kayaks from local outfitters and hit the gentle waves of Nantucket Sound. Paddling through beautiful waters offers a unique perspective of the area’s scenic beauty.

You will navigate through calm bays and explore hidden coves, making it perfect for nature lovers. As you glide through the water, keep an eye out for local wildlife, from seabirds to marine life beneath the surface.

This relaxing activity is suitable for all skill levels. Beginners can take guided tours that ensure a safe and enjoyable experience. Experienced paddlers can enjoy the freedom of exploring on their own nestled amidst breathtaking views.

The enriching experience also provides great exercise. Paddling allows you to enjoy physical activity while soaking up the beauty of the coastline. Don’t forget to bring sunscreen and plenty of water!

Overall, kayaking around Osterville provides both adventure and relaxation. This engaging activity is a must when you visit Osterville.

Address: 123 N Main St, Osterville, MA 02655.

6. Join a Sailing Class at the Wianno Yacht Club for an Exhilarating Experience

Joining a sailing class at the Wianno Yacht Club is a fantastic way to embrace the ocean. This prestigious yacht club offers courses for all ages and skill levels. Whether you’re a complete beginner or an experienced sailor wanting to enhance your skills, there’s a class for you.

Classes are conducted by expert instructors who provide hands-on training. You’ll learn essential sailing techniques in a safe and fun environment. Each session combines instruction with practical experience on the water.

As you sail, breathtaking views of the coastline surround you. Learning to sail not only teaches valuable skills but also provides unforgettable memories. The feeling of the wind and waves while navigating the boat is truly exhilarating.

In addition to sailing, the club fosters a friendly community atmosphere. Meeting new friends who share your passion for sailing enhances the experience. Don’t forget to check the schedule for special events and races.

In conclusion, taking a sailing class at the Wianno Yacht Club is an exciting way to connect with the sea and make lifelong memories.

Address: 30 Green Ave, Osterville, MA 02655.

7. Enjoy Dining at the Famous Oyster Harbors Club for Exquisite Seafood Cuisine

The Oyster Harbors Club is known for its incredible dining experience. Located on the picturesque waterfront, this exclusive venue specializes in fresh seafood dishes. Dining here gives you the chance to savor local flavors while enjoying stunning views of the harbor.

Menu options feature seasonal seafood, with each dish prepared by talented chefs. Guests can enjoy everything from succulent lobster to delectable scallops. The restaurant uses only high-quality ingredients to ensure every bite is memorable.

The dining atmosphere is inviting, making it perfect for a romantic dinner or a special celebration. Relax on the outdoor patio while watching the sunset over the water. It’s an experience that enhances the flavors of the dishes.

The club also offers a well-curated wine list to complement your meal. Pairing fine wines with exquisite seafood elevates your dining experience. Reservations are recommended, especially during the busy summer season.

In short, dining at the Oyster Harbors Club is a culinary adventure you won’t want to miss. The combination of fresh seafood and breathtaking views creates lasting memories.

Address: 1 Shooting Star Ln, Osterville, MA 02655.

8. Take a Scenic Walk Along the Osterville Parade to Admire Charming Local Shops

A scenic walk along Osterville Parade is a delightful way to spend the day. This picturesque street features charming local shops and boutiques that showcase unique products. The vibrant atmosphere invites visitors to explore and discover everything this lovely area has to offer.

As you stroll, you’ll find everything from gifts and home décor to clothing and art. Local artisans often feature their handmade crafts, providing a true taste of Osterville. Taking time to browse these shops can lead to finding something special to take home.

Plus, the picturesque sidewalks, lush greenery, and inviting storefronts create a welcoming ambiance. Stop for a coffee at a local café and soak in the surroundings. The parade is a great place to relax and people-watch.

Throughout the year, Osterville Parade hosts events and festivals, adding to the excitement. From seasonal celebrations to art fairs, there’s always something happening. Keep an eye out for flyers and announcements to join in the fun.

In conclusion, a walk along Osterville Parade blends shopping and relaxation beautifully. It’s an enjoyable way to support local businesses and enjoy the community spirit.

Address: Osterville Parade, Osterville, MA 02655.

9. Visit the Cummaquid Golf Club for a Round of Golf Amid Stunning Landscapes

Golfer enthusiasts will love visiting the Cummaquid Golf Club. This beautiful course offers a challenging game set within stunning landscapes. The scenic views of the course are truly breathtaking, making every swing a delight.

