13 days in Sleepy Hollow & Salem Itinerary
Created using Klarna Trips United States travel planner
Start: Billings
Fly to La Guardia Airport, Drive to Sleepy Hollow
1
Sleepy Hollow
— 4 nights
Drive
2
Salem
— 8 nights
Fly
End: Billings
Mon, Oct 21 - Sat, Nov 2
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Sleepy Hollow — 4 nights
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Go for a jaunt from Sleepy Hollow to Katonah to see John Jay Homestead about 34 minutes away.
To see other places to visit, photos, traveler tips, and tourist information, you can read our Sleepy Hollow trip tool.
Billings to Sleepy Hollow is an approximately 9.5-hour combination of flight and car. You can also drive. Due to the time zone difference, you'll lose 2 hours traveling from Billings to Sleepy Hollow. Traveling from Billings in October, plan for somewhat warmer nights in Sleepy Hollow, with lows around 49°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Salem.
more
To see other places to visit, photos, traveler tips, and tourist information, you can read our Sleepy Hollow trip tool.
Billings to Sleepy Hollow is an approximately 9.5-hour combination of flight and car. You can also drive. Due to the time zone difference, you'll lose 2 hours traveling from Billings to Sleepy Hollow. Traveling from Billings in October, plan for somewhat warmer nights in Sleepy Hollow, with lows around 49°F. Finish your sightseeing early on the 25th (Fri) to allow enough time to drive to Salem.
Side Trips
Croton on Hudson, Yorktown Heights, Rockefeller State Park Preserve, Hook Mountain State Park, Kensico Dam Plaza
Find places to stay Oct 21 — 25:
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with best proximity to your trip
Highlights from your trip
Salem — 8 nights
©
Witch City
Venture out of the city with trips to Rockport (Bearskin Neck & Motif Number 1), Fishermen's Memorial Monument (in Gloucester) and Concord (The Wayside, Louisa May Alcott's Orchard House, &more). And it doesn't end there: admire the masterpieces at Peabody Essex Museum, walk around Salem Witch Trials Memorial, examine the collection at Gallows Hill Museum/Theatre, and stop by Crow Haven Corner.
Plan trip to Salem with our itinerary maker to find out where to go and what to do.
Traveling by car from Sleepy Hollow to Salem takes 4 hours. October in Salem sees daily highs of 64°F and lows of 45°F at night. Finish up your sightseeing early on the 2nd (Sat) so you can catch the flight back home.
more
Plan trip to Salem with our itinerary maker to find out where to go and what to do.
Traveling by car from Sleepy Hollow to Salem takes 4 hours. October in Salem sees daily highs of 64°F and lows of 45°F at night. Finish up your sightseeing early on the 2nd (Sat) so you can catch the flight back home.
Side Trips
Find places to stay Oct 25 — Nov 2:
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with best proximity to your trip
Highlights from your trip
