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Mackinac Island Grand Hotel

Inspiration Theme:
Back in Time

When you want to escape to a new place and time!

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Mackinac Island, MI

Vibe: No cars, Victorian vibes, frozen-in-time

Best Season: Summer to early Fall (June–October)

3 Things to Do:

  • Ride a horse-drawn carriage through town and to the Grand Hote
  • Visit Fort Mackinac and watch live reenactments
  • Stroll or bike around the island with views of 19th-century cottages

Quick Links

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Fort Mackinac
Grand Hotel

Colonial Williamsburg, Virginia

Vibe: Revolutionary-era immersive town, educational + quaint

Best Season: Spring or Fall

3 Things to Do:

  • Explore the living history museum with costumed interpreters
  • Dine at a tavern serving colonial recipes
  • Tour historic trades workshops (blacksmith, printmaker, apothecary)

 

Quick Links

Tripadvisor
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Tours by Locals
Lonely Planet
Booking.com

Savannah, GA

Vibe: Southern Gothic charm, mossy oaks, haunted history

Best Season: Spring or Fall

3 Things to Do:

  • Walk a self-guided historic square tour
  • Take a ghost tour or cemetery walk
  • Visit Old Fort Jackson or Wormsloe Historic Site

 

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

St. Augustine, FL

Vibe: Old-world Spanish colonial, tropical + historic

Best Season: Winter or Spring

3 Things to Do:

  • Tour the Castillo de San Marcos, a 17th-century fortress
  • Wander Aviles Street, the oldest street in the U.S.
  • Take a historic trolley or walking tour through the old town

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Deadwood, SD

Vibe: Wild West revival, saloons and legends

Best Season: Summer (for shows and reenactments)

3 Things to Do:

  • Watch Old West shootout reenactments
  • Visit Mount Moriah Cemetery, where Wild Bill Hickok is buried
  • Explore the Adams Museum for frontier-era stories

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Newport, RI

Vibe: Gilded Age opulence, coastal heritage

Best Season: Summer to early Fall

3 Things to Do:

  • Tour the grand Newport Mansions like The Breakers and Marble House
  • Walk the Cliff Walk past historic estates
  • Explore Fort Adams or the Newport Historical Society

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Galena, IL

Vibe: 1800s Midwest time capsule, cute + walkable

Best Season: Fall (charming foliage and decor)

3 Things to Do:

  • Visit Ulysses S. Grant’s Home
  • Take a Main Street historic tour with restored storefronts
  • Explore the Galena History Museum

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Charleston, SC

Vibe: Southern elegance, antebellum architecture, layered history

Best Season: Spring or Fall

3 Things to Do:

  • Take a guided historic home tour
  • Walk the Battery and Rainbow Row with an audio guide
  • Visit Middleton Place or Magnolia Plantation

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Harpers Ferry, WV

Vibe: Civil War town where time stands still

Best Season: Fall (for color and cool air)

3 Things to Do:

  • Walk through the Harpers Ferry National Historical Park
  • Hike part of the Appalachian Trail that crosses through town
  • Visit John Brown’s Fort and Civil War sites

 

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

Mystic, Connecticut

Vibe: Nautical, 19th-century seaport feel

Best Season: Spring through Fall

3 Things to Do:

  • Explore Mystic Seaport Museum with tall ships and costumed interpreters
  • Tour the Charles W. Morgan, the last wooden whaleship
  • Visit Olde Mistick Village for old-fashioned shops and treats

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
Booking.com

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