The golf course is designed to cater to players of all skill levels. Beginners will find it welcoming, while more experienced golfers can enjoy the challenges of the layout. Each hole provides a unique experience, allowing players to appreciate the natural beauty of the area.

Beyond golf, the club features top-notch facilities, including a pro shop and dining options. After a round, relax in the clubhouse and enjoy refreshments while sharing stories about the game. It’s a perfect place to reconnect with friends or make new ones.

Don’t miss out on special events, such as tournaments and golf clinics. They offer great opportunities to improve your skills and enjoy healthy competition. The club fosters a friendly environment among its members and guests.

In summary, the Cummaquid Golf Club is a must-visit for golf lovers. With its beautiful course and vibrant community, it promises a memorable experience.

Address: 20 Cummaquid Rd, Barnstable, MA 02630.

10. Attend a Performance at the Cape Cod Community College for Local Arts

The Cape Cod Community College is a hub for local arts and culture. It hosts a variety of performances throughout the year, including theater, music, and dance. Attending a show here is an excellent way to support local talent while enjoying a fantastic night out.

The venue features an intimate setting, allowing guests to appreciate performances up close and personal. Artists often showcase their creativity and passion, making each event unique. You might discover your new favorite artist or genre.

In addition, the college offers classes and workshops for those interested in the arts. Whether you’re a budding actor or a passionate painter, there are opportunities to learn and grow. It’s a welcoming environment for anyone seeking to tap into their artistic side.

Keep an eye on the calendar for upcoming events, as there’s always something happening. From seasonal festivals to weekly shows, there’s no shortage of entertainment. Engaging with the arts enriches your visit to Cape Cod.

In conclusion, attending a performance at the Cape Cod Community College is a delightful experience. It supports local arts and fosters a strong community spirit in the area.

Address: 2240 Iyannough Rd, West Barnstable, MA 02668.

11. Wander Through the Osterville Farmers’ Market for Fresh Produce

The Osterville Farmers’ Market is a local treasure. Every summer, it bursts with fresh produce, artisanal goods, and lively community spirit. This market invites visitors to experience the flavors of Cape Cod while supporting local farmers and artisans.

Stroll through the rows of colorful stalls, where you can find everything from fresh fruits and vegetables to handmade crafts. Local bakers sell delicious treats, while artisans proudly display their handmade items. The variety gives a true sense of the region’s charm.

Every Saturday, the market hosts live music, creating a lively atmosphere that enhances the experience. You can enjoy your purchase while taking in tunes from local musicians. It’s a great way to relax and enjoy the community vibe.

Engage with the local vendors, who are happy to share their stories and tips. They bring a wealth of knowledge and passion about their products. Building these connections enhances your visit to the market.

In summary, wandering through the Osterville Farmers’ Market offers a delightful combination of fresh goods and community engagement. It’s an enriching experience to savor the best of local flavors.

Address: 1575 Main St, Osterville, MA 02655.

12. Explore the Unique Shops of Osterville Village for Crafts and Souvenirs

Osterville Village is filled with unique shops that cater to all tastes. As you explore, you’ll discover a variety of local crafts, gifts, and souvenirs. Each shop has its own character, offering a delightful shopping experience.

From boutiques selling fashionable clothing to charming gift shops filled with home decor, there’s something for everyone. Many local artisans showcase their creations, providing truly one-of-a-kind options. You’ll have the chance to find special items that reflect the spirit of the area.

The village’s historic charm enhances the shopping experience. Strolling along the sidewalks lined with beautiful trees and flowers makes each stop enjoyable. Take your time and immerse yourself in the local atmosphere.

Don’t miss the seasonal sales and special events that many shops host throughout the year. These occasions often showcase new collections and highlight local talent.

In conclusion, exploring the shops of Osterville Village provides not only shopping opportunities but also a lovely experience in a quaint setting. It’s a perfect way to capture a piece of Osterville to take home.

Address: Osterville Village, Osterville, MA 02655.

13. Take Part in a Guided Boat Tour to Discover Beautiful Surroundings

Embarking on a guided boat tour around Osterville is a fantastic way to experience the area’s natural beauty. Local tour operators offer excursions that take you through serene waters and breathtaking scenic views. From the deck, you can take in the stunning coastline and learn about the local ecosystem.

The knowledgeable guides share fascinating insights about the area’s history, wildlife, and marine environment. Their expertise enriches the experience, allowing you to appreciate the landscapes fully. Keep your eyes peeled for seals, seabirds, and dolphins that may accompany the journey.

