Autumn's Embrace: Luxury Escapes in Massachusetts

Annabella Pardo

Welcome to a world of autumnal elegance and New England charm with our exclusive guide. As the vibrant foliage blankets the picturesque landscapes and the crisp, invigorating air sweeps through the historic streets, Massachusetts beckons discerning travelers seeking a luxurious autumn escape.

In this enchanting journey, we'll transport you to remarkable destinations that epitomize the essence of opulence: the Sherburne Inn, an exquisite gem within the Nantucket Resort Collection, and 'Vela Seaport' the renowned culinary haven nestled within YOTEL Boston.

When it comes to transportation, let Blacklane luxury car service be your chariot through the city, where professionalism and comfort blend seamlessly for a truly premium experience.

Photo via @blacklane

Boston, New England’s largest and most well-known city, is a center of history, culture, and higher learning, as well as one of the most important seaports and economic hubs in the United States. As many business travelers know, getting around such a city quickly and comfortably is essential, particularly when you’re in town for a conference or meeting. Traveling with a large party or have a special request for the type of vehicle you’d prefer? Blacklane's car service in Boston can accommodate your travel needs with its wide range of car sizes and class options.

Prepare to immerse yourself in the epitome of luxury, where splendid accommodations, delectable dining, and the stunning autumnal scenery of Massachusetts intertwine to create an unforgettable fall experience.

Photo via @nantucketresort

Fall is an ideal time to visit Nantucket as the crowds have gone, the weather is crisp, and travelers can enjoy off season rates. Travelers will find charming accommodations at the Nantucket Resort Collection, a collection of three quaint bed and breakfasts located in the heart of Old Town. For dining out we recommend the nearby famous ‘Brotherhood of Thieves’ , the delicious ‘The Rose and Crown’, and the creative ‘Lemon Press’.

Guests can enjoy sophisticated comfort and a new honesty library, perfect for a fall beach read, in the storied Sherburne Inn, appealing pet-friendly accommodations through the ‘VIP (Very Important Pet) Program’ in Regatta Inn, the #1 rated bed and breakfast on Nantucket, and endearing classic design with hints of edginess in Chapman House.

The Sherburne Inn has been welcoming guests to Nantucket for over 140 years. They offer outstanding comfort, service and convenience.

Tucked away in a quiet corner of Nantucket’s historic downtown on a narrow one-way street, they’re ideally located just a few minutes’ walk from the ferry terminal docks and Nantucket’s famous “Main Street”.

Sherburne Garden Suite

A private entrance located on the first floor of The Sherburne Inn leads you to The Garden Suite at Sherburne Inn.

A separate living room features a queen-size sleeper sofa, the bedroom features one queen size bed, one bathroom off the bedroom features a stand-up subway tile and glass shower, and single vanity.

Sherburne Deluxe & Standard Kings

Their largest rooms are their three king rooms. Each features a beautiful, antique headboard or four post bed, complemented by at least one reading chair, and a full closet.

The multiple windows overlook their garden or lovely neighborhood. Their deluxe kings offer larger bathrooms with tubs and showers, while their more economical standard king room offers a smaller bathroom with shower.

Photo via @velaseaport

Named for the constellation in the shape of a ship's sail, Vela Seaport greets guests with expansive windows and wind-like floor-to-ceiling curtains. Once seated, Executive Chef Guara Pimenta takes guests on a culinary adventure that explores cuisines from around the world.

Located directly on Seaport Boulevard, Vela Seaport at YOTEL Boston is immersed in the buzzy Seaport scene with indoor and outdoor spaces fitting for enjoyable meals and craft cocktails with a side of people watching.

Photo via @Kyte

But the adventure doesn't end there. We invite you to embrace the allure of the open road and journey from Boston to Pittsfield in Western Massachusetts, where 'Kyte' rental service offers the keys to a fleet of premium Audi Q3s in Boston, ensuring a stylish and comfortable road trip. As you explore Pittsfield, you'll discover not one but two exceptional restaurants that promise to elevate your culinary experience. Join us as we unravel the flavors of Massachusetts in the crisp embrace of autumn.

