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This summer we’re all about road trips! Whether your road trip is your primary summer vacation or a fun filler between other trips, we’ve got some great ideas for you. We’ve already shared some of our favorite in-state vacation spots. Now we’re highlighting a few of our out-of-state faves, including dazzling (and drivable!) destinations in Vermont, Maine, Massachusetts, Connecticut, Rhode Island, and Maryland:

*** VERY IMPORTANT ** Before you plan, please be sure to check state tourism sites and CDC about COVID-19 restrictions and quarantine guidelines in each state. Please note all driving distances are estimated and not guaranteed. Also, please check all venues listed here and restaurants for opening and closings due to COVID. Questions? email me at for any questions or planning help!


A two-hour drive away, Connecticut offers some of the country’s most idyllic countryside, including stunning shorelines, awe-inspiring waterfalls, jaw-dropping nature, historic sites, and more. Our favorite spot to stay is the Mayflower Inn.


In a little more than three hours, you could be relaxing at one of our favorite hotels in Rhode Island, enjoying the stunning scenery, quaint farms, unparalleled waterfronts, and sunsets you won’t soon forget. Depending on what you’re looking for, there are several amazing places to take it all in, including:

Ocean House (In Watchhouse)

The Atwater (In Newport)

The Chanler (In Newport)

Vanderbilt Auberge (In Newport)

Castle Hill Inn (In Newport)


In three hours you could also be in the Berkshires, often referred to as New England’s premier summer spot. Enjoy quiet, scenic countryside, excellent shopping, fine dining, culture, art, and charming lodgings including the Miraval Berkshires and the Canyon Ranch Lenox.

Or you can make the trip to Martha’s Vineyard in just around five hours. Cross Vineyard Sound on the ferry, breathe in fresh ocean breezes, and soak up the sun-sparkled water as you prepare to leave the city—and your worries—behind at the Harbor View Hotel.

Nantucket means “the far away land” but you can be there in about seven hours, enjoying heathlands, cranberry bogs, salt marshes, lighthouses, and soft sand beaches. Soak it all in from one of the charming options below:


There’s nothing quite like summering in Vermont. Enjoy acres of wildflowers, meandering trails, and picturesque landscapes from the Twin Farms or Kimpton Taconic, both between a four and five-hour drive from the city.


Five hours from the city you’ll find two of our favorite places to relax in Maine, the Cliff House and The Press Hotel. Both offer the beauty we’ve come to expect from The Pine Tree State, including rugged, rocky shorelines, wooded forests, endless lakes, wilderness trails, and, of course, lobster.


Perched across the Chesapeake Bay, just a four-hour drive from the city, you’ll find the Inn at Perry Cabin, one of the most luxurious resorts on Maryland’s Eastern Shore. From the Bay to Miles River, world-famous golf courses, tennis, sailing, and more, it’s easy to make the most of your time away.

With so many options just hours away, you can’t go wrong with a relaxing summer road trip. Plan your trip today—Odellia can help!

Email for any help or questions for a full road trip itinerary today!

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