These boat tours cater to all ages. Families can enjoy the adventure together, creating cherished memories on the water. There are various types of tours available, including sunset cruises that provide a magical atmosphere as the sun sets over the water.

Don’t forget your camera! The picturesque views make for stunning photos that capture your adventures. Choose a tour that aligns with your interests, whether it be nature, history, or just pure relaxation.

In summary, participating in a guided boat tour allows you to immerse yourself in Osterville’s natural beauty while learning along the way. It’s an unforgettable experience!

Address: 33 Sea View Ave, Osterville, MA 02655.

14. Enjoy a Picnic at the Nearby Joshua’s Pond for a Serene Day in Nature

Joshua’s Pond is a hidden oasis perfect for a peaceful picnic. Nestled amid lush greenery, it offers a tranquil escape from everyday life. Bring your favorite snacks and enjoy them in this serene environment surrounded by nature.

The pond area features scenic spots that are ideal for spreading out your blanket. Relax on the banks of the water and listen to the gentle sounds of nature. It’s a great spot to unwind, read a book, or simply watch the ducks glide across the pond.

Birdwatchers will also find Joshua’s Pond to be a delightful location. The area is home to various birds, making it perfect for observing local wildlife. Take a moment to appreciate the beauty of the natural world around you.

There’s plenty of space to roam and explore. A leisurely walk around the pond provides a refreshing experience. Nature trails encourage visitors to soak in the serene surroundings while getting some light exercise.

In summary, enjoying a picnic at Joshua’s Pond is an excellent way to connect with nature. It is a perfect outing for families, couples, or anyone looking to unwind amidst beauty.

Address: 124 Joshua Pond Rd, Osterville, MA 02655.

15. Visit the Charles Street Gallery to Appreciate Local Arts and Crafts

The Charles Street Gallery is a must-visit for art enthusiasts. This charming gallery features an array of local artworks, from paintings to sculptures. Each piece tells a story and reflects the creativity of the talented artists in the area.

The gallery hosts rotating exhibits showcasing different themes and styles. This ensures that every visit feels fresh and exciting. Take your time to wander through the space and appreciate each artwork’s unique charm.

In addition to the exhibits, the gallery often hosts art-related events. These include artist talks, workshops, and community gatherings that foster a love for creativity. Engaging with the local art scene adds a deeper dimension to your visit.

If you’re looking to take home a piece of Osterville’s culture, the gallery offers a selection of works for sale. Purchasing local art supports the community and allows you to own a unique piece of creativity.

In summary, visiting the Charles Street Gallery is an enriching experience that celebrates local talent. It’s a fantastic opportunity to immerse yourself in Osterville’s vibrant arts scene.

Address: 202 Charles St, Osterville, MA 02655.

16. Go for a Nature Walk at the Nearby Sandy Neck Beach Park

Sandy Neck Beach Park is an excellent destination for nature walks. This beautiful park features miles of scenic trails that wind through dunes and salt marshes. Walking here gives visitors a chance to connect with nature and appreciate the area’s stunning ecosystem.

The park is home to diverse wildlife, making it a great spot for birdwatchers. Bring your binoculars and look for various birds nesting in the area. The tranquil environment makes it easy to spot animals in their natural habitats.

As you walk, you’ll encounter breathtaking views of the ocean and Cape Cod landscapes. Each trail offers unique scenery, allowing for a peaceful escape into nature. It’s an ideal setting for photography, too!

Pack a picnic to enjoy at one of the designated areas, making it a delightful day out. After your walk, relax and take in the natural beauty surrounding you. It’s a fantastic way to recharge and enjoy some fresh air.

In summary, a nature walk at Sandy Neck Beach Park offers a rewarding experience filled with exploration and relaxation. It’s a perfect outing for families, friends, or solo adventurers.

Address: 6 Sandy Neck Rd, Barnstable, MA 02630.

17. Partake in Birdwatching at the Long Pasture Wildlife Sanctuary

Long Pasture Wildlife Sanctuary is a paradise for birdwatchers. This sanctuary offers diverse habitats, attracting various bird species. Visitors can enjoy spotting native and migratory birds throughout the year.

The sanctuary features well-marked trails that lead through marshes, fields, and woodlands. As you walk, you’ll encounter many birdwatching opportunities. Bring your binoculars for great views of the feathered residents in their natural environment.

