35 Things To Do in Chatham

Janet Benoir

By Janet Benoir | Updated 3 Days Ago

Nestled on the elbow of Cape Cod, Chatham, Massachusetts, offers a charming blend of natural beauty, rich history, and vibrant local culture. This picturesque town is a haven for explorers and those seeking a peaceful retreat by the sea.

Whether looking to savor delicious seafood, explore pristine beaches, or wander through quaint shops, visitors will find endless opportunities to immerse themselves in Chatham’s unique coastal charm. From historical sites to art galleries, Chatham promises an unforgettable experience for every traveler.

Chatham Lighthouse

Our Rating: 8.8/10

Chatham Lighthouse is a proud sentinel, watching over the Atlantic since 1808. Visitors can explore the grounds and admire the sweeping ocean views. These picturesque scenes make it a perfect spot for photography enthusiasts. For those interested in maritime history, the lighthouse offers a glimpse into its storied past.

On select days, tours provide a chance to learn about the lighthouse’s role in navigation. The nearby beach is ideal for leisurely walks, where one might spot seals lounging on the shores. The combination of history, stunning vistas, and serene surroundings make Chatham Lighthouse a must-visit destination on Cape Cod.

Monomoy National Wildlife Refuge

Our Rating: 9.0/10

At the Monomoy National Wildlife Refuge, visitors are greeted by expansive views and thriving wildlife. The refuge is home to migratory birds, gray seals, and unique habitats that are a haven for nature lovers. It’s a stunning place to see diverse ecosystems up close. Explore the beauty of Morris Island on a self-guided walking tour.

The trails are dotted with informative displays, perfect for those learning about the area’s rich biodiversity. During summer, guided hikes are also available, offering more profound insights into the local environment. Bird watchers will be thrilled. Keep binoculars handy to spot terns and ospreys soaring overhead. Monomoy’s dynamic landscape, shaped by wind and waves, adds a touch of adventure to any visit.

Chatham Railroad Station Museum

Our Rating: 8.5/10

The Chatham Railroad Station Museum is a hidden gem for history lovers and adventure seekers alike. Housed in a beautifully restored 1887 railroad depot, this museum offers a peek into Chatham’s rich past. Visitors can explore the well-preserved 1910 caboose, adding a touch of nostalgia to their visit.

Inside, the museum is filled with memorabilia and fascinating exhibits that capture the spirit of the golden age of rail travel. Enthusiasts and curious minds can engage with knowledgeable guides eager to share stories and insights about the local history. Whether you’re passionate about trains or exploring, this spot is one of Chatham’s most charming attractions.

Chatham Squire

Our Rating: 8.5/10

Chatham Squire is a lively spot on Main Street that offers a true taste of Cape Cod’s charm. It is a beloved hangout for both locals and visitors. The lively atmosphere is ideal for enjoying a hearty meal or sipping a refreshing drink.

The menu features a variety of seafood delights, including fresh lobster rolls and clam chowder. Visitors can savor these while listening to live music performances, which add an extra layer of excitement. The Squire is also decorated with colorful signs and memorabilia, creating a cozy, welcoming vibe. It’s a must-visit for those looking to experience local culture and cuisine.

Chatham Orpheum Theater

Our Rating: 8.5/10

Step inside the Chatham Orpheum Theater and experience a blend of modern cinema with vintage charm. This non-profit venue offers a mix of blockbuster hits and indie gems, making it a favorite for locals and visitors.

Guests can enjoy the cozy seating and state-of-the-art sound and projection systems that enhance every film’s magic. It’s more than just movies—it’s a community hub where art and culture come to life. Grab some popcorn and a refreshing drink, then settle in for an afternoon or evening of cinematic adventure. Whether you’re an occasional moviegoer or a film aficionado, the Chatham Orpheum always promises a memorable experience.

Sylvan Gardens

Our Rating: 8.7/10

Sylvan Gardens is a serene oasis offering an enchanting escape into nature. Visitors can wander along a charming 0.8-mile loop trail, perfect for a relaxing stroll. As you meander through, feel the gentle rustle of leaves against the backdrop of stunning views of White Pond and Black Pond.

Springtime brings a dazzling display of blooming daffodils, making it a family favorite. This garden was once a nursery and now serves as a conservation area. Here, visitors will find tranquility, ideal for those looking to unwind away from the bustle. A Poetry Walk offers inspiration, inviting visitors to connect with their creative side amid the beauty of nature.

