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Summer Road Trips & Nearby Getaways: Boston

Summer is almost here! To help you plan, we're bringing you the second installment of our Summer 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 $325

Inn at Hastings Park

Historic Heritage Meets Contemporary Chic

from $173

Gurney's Newport Resort & Marina

Island Idyll

from $242

The Vanderbilt

Waterfront Splendor

from $538

The Chanler At Cliff Walk

Icon on the Sea

from $215

Cliff House Maine

Seafront Legend

from $363

Wequassett Resort and Golf Club

Seafront Stunner

from $232

Chatham Bars Inn

Seafront Stunner

from $284

White Barn Inn

New England tradition paired with modern luxury

from $530

Ocean House

A blend of modern luxury and Victorian charm

from $213

White Elephant

A preppy classic

from $286

The Wauwinet

Luxury oceanfront refuge

from $226

Inn By The Sea

Coastal Classic

from $534


An Opulent Mansion

from $118

Woodstock Inn & Resort

To the Manor Born

from $1031

Canyon Ranch Lenox

Storied Celeb Spa

from $560


Storybook Retreat

from $655


Estate of Mind

from $1855

Twin Farms

Abundant Romance

from $140

The Mayflower Hotel

Distinctive DC landmark

from $331


Estate of Bliss

from $482

Harbor View Hotel

An iconic getaway, freshly revamped

from $392

Nonantum Resort

Family Friendly Fun

from $312

Tides Beach Club

The Star of Golden Rocks Beach

from $189

Hotel Vermont

Scandinavian style near Lake Champlain

from $128

Omni Parker House

A historic hotel with a modern twist

from $331

The Old Inn On The Green

A historic inn with acclaimed dining

from $236

Omni Mount Washington Resort

Spanish Renaissance in New Hampshire

from $153

Inns Of Aurora

A quaint escape overlooking Cayuga Lake