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Road Trips & Nearby Getaways: New England & the Northeast

To help you plan an epic road trip, we're bringing you the second installment of our Road Trip Series. Here are our top picks for getaways within driving distance of Beantown. Make a playlist, grab some snacks, and hop in the car. It's Road Trip time!

from $397(USD)

Wequassett Resort and Golf Club

Seafront Stunner

from $342(USD)

Chatham Bars Inn

Seafront Stunner

from $414(USD)

White Barn Inn

New England tradition paired with modern luxury

from $541(USD)

Ocean House

A blend of modern luxury and Victorian charm

from $263(USD)

White Elephant

A preppy classic

from $1166(USD)

Miraval Berkshires Resort Spa

Lush Retreat

from $269(USD)

Inn at Hastings Park

Historic Hideaway

from $273(USD)

Gurney's Newport Resort & Marina

Island Idyll

from $325(USD)

The Vanderbilt

Waterfront Splendor

from $605(USD)

The Chanler At Cliff Walk

Icon on the Sea

from $307(USD)

Cliff House Maine

Seafront Legend

from $325(USD)

The Wauwinet

Luxury oceanfront refuge

from $277(USD)

Inn By The Sea

Coastal Classic

from $608(USD)


An Opulent Mansion

from $248(USD)

Woodstock Inn & Resort

To the Manor Born

from $1235(USD)

Canyon Ranch Lenox

Storied Celeb Spa

from $764(USD)


Storybook Retreat

from $569(USD)


Estate of Mind

from $2182(USD)

Twin Farms

Abundant Romance

from $793(USD)

Mayflower Inn & Spa

To The Manor Born

from $333(USD)


Estate of Bliss

from $236(USD)

Harbor View Hotel

Storied Legend

from $189(USD)

Hotel Vermont

Modern Magic

from $285(USD)

Omni Mount Washington Resort

Spanish Renaissance in New Hampshire

from $331(USD)

The Old Inn On The Green

A historic inn with acclaimed dining

from $478(USD)

Gurney's Montauk Resort & Seawater Spa

Hip in the Hamptons

from $704(USD)

Gurneys Star Island Resort & Marina

Waterfront Stunner