Chatham Marconi Maritime Center

Our Rating: 8.6/10

The Chatham Marconi Maritime Center is an intriguing place for history buffs and curious travelers. This museum showcases the rich history of WCC, a significant ship-to-shore radio station that once connected ships globally. Visitors can explore engaging exhibits detailing the evolution of radio communications. The interactive displays offer a hands-on experience, making the science of radio come alive.

The center also provides educational programs and events, adding layers of depth to the visit. It’s an ideal place for families to learn together and discover communication’s role in our world. This charming gem in Chatham offers a unique peek into the past, brimming with stories ready to be uncovered.

Chatham Pier Fish Market

Our Rating: 8.6/10

Chatham Pier Fish Market is a vibrant spot where visitors enjoy the freshest seafood. It is on the waterfront and offers many sights and smells. Visitors can observe local fishermen transfer their catch of the day, which adds to the authentic New England experience.

Distinctive for its local feel, the market serves delicious fried seafood, homemade prepared foods, and smoked fish. Whether grabbing a quick bite or aiming for a hearty seafood dish, there’s something for everyone. The picturesque setting, combined with the bustling activity of the pier, makes it a must-visit destination.

Lighthouse Beach

Our Rating: 8.5/10

Lighthouse Beach is perfect for beach lovers and history buffs. Visitors can enjoy the sun on the soft sandy shore while taking in the views of the iconic Chatham Lighthouse. Swimming is popular here, but caution is advised due to strong currents. Birdwatchers can marvel at the various seabirds that make this area their home.

Walking along the shoreline offers a serene escape, with the rhythmic sound of waves as a calming backdrop. This beach is particularly captivating for those interested in maritime history. Standing proudly since the 19th century, the nearby lighthouse provides a peek into the region’s rich nautical past. It’s a place where nature and history blend seamlessly.

Eldredge Public Library

Our Rating: 8.5/10

The Eldredge Public Library is a charming historic site inviting visitors to return in time. This beautifully preserved building is a place to enjoy a good read and a hub for community events like the Small Business Resource Fair.

Genealogy enthusiasts will be delighted by the library’s extensive collection of historical records. These include vital records and genealogies dating back to the 17th century, ideal for those tracing Cape Cod family histories. The library is the perfect place to uncover the past and immerse oneself in local stories. With its rich resources and vibrant community presence, the library is a must-visit for locals and tourists.

Stage Harbor Lighthouse

Our Rating: 8.5/10

Stage Harbor Lighthouse, standing proudly since 1880, entices visitors to embrace its rich history and scenic charm. Nestled on the picturesque sands of Chatham, this iconic beacon offers a perfect spot for photography and painting, with its striking contrast against the blue sea and sky.

Visitors can delight in a peaceful walk along the sandy path leading to the lighthouse. This flat, two-mile trail offers stunning coastline views and is ideal for a peaceful stroll or light jogging. For those who appreciate solitude, winter visits promise tranquility and wide-open spaces to explore. Don’t forget your camera; this spot offers some of the best views on Cape Cod, especially during the golden hour.

Harding Beach

Our Rating: 8.5/10

Harding Beach offers a perfect spot for family-friendly fun. Nestled on the bay side, its gentle waves and soft sands make it safe for swimming. Kids can splash around while parents set up cozy picnic spots. The large parking lot ensures easy access, so arriving with beach gear is hassle-free.

Visitors can enjoy long walks along the shore or play beach volleyball. The expansive beach area is ideal for flying kites or building sandcastles. For those seeking relaxation, sunbathing on the warm sand and listening to the rhythmic waves are inviting options. Make a day of it at Harding Beach for an unforgettable seaside experience.

Branches Grill and Cafe

Our Rating: 8.5/10

Branches Grill and Cafe offers a unique dining experience with its Caribbean-inspired dishes. This family-owned gem is just a mile from the ocean, making it a perfect stop after a day at the beach. Guests can enjoy a variety of flavorful dishes in a welcoming atmosphere.

The restaurant exudes local charm, capturing the essence of Cape Cod with a twist. It’s a spot where diners can savor vibrant tastes, whether dining in or picking up a meal along the scenic coastline. With its warm ambiance and delicious food, Branches Grill and Cafe provides a delightful culinary adventure in the heart of Chatham.

The Spa at Chatham Bars Inn

Our Rating: 9.0/10

The Spa at Chatham Bars Inn offers a luxurious getaway where guests can unwind. It is the only Forbes Four-Star spa on Cape Cod in a beautiful setting. The spa suites provide oversized hydrotherapy tubs and a calming vibe.