Nature enthusiasts will appreciate the peaceful surroundings. The sights and sounds of the sanctuary create a harmonious atmosphere for observation. It’s also a perfect spot to photograph wildlife in their natural habitat.

The sanctuary often organizes guided birdwatching tours and educational programs. Joining these events provides insights on local species and conservation efforts. It’s a wonderful way to learn while enjoying the beauty of nature.

In summary, birdwatching at Long Pasture Wildlife Sanctuary is an enriching experience. Whether you’re a novice or an expert, you’ll leave with a deeper appreciation for nature.

Address: 6 Falmouth Rd, Barnstable, MA 02630.

18. Take a Leisurely Bike Ride Along the Scenic Cape Cod Rails-to-Trails Path

Biking along the Cape Cod Rails-to-Trails path is an enjoyable way to explore the area. This scenic trail stretches for miles, offering beautiful views of the landscape as you pedal. Perfect for families, casual riders, and experienced bikers alike, it accommodates everyone.

The path winds through picturesque scenery, including forests, fields, and coastal views. You’ll encounter charming marshes and wildlife, making each ride an adventure. Stop along the way to snap photos or just take in the fresh air.

Bike rentals are available in several locations, ensuring that you have the right equipment for your ride. Whether you choose a leisurely pace or a brisk workout, the path caters to your preference.

Plan a picnic to enjoy at one of the designated rest areas along the trail. It’s a great way to recharge before continuing your ride. The beauty of the route creates a memorable experience with friends or family.

In summary, taking a bike ride along the Cape Cod Rails-to-Trails path is a delightful outing that combines exercise and scenic beauty. Enjoy the journey!

Address: 2519 Main St, Barnstable, MA 02630.

19. Attend a Local Festival or Event at the Osterville Village Green for Community Fun

The Osterville Village Green is a vibrant gathering place for the community. Throughout the year, it hosts various festivals and events that bring residents and visitors together. These occasions include farmers’ markets, art fairs, and holiday celebrations.

Participating in these events provides a chance to experience local culture and meet new people. Enjoy live music, delicious food vendors, and unique crafts in a festive atmosphere. The Village Green buzzes with energy when these events take place, creating joyous memories for everyone.

Children’s activities are often featured, making it a family-friendly environment. Arts and crafts stations, games, and entertainment ensure kids have plenty to do. Families can enjoy a day of fun without needing to travel far.

Check the events calendar so you don’t miss out on anything special. These gatherings often showcase local talent and provide a wonderful opportunity to support the community.

In summary, attending a festival or event at the Osterville Village Green is a fun way to engage with the community. It’s an experience full of laughter, joy, and camaraderie.

Address: 20 North Main St, Osterville, MA 02655.

20. Explore the Serene Waters of the Osterville Marsh Conservation Area for Wildlife Viewing

The Osterville Marsh Conservation Area offers visitors a peaceful escape into nature. The serene waters and lush landscapes make it an excellent spot for wildlife observation. Birdwatchers and nature lovers will delight in the various species that call this area home.

Winding trails take you through marsh habitats, providing prime viewing opportunities. Bring your binoculars to spot native birds and other creatures amid the natural surroundings. Taking your time allows you to fully appreciate the beauty around you.

The conservation area is designed for accessibility, making it suitable for people of all ages. Families can enjoy a day of exploration, learning about local wildlife and habitats. The peaceful environment encourages visitors to connect with nature and unwind.

Don’t forget to bring a camera to capture the mesmerizing landscapes. The changing seasons offer different views, from verdant greens to vibrant fall colors. Each visit feels unique.

In summary, exploring the Osterville Marsh Conservation Area offers a tranquil retreat into nature. It’s a wonderful opportunity to observe wildlife and appreciate the beauty of the outdoors.

Address: 198 Old Town House Rd, Barnstable, MA 02630.

Final Thoughts

Osterville and its surroundings offer a splendid array of activities for visitors of all interests. From relaxing days on picturesque beaches to indulging in local cuisine, there’s something for everyone. Engaging with the community through markets, festivals, and art shows enhances the experience and leaves lasting memories.

Nature lovers can explore serene landscapes, from wildlife sanctuaries to bike paths that showcase the region’s natural beauty. Every corner reveals new adventures and opportunities to connect with the environment and community. As you leave Osterville, the diverse activities and friendly atmosphere will beckon you to return again and again. If you’re looking to explore more nearby town activities, check out our recommendations on things to do in Falmouth, Maine or things to do near Mansfield, MA.