Pennsylvania

10 days

The Classic Pennsylvania Loop

Route: A circular drive taking in Pennsylvania's iconic landscapes, gateway towns, and signature stays.

Our most-requested itinerary for first-time visitors to Pennsylvania — a balance of headline sights and quiet, off-grid retreats.

7 days

Pennsylvania Hidden Corners

Route: Lesser-known back roads, working ranches, and locally-owned inns across Pennsylvania.

Designed with our regional partners for travellers who have already seen the postcards and want the unfiltered version.

15 days · Chicago loop

The Great Lakes

Route: Chicago → Milwaukee → Green Bay → Hiawatha National Forest → St. Ignace → Mackinac Island → Traverse City → Detroit → Toronto → Niagara Falls → Cleveland → Chicago

A grand circuit of four Great Lakes — Chicago's skyline, Milwaukee's brewing heritage, Lambeau Field, Michigan's Upper Peninsula, the timeless resort island of Mackinac, the Motor City, Toronto, the mighty Niagara Falls and Cleveland's rock 'n' roll waterfront, before returning to Chicago via Indiana Dunes.

• •Chicago — Willis Tower, 360 CHICAGO, Cloud Gate, the Lakefront & Navy Pier
• •Milwaukee — Harley-Davidson Museum, Milwaukee Art Museum & brewery tours
• •Green Bay — Lambeau Field, National Railroad Museum & Bay Beach Wildlife Sanctuary
• •Hiawatha National Forest & St. Ignace — Gateway to the Upper Peninsula on Lake Huron
• •Mackinac Island — Fort Mackinac, the Grand Hotel & 70 miles of car-free trails
• •Traverse City & Petoskey — Mackinac Bridge crossing & cherry country
• •Detroit — The Henry Ford, Ford Piquette Plant, Motown studio & the Riverwalk
• •Toronto — CN Tower, Royal Ontario Museum, Distillery District & Toronto Islands
• •Niagara Falls — Skylon Tower, Journey Behind the Falls & nightly illumination
• •Presque Isle State Park & Cleveland — Lake Erie shoreline, Rock & Roll Hall of Fame & Great Lakes Science Center
• •Indiana Dunes National Lakeshore en route back to Chicago

8 days · escorted · New York to Philadelphia

Guided Tour: Great Eastern Cities

Route: New York City → Finger Lakes → Niagara Falls → Pennsylvania Dutch Country → Gettysburg → Washington D.C. → Philadelphia → New York City

An ATI-escorted small-group tour with a professional Tour Director — Manhattan sightseeing, Finger Lakes wine tasting at Watkins Glen, the Canadian side of Niagara Falls, Amish country, the Gettysburg Civil War battlefield, the monuments of Washington D.C. and Independence Hall in Philadelphia.

• •New York City — Times Square, Central Park & a Manhattan city tour
• •Finger Lakes — Lake Seneca and wine tasting in Watkins Glen
• •Niagara Falls — the Canadian side, Hornblower Cruises (optional) & Table Rock
• •Pennsylvania Dutch Country — Amish heritage and the Susquehanna River
• •Gettysburg National Military Park — the most decisive battle of the Civil War
• •Washington D.C. — Capitol, Lincoln Memorial, White House, Arlington & the Smithsonian
• •Philadelphia — Independence Hall, the Liberty Bell & the City of Brotherly Love

4 days · ideal twin with a Philadelphia city break

The Countryside of Philadelphia: Shopping Destinations

Route: Philadelphia Premium Outlets → King of Prussia → Kennett Square → Chadds Ford → Ardmore → Skippack & Keswick Villages

A four-day shopping-led escape into the countryside just beyond Philadelphia — tax-free outlet shopping, the largest mall in the USA, antique trails, Brandywine Valley wine tasting and the boutique Main Line villages. Pairs perfectly with two or three nights in Center City Philadelphia for Independence Hall, the Liberty Bell and the Philadelphia Museum of Art before heading out to the Countryside.

• •Day 1 — Philadelphia Premium Outlets (open-air, tax-free clothing & shoes) and the iconic King of Prussia Mall, the largest retail space in the USA with 450+ stores including Nordstrom, Bloomingdale's, Tiffany & Co. and Christian Louboutin; lunch or dinner at the King of Prussia Town Center (Davio's, Fogo de Chão, Founding Farmers, Mission BBQ)
• •Day 2 — Downtown Kennett Square, the 'Mushroom Capital of the World': Philter coffee, State Street boutiques and galleries, The Mushroom Cap, antique shops across the Brandywine Valley, a wine tasting at Chaddsford Winery and lunch at Ardmore Farmers Market
• •Day 3 — Suburban Square in Ardmore, an upscale outdoor shopping centre and one of the Main Line's premier retail and dining destinations
• •Day 4 — Main Street shopping from Ambler to Pottstown, Phoenixville and West Chester; the Tudor-style Keswick Village (Humpty's Dumplings) and the boutique-lined Skippack Village
• •Twin with: 2–3 nights in Center City Philadelphia for Independence Hall, the Liberty Bell, Reading Terminal Market and the 'Rocky steps' at the Philadelphia Museum of Art

3 days · ideal twin with a Philadelphia city break

The Countryside of Philadelphia: Historical Finds

Route: Brandywine Battlefield → West Chester → Paoli → Historic Trappe → Valley Forge → Audubon → Hatboro → Bryn Athyn

A three-day Revolutionary War and colonial-history self-drive through the countryside just beyond Philadelphia — Brandywine and Paoli battlefields, George Washington's winter encampment at Valley Forge, 18th-century taverns and the Bryn Athyn National Historic Landmark District. Pairs beautifully with two or three nights in Philadelphia itself for Independence Hall, the Liberty Bell and the Museum of the American Revolution.

• •Day 1 — Brandywine Battlefield (the largest engagement of the Revolutionary War, 11 September 1777); lunch in historic downtown West Chester with a Battle of Brandywine-themed pint at Artillery Brewing Company; a self-guided tour of Paoli Battlefield Historical Park
• •Day 2 — Historic Trappe (founded 1717: Henry Muhlenberg House, the Speaker's House and Dewees Tavern); dinner at the 1746 Black Powder Tavern; the 10-mile driving loop of Valley Forge National Historical Park (Washington's Headquarters, the National Memorial Arch, Steuben Statue and Washington Memorial Chapel); the John James Audubon Center
• •Day 3 — breakfast at the retro Daddypops Diner in Hatboro; a full day in the Bryn Athyn Historic District National Historic Landmark — Glencairn Museum, Cairncrest, Cairnwood Mansion and Bryn Athyn Cathedral
• •Twin with: 2–3 nights in Center City Philadelphia for Independence Hall, the Liberty Bell, the Museum of the American Revolution and Old City — bookending the countryside drive with the city where independence was declared