Visitors can enjoy a range of treatments inspired by seasonal themes. Relax in outdoor treatment cabanas nestled in a tranquil Zen Garden, or explore the indoor options featuring soothing therapies. Experience excellent service and attention to detail during your time at this spa. Whether indulging in a massage or reviving skin with a facial, this spa promises a rejuvenating experience.

Chatham Seaside Links

Our Rating: 8.5/10

Chatham Seaside Links is a charming golf course. Established in 1895, this historic course offers a delightful experience for locals and visitors. The course provides well-maintained greens and fairways, making it an appealing choice for golfers of all skill levels.

Beyond the gameplay, Chatham Seaside Links features stunning views of the Cape Cod landscape, enhancing the golfing experience. Enthusiasts can enjoy rental clubs, allowing for a spontaneous round on this picturesque course. Its convenient location near downtown Chatham and the beautiful Chatham Bars Inn makes it easily accessible for those exploring the area.

Kate Gould Park

Our Rating: 9.0/10

Kate Gould Park is a picturesque escape. Families can enjoy relaxing on the shaded benches under tall, whispering trees. It’s a perfect spot to unwind after exploring the bustling downtown.

A highlight of the park is the lively performances by the Chatham Band. With summer concerts dating back to 1945, these interactive shows invite everyone to tap their feet and join the fun. Whether you’re a local or a visitor, the charm of these musical evenings is hard to resist.

Chatham’s Main Street

Our Rating: 8.5/10

Chatham’s Main Street is a quintessential slice of Cape Cod charm. Visitors can explore boutique shops offering everything from high-quality crafts to unique clothing. As they stroll down the street, the delightful mix of historic and modern architecture creates a distinctive atmosphere. Food lovers will delight in the dining options along Main Street.

From cozy cafes to seafood restaurants, there is something to satisfy every palate. Street performers and local artists add a vibrant touch, making each visit feel like a unique discovery. Chatham’s Main Street is not just a place but an experience. Walkers can enjoy the stunning waterfront views while soaking in the lively ambiance unique to this historic New England town.

Chatham Art in the Park

Our Rating: 8.5/10

Chatham Art in the Park is a vibrant display of creativity. Set against the charming backdrop of Chatham’s scenic landscapes, this event invites locals and tourists to explore a variety of artistic expressions. Each piece of art is thoughtfully curated, showcasing the talent and inspiration of its creators.

Visitors will immerse themselves in colorful sculptures and interactive installations, each telling a unique story. As they stroll through, they can enjoy live demonstrations by artists, giving a glimpse into their creative processes. It’s a perfect spot for art lovers and curious minds alike. With every turn, something unexpected captures the imagination, making it a memorable addition to any Chatham visit.

Chatham Village Market

Our Rating: 8.5/10

Chatham Village Market is a delightful gem in the heart of Cape Cod. It opens from 7 AM to 8 PM and offers various local products and fresh produce. Visitors often rave about the market’s vibrant atmosphere and friendly staff.

A trip here promises a unique shopping experience. Alongside everyday essentials, the market features regional specialties. It’s the perfect spot to pick up a local treat or a bottle of wine to enjoy the Cape’s scenic views. Exploring its aisles is a fun adventure for food lovers. Its combination of charm and quality keeps locals and tourists returning repeatedly.

Maps of Antiquity

Our Rating: 8.5/10

Maps of Antiquity is a haven for map enthusiasts and history buffs alike. Nestled in a charming old Chatham farmhouse from the late 1700s, this shop offers a glimpse into the past through its impressive collection. Visitors can browse over 15,000 antique maps and prints, each with a story.

The store specializes in maps from the Northeast, making it a valuable resource for those keen on exploring regional history. Yet, its appeal is worldwide, with maps that cover distant lands and seas. Visitors may find anything from a quaint Cape Cod map to grand, historical nautical charts.

Veterans Field

Our Rating: 8.5/10

Veterans Field is a must-visit spot. Nestled in the heart of downtown, this historic baseball field has been a beloved local landmark since 1923. It is a tribute to veterans from World War I and all subsequent conflicts.

Visitors can catch a thrilling Cape Cod Baseball League game here, experiencing the excitement and passion of America’s pastime. The vibrant atmosphere pulls fans of all ages away from bustling Main Street shops. With the smell of popcorn in the air and the cheers of devoted fans, a visit to Veterans Field is not just a game—it’s a slice of authentic Cape Cod culture and community spirit.

