New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

5-day Culinary and Cultural Journey in Chatham, MA

5-day Culinary and Cultural Journey in Chatham, MA Itinerary

Last updated: 2024 Jun 14

Exploring Chatham's Charm and Cuisine

Morning
Begin your day with a delightful breakfast at Del Mar Bar & Bistro, where you can enjoy a fresh pastry and a cup of coffee. Afterward, take a self-guided audio tour of the Chatham Lighthouse, an iconic landmark offering stunning views of the coast.
Afternoon
For lunch, savor the catch of the day at Chatham Pier Fish Market. Spend your afternoon participating in the Chatham Scavenger Hunt, which will take you through the town's historic and scenic spots, providing a fun and informative experience.
Evening
As the sun sets, indulge in a gourmet dinner at Impudent Oyster, known for its creative seafood dishes. Afterward, take a leisurely stroll along Main Street Chatham, exploring the quaint shops and galleries.
Bedtime
Find amazing hotels in Chatham.

Cape Cod's Natural Beauty and Flavors

Morning
Enjoy a hearty breakfast at Pate's Restaurant, a local favorite. Then, set out on a self-drive audio tour to Barnstable Cape Cod, where you'll witness the picturesque landscapes and learn about the area's history.
Afternoon
For a midday bite, head to Wild Goose Tavern and try their signature sandwich. Afterward, take part in the Cape Cod Scavenger Hunt, exploring the hidden gems and scenic spots of the Cape.
Evening
Dine at Chatham Wine Bar & Restaurant, where you can enjoy a fine selection of wines with your meal. Cap off the evening with a serene walk at Cockle Cove Beach, listening to the gentle lapping of the waves.
Bedtime
Find amazing hotels in Chatham.

Historic Landmarks and Gourmet Delights

Morning
Start with a sumptuous breakfast at Bluefins Sushi & Sake Bar, offering a unique twist to your morning. Then, visit the Atwood House & Museum, immersing yourself in the history of Chatham and Cape Cod.
Afternoon
Lunch awaits at Vers Restaurant, where you can enjoy a sophisticated European-inspired meal. Spend your afternoon at the Chatham Railroad Museum, exploring the vintage trains and local railway history.
Evening
For dinner, return to The Squire, a Chatham institution known for its lively atmosphere and classic pub fare. Afterward, enjoy the live music and entertainment at the establishment's Squire Lounge.
Bedtime
Find amazing hotels in Chatham.

Tranquil Beaches and Epicurean Pursuits

Morning
Have a leisurely breakfast at Twenty Eight Atlantic, known for its elegant setting and gourmet offerings. Then, spend your morning at Monomoy National Wildlife Refuge, observing the diverse birdlife and pristine natural scenery.
Afternoon
Lunch can be enjoyed at The Talkative Pig, where you'll find a menu filled with inventive dishes. Post-lunch, take a relaxing walk at Ridgevale Beach, feeling the soft sand beneath your feet.
Evening
Conclude your day with a memorable dinner at The Impudent Oyster, revisiting this culinary gem for its exceptional seafood. Reflect on your journey as you enjoy the ambiance of the restaurant's intimate setting.
Bedtime
Find amazing hotels in Chatham.

Culinary Capstone and Coastal Farewell

Morning
Your final breakfast in Chatham can be savored at The Captain's Table Restaurant, offering a fitting maritime ambiance. Afterward, take a serene walk at Forest Beach, soaking in the tranquil coastal atmosphere.
Afternoon
For lunch, visit The Pheasant, where you can enjoy a meal in a charming setting. Spend your final afternoon in Chatham at Chatham Orpheum Theater, catching a film or live performance to round out your cultural experience.
Evening
As the sun sets on your journey, enjoy a farewell dinner at The Red Nun, where you can reminisce about your trip over casual pub fare. Raise a glass to the memories made and the flavors enjoyed in this charming coastal town.
Bedtime
Find amazing hotels in Chatham.

Top Massachusetts Travel Videos

Adjacent Cities

kayakFind the right stay during your trip.
Got a question about your trip?