Pre-Holiday Season on Nantucket

With Thanksgiving just a few weeks away, the festive spirit of the holiday season is upon us, ushering in a new atmosphere on Nantucket. The first signs of winter are starting to show around the cobblestone-paved Main Street…

Reasons to Visit Nantucket This Fall

As the leaves start changing and the brisk autumn breeze starts to make its way to the island, Nantucket becomes the perfect retreat for anyone looking to relax and escape to cozy New England. There is still plenty to do on the island – so pack a few sweaters and a light jacket and come enjoy a side of Nantucket that few people get to see!

Fall on Nantucket

While it is starting to feel like summer is coming to an end, there is so much to look forward to on Nantucket. Fall might well be the best time to plan a getaway to the island, especially for those who are a bit crowd-averse…

The Best Way to Summer on Nantucket: Midweek Stays & Exploring The Island’s Best Beaches

It’s officially peak season on Nantucket, which means the island is bustling with visitors and weekenders coming from all corners of the Northeast and beyond. We at Hotel Pippa love the vibrant atmosphere of summer on Nantucket, walking the busy Main Street or seeing guests enjoy the island’s many stunning beaches and dreamy sunsets.

It’s Festival Season on Nantucket

As if you needed more reasons to plan a getaway to Nantucket, the summer season is packed with festivals that are not to be missed. Throughout the month of June and July, the island bustles with multi-day events that celebrate food, arts and entertainment, wellness, nature and local traditions. So grab your friends and family members, book your stay at Hotel Pippa and check out this exhaustive list of our favorite festivals…

Memorial Day on Nantucket

Are you ready to kick off the summer season this upcoming Memorial Day Weekend? We, at Hotel Pippa, are excited for the months to come and thrilled to welcome guests for high season on Nantucket. We still have a few rooms available for the holiday weekend – three days of sailing races, strolls on the beach, on-island explorations, delicious local meals, and fun activities.

Spring on Nantucket

After a long New England winter, there is no better spring escape than a trip to Nantucket. A getaway to the charming island that Hotel Pippa calls home guarantees an idyllic break from daily life, blissful temperatures, festive events, and affordable rates.

Celebrating Spring Awakening with Daffodil Weekend

A true Nantucket tradition, the 45th Annual Chamber Daffodil Festival will take place throughout the island April 26-28, 2019. Now is the time to book your stay at Hotel Pippa, located steps from downtown Nantucket and all the excitement of the flower festival.

Winter Weekend on Nantucket

There are countless reasons to plan a winter weekend on Nantucket – the winter season is the perfect time to fully unplug, enjoy the snow-covered streets, stroll the island’s empty yet stunning beaches and pay a visit to the many businesses open year-round. With daily flights on Cape Air and ferries running from/to Hyannis multiple times a day, the island is easily accessible yet peacefully quiet and exceptionally affordable.

A Time-Honored Tradition – Christmas Stroll on Nantucket

There is no better way to get into the holiday spirit than to book a trip to Nantucket for Christmas Stroll. Now in its 45th year, the special weekend brings a uniquely festive atmosphere to the island from November 30 to December 2. It is also the perfect occasion to create memories that will last a lifetime… and get a head start on holiday shopping in a merry environment.

Thanksgiving and Christmas Tree Lighting

While it is starting to feel like summer is coming to an end, there is so much to look forward to on Nantucket. Fall might well be the best time to plan a getaway to the island, especially for those who are a bit crowd-averse.

Exploring Nantucket Beaches

One of the “Best Islands in the World,” Nantucket is dubbed The Faraway Land and known the world over for its charming cobblestone streets, rich history, beautiful gardens and rugged nature. The heart of Nantucket is idyllic Main Street, a beautiful thoroughfare where remarkably preserved 18th and 19th-century architecture coexists, along with shady streets and walking paths, shops, galleries, museums, theaters, bed & breakfasts, and restaurants.