Mac’s Chatham Fish & Lobster

Our Rating: 9.0/10

Nestled on Main Street, Mac’s Chatham Fish & Lobster is a seafood lover’s paradise. Known for its fresh, sustainably sourced seafood, this popular spot delights guests with delicious lobster rolls packed with succulent pieces.

Visitors can enjoy a lively atmosphere by choosing between indoor and outdoor seating. It’s perfect for a casual meal with friends or family. You can also opt for takeout if you’d rather enjoy your meal at one of Chatham’s picturesque beaches. The establishment is a true gem for anyone seeking a taste of Cape Cod’s renowned seafood offerings. Make sure to swing by for a delightful culinary experience.

Del Mar Bar & Bistro

Our Rating: 8.7/10

Del Mar Bar & Bistro is a must-visit spot for anyone exploring the area. Known for its fresh, local seafood and delicious bistro-style dishes, it offers a mix of flavors that delight visitors. The atmosphere inside is warm and inviting, making it perfect for an evening out.

Guests can enjoy dining on a charming patio, perfect for summer evenings. The large bar serves a variety of creative cocktails and features an impressive wine list. Dining here is not just about eating; it’s an experience that pairs well with the relaxed seaside vibe. Whether enjoying a casual meal or celebrating a special occasion, this spot is a local favorite that shouldn’t be missed.

Chatham Tides

Our Rating: 8.5/10

Nestled on the southern tip of Cape Cod, Chatham Tides offers a classic New England experience. With its picturesque beaches, visitors find themselves drawn to its sandy shores and gentle waves. Activities like sunbathing, swimming, and beachcombing are perfect for families and solo adventurers.

Whale-watching tours set sail from the nearby harbors, promising unforgettable encounters with majestic marine creatures. These excursions are a must for nature lovers, providing up-close views of whales in their natural habitat. The charm of Chatham Tides lies not just in its scenic views but also in the adventures that await at every turn.

Chatham Perk

Our Rating: 8.7/10

Chatham Perk is a cozy spot in the heart of North Chatham. Visitors can start their mornings here with a steaming cup of locally brewed coffee. The inviting atmosphere is perfect for enjoying breakfast or a quick snack.

Their extensive menu includes sandwiches and pastries ideal for a beach picnic. Whether you’re looking for a refreshing smoothie bowl or a hearty sandwich, there’s something to satisfy every craving. With its welcoming vibe, Chatham Perk has become a beloved meeting place. Visitors and locals gather here to enjoy good food and friendly company, making it a must-visit destination.

Ridgevale Beach

Our Rating: 9.0/10

Ridgevale Beach offers a perfect blend of sun, sand, and surf. Visitors can swim in the warm, calm waters, perfect for families. The beach is also great for building sandcastles with soft, white sand stretching along the shoreline.

For those who love a bit of adventure, the beach offers opportunities for kayaking. The gentle waves make it ideal for exploring the picturesque coastline. Just a short walk away, there are charming tidal pools full of tiny marine life to discover. Ridgevale Beach promises a delightful day by the sea for every beach lover.

Impudent Oyster Restaurant

Our Rating: 8.7/10

The Impudent Oyster beckons seafood lovers with its charmingly rustic ambiance. With over 40 years of serving fresh, local fare, this spot has become a beloved Cape Cod landmark. Its live-edge wood bar adds a touch of warmth, creating a lively setting for savoring delicious dishes.

Visitors can indulge in sumptuous seafood that captures the essence of New England. From creamy clam chowder to perfectly grilled fish, the menu offers a variety of flavors. Each dish celebrates the ocean’s bounty, artfully presented to delight the senses. The Impudent Oyster promises a memorable dining experience for lunch or dinner.

Chatham Inn Relais & Châteaux

Our Rating: 8.9/10

Chatham Inn Relais & Châteaux stands as a beacon of luxury on Cape Cod. This historic inn, dating back to the 19th century, blends classic charm with contemporary elegance. Visitors are greeted with sophisticated decor and the finest amenities. Fine dining here is an experience to savor. Guests can enjoy expertly crafted dishes that celebrate local flavors and ingredients. The inn also offers wine tastings, perfect for enhancing the gourmet experience.

