A Weekend in Eastham: Two Days of Beaches, Eats, and Cape Cod Charm

Famous for its homemade donuts and hearty breakfast options, Hole in One is a go-to spot for breakfast lovers in Eastham. The “Hole in One” special, which includes eggs, home fries, and your choice of bakery items, is a favorite. The bakery offers a cozy setting with a welcoming staff, making it ideal for both dine-in and take-out. It’s open year-round, so you can enjoy their fresh baked goods any time of year.

Fairway is a beloved staple in Eastham, known for its all-day breakfast and classic pizzas. The corned beef hash and eggs, as well as the crabcake eggs benedict, are highly praised by customers who know what's what. With a casual, family-friendly vibe, it’s perfect for large groups or low-key meals. The restaurant is open year-round, making it a reliable option for both locals and tourists outside of peak season.

Nauset Beach is one of the most iconic beaches on Cape Cod, stretching along the Atlantic with powerful surf and beautiful sandy shores. It's a great spot for swimming, boogie boarding, and even surfing, though the waters can be rough. The beach is part of the Cape Cod National Seashore, offering vast, unspoiled views. Parking is available, but during the summer, it's recommenc. V io arrive early or use the shuttle service, as the lot fills up quickly.

As mentioned on an episode of Plan Bri Uncut - Arnold’s is one of THE Cape Cod institutions, famous for its lobster rolls, fried clams, and ice cream. This casual seafood shack offers outdoor seating and a lively atmosphere, especially during the peak summer months. The portions are generous, and the fried seafood options are consistently recommended by diners. Arnold’s is a seasonal restaurant, open during the summer​.

Known for its welcoming atmosphere, the Brickhouse serves American fare with an emphasis on seafood. Lobster rolls and clam chowder are among the most raved-about dishes on the menu. The portions are generous, and the food is fresh, making it a solid stop for dinner with friends or family. The restaurant has a casual, local vibe. Brickhouse is open seasonally, so be sure to check availability if you’re visiting outside of summer​.

This gastropub is known for its lively atmosphere and creative takes on pub food. With a solid range of options from seafood to burgers, the fried calamari is a particularly popular order. It’s a great spot for casual dining and grabbing a drink. Local Break is typically open year-round, making it a staple for both summer visitors and year-round residents.

A quintessential Cape Cod spot, Friendly Fisherman offers fresh seafood that you can buy from the market or enjoy in their restaurant. The lobster roll is a standout dish, known for its generous portion and classic preparation. It’s a casual, laid-back spot perfect for seafood lovers. Like many Cape Cod eateries, Friendly Fisherman is open seasonally, primarily during the summer.

This historic beach, where the Pilgrims first met Native Americans, features warm, calm waters and is ideal for families. It's particularly beautiful at low tide when the flats are exposed. Parking is somewhat ample, but the beach does get crowded, especially during the summer.

Often considered a hidden gem, Dyer Prince Beach requires a bit of a walk through seagrass-lined paths to reach the shoreline. It's a tranquil spot, perfect for those seeking solitude. Parking is limited, which helps maintain its secluded feel.

Rock Harbor Beach is a popular spot for fishing and boating, with its famous sunset views over Cape Cod Bay. The beach itself is small but charming, often used as a launching point for fishing charters. It's also a great place to watch the boats return at the end of the day. The parking lot is small and tends to fill up quickly, especially during peak season, so plan to arrive early if you want a spot.

Sam’s Deli is known for its cozy, small-town atmosphere and excellent selection of sandwiches, cold cuts, and homemade salads. Regulars often highlight the deli’s friendly service and quality ingredients, making it a popular choice for a quick lunch or takeout meal. The market also features a variety of local products, from snacks to baked goods, offering a true taste of Eastham. Sam’s Deli is open year-round, maintaining a consistent local presence.

This family-friendly restaurant is known for its generously topped pizzas and large portions. Favorites include the Buffalo chicken pizza and Meat Lovers pizza, with many repeat visitors talking about the restaurant's value and tasty variety. The on-site arcade and mini-golf make it a hit with families, providing a casual and fun atmosphere. Red Barn is open seasonally, primarily during the summer.

This food truck-style eatery offers quick, satisfying meals with a focus on seafood, burgers, and sandwiches. They've recently added pizza to the menu and it's very good. The lobster roll and clam chowder are favorites among locals and visitors alike. The relaxed, outdoor dining experience makes it a great stop for a casual bite. It operates seasonally, catering to the summer crowd.

Cape Escape is an outdoor mini-golf course with a scenic Cape Cod theme, including ponds, bridges, and local landscaping. It's designed to provide family-friendly fun, offering challenges for all skill levels. Situated near downtown Orleans, it’s an ideal activity for both children and adults looking for leisurely entertainment. It typically operates seasonally, from late spring to early fall.

Basco Grill is a beloved casual spot serving hearty American favorites like burgers, sandwiches, and seafood. Their lobster roll and French Dip sandwich are of the most popular, along with the house-made Basco sauce for burgers. Customers appreciate the friendly service and generous portions at affordable prices. Basco Grill is open seasonally, providing a go-to option for both locals and tourists during the warmer months.