District Kitchen & Bar, nestled amidst the bucolic Berkshire Hills, serves modern American food, rotating craft beer, innovative house cocktails, and excellent wine. The surrounding region boasts a rich food and agricultural culture of which the restaurant takes full advantage by offering an ever-changing seasonal menu showcasing locally sourced ingredients. District takes food seriously, preparing all food in-house and to-order according to the whims of the culinary team.

With Trattoria Rustica, Davide Manzo has created an authentic Italian experience in the Berkshires: from the decor, built with his own hands, to the artful preparation of “Antichi Sapori”, the ancient flavors of Pompeii. He is passionate about his homeland, his culture and traditions.

As a child, Davide made the tragic “old city” of Pompeii his playground. It was there that he began his lifelong fascination with ancient myths and history. This experience combined with the strong influence of his grandmother and grandfather, who owned and operated a trattoria on the Amalfi Coast, was the basis for his present endeavor.


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Best Hotels To Stay At In Nantucket

By Shaunna Redman

Fabulous beaches, beautiful surroundings, and a relaxing sea breeze are what make Nantucket an amazing place to stay for a few days. These places to stay will make your visit to Nantucket even more amazing and relaxing. Here are our top choices for places to stay in Nantucket.

White Elephant Resort/Village

Photo by: @notenoughangers on Instagram

Photo by: @notenoughangers on Instagram

The White Elephant Resort/Village gives you the comforts of home, while providing you the luxury you want while on vacation. The White Elephant offers hotel rooms, suites, cottages, and lofts that all come with complimentary bicycles to use during your stay at either the resort or village, and a shuttle to the beach if staying at the resort. You can also enjoy dining in a casual setting at the resort restaurant, so you can start your morning with The Nantucket omelet: crab, shrimp, lobster, asparagus, tomato and herbs, and end your day with a 16oz. prime aged ribeye. The White Elephant resort also offers port and cheese daily in the library. Prices to stay start at $765 a night.

Century House

Photo by: @centuryhousenantucket on Instagram

Photo by: @centuryhousenantucket on Instagram

If you’re looking for a cozy place with some history to it, then Century House is the place for you. Century House is a bed and breakfast run out the mansion that was built for Captain Robert Calder in 1833. The mansion has 13 different rooms all with their own unique interior design. Century House offers a wrap-around veranda, garden, and patio you can sit at and enjoy the lovely sea breeze and your breakfast. The breakfast is served daily from 8:00 AM to 10:00 AM and has a wide variety from slow cooked Irish oatmeal to imported French jellies and jams.

21 Broad

Photo by: @nantucketblackbook on Instagram

Photo by: @nantucketblackbook on Instagram

For a more modern take to the traditional feel of Nantucket, 21 Broad has a lot to offer. 21 Broad brings interaction to the community by offering guests an Instagram scavenger hunt with prizes (because who doesn’t like prizes). You can also enjoy using a complimentary IPad during your stay as well as an inroom smart TV, outdoor deck with firepit, and guest lounge complete with a  vinyl turntable and game table. A small plate breakfast is also included with your stay and offers a variety of items you can try. 21 Broad has 27 rooms ranging in price starting at $129 to $689.

Brass Lantern Inn

Photo by: @selectregistry on Instagram

Photo by: @selectregistry on Instagram

If you’re bringing along your furry friend, the Brass Lantern Inn is the best bed and breakfast for both you and your pet. At the Brass Lantern Inn, no two rooms are exactly alike, and if your pet comes along you’ll both find yourselves enjoying the views. Upon arrival at the Brass Lantern Inn, your pet will get a treat, the perfect sized bed with or without a crate, food and water bowls, and a beach towel. You can also enjoy the large breakfast spread that is available complete with muffins, scones, homemade granola, yogurt, and fresh fruit. There is also a garden and a patio you and your pet can sit in and enjoy taking in all the lovely scenery Nantucket has to offer. Prices for the Brass Lantern Inn range starting at $145 to $295 depending on the season.

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