Its location is ideal for exploration. Whether guests venture to nearby museums or stroll through picturesque coastal paths, the inn is the perfect gateway to Chatham’s many attractions. The comfort and luxury of Chatham Inn provide an unforgettable base for any Cape Cod adventure.

Chatham Farmers Market

Our Rating: 8.5/10

The Chatham Farmers Market offers a delightful journey for those who love fresh, local produce. Every Tuesday from 3 PM to 6 PM, visitors can explore various stalls bursting with seasonal fruits, vegetables, and handmade goods. The market is located at Rte 28/137, charmingly set against the backdrop of Our Lady Of Grace Catholic Church.

Farmers and artisans from around the region come together to showcase their best products. The market is not just about food; it’s a cultural hub where visitors can enjoy live music, purchase handcrafted items, and soak in the lively atmosphere. It’s an essential stop for anyone.

Chatham Labyrinth

Our Rating: 8.5/10

The Labyrinth offers a peaceful escape and a chance to reflect. Designed as an 11-circuit medieval replica, it mirrors the famous labyrinth in Chartres Cathedral, France. Visitors enjoy a serene walk, appreciating harmony in the intricate paths and tranquil surroundings.

This attraction is about more than just walking. Many come here for meditation, allowing the calming environment to inspire introspection. The labyrinth blends history, art, and spirituality, making it a unique stop. It’s a place where time seems to slow down, allowing visitors to soak in peace and beauty.

Expressions Gallery

Our Rating: 8.5/10

Expressions Gallery is a captivating spot for art lovers. Nestled on Main Street, it showcases Steven Koppel’s stunning coastal photography. Visitors can admire fine art pieces that capture the essence of Cape Cod’s landscapes.

The gallery provides a serene environment to explore the intricate details captured in each photograph. Guests often find themselves lost in the beauty of the shorelines and sunsets. It’s an ideal place to seek inspiration or enjoy a quiet afternoon.

Chatham Wine Bar

Our Rating: 8.5/10

The Chatham Wine Bar offers a cozy and elegant atmosphere for wine lovers. Known for its impressive selection of local and international wines, it promises a delightful evening in a casually sophisticated setting. Visitors can savor wines by the glass alongside elegant small plates.

The menu is crafted with global flavors and local ingredients, ensuring a unique culinary experience. The Chef’s Tasting Menu is a highlight, offering a journey through exquisite flavors and pairings. Whether enjoying a romantic evening or a casual gathering, Chatham Wine Bar delivers a memorable experience. Its inviting ambiance makes it an essential stop.

Eastward Ho!

Our Rating: 8.7/10

Eastward Ho! is a captivating links-style golf course. Designed by William Herbert Fowler, this course takes players on a scenic journey with stunning views of the surrounding landscape. Golf enthusiasts can enjoy the challenge of its rolling terrain and open vistas, making it an unforgettable experience for both seasoned players and newcomers.

The course’s historical design harks back to the classic links courses of Scotland, offering a unique blend of heritage and natural beauty. Visitors can take in the crisp, coastal air as they navigate the fairways, surrounded by lush greens and breathtaking seascapes. It’s not just a round of golf; it’s an adventure through time and nature.

Cuvée at Chatham Inn

Our Rating: 8.9/10

Cuvée at Chatham Inn promises an exceptional dining experience in the heart of Chatham. Visitors can savor elegant small plates crafted from locally sourced ingredients. The menu offers three or four-course options and a Chef’s Tasting Menu inspired by global flavors.

The atmosphere is casually sophisticated, with wines by the glass enhancing the culinary journey. Established in 2015, Cuvée offers a refined escape for food lovers. Whether you’re a local or a traveler passing through, visiting Cuvée is a chance to indulge in a truly memorable dining experience.

Pleasant Bay Village Resort

Our Rating: 8.5/10

Nestled in the heart of Cape Cod, Pleasant Bay Village Resort offers a tranquil oasis for visitors. Guests can enjoy a serene landscape with award-winning gardens, a heated pool, and a relaxing hot tub. It’s an ideal spot for families or anyone wanting a peaceful retreat.

Food lovers can explore nearby dining spots like Elwoods Raw Bars for fresh seafood treats or Del Mar Bistro for a lively atmosphere. Each destination provides a unique taste of Chatham’s culinary scene, making the area around the resort perfect for food enthusiasts.

Each moment promises a unique discovery as you explore Chatham’s diverse offerings, from historical sites to beachside escapes. Whether indulging in local cuisine or strolling through charming downtown streets, Chatham ensures your visit is filled with memorable experiences.