October long weekend trips from San Juan

The October long weekend from San Juan: Columbus Day, marked in many places as Indigenous Peoples' Day, is Monday, October 11, 2027. Fares for Friday, October 8 to Monday, October 11, with leaf-peeping trips first and warm-weather weekends after.

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Flights from San Juan

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Where to go from San Juan

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goAxelDates
Boston (BOS)Fall color in the Public Garden and along the Charles, with drives to Concord, Lexington and the North ShoreNo matching fare savedSearch other dates
Burlington (BTV)Vermont's foliage drives over Smugglers' Notch and through Stowe, with cider donuts at Cold HollowNo matching fare savedSearch other dates
Portland (PWM)Fall color along Casco Bay, lobster rolls in the Old Port and Acadia three hours up the coastNo matching fare savedSearch other dates
Bangor (BGR)Acadia National Park an hour away: Cadillac Mountain sunrise, Jordan Pond and the Park Loop Road in colorNo matching fare savedSearch other dates
Albany (ALB)The Adirondacks and Catskills in color: Lake George, Lake Placid and the Hudson Valley's apple orchardsNo matching fare savedSearch other dates
Aspen (ASE)Gold aspens around the Maroon Bells and up Castle Creek Road, with quiet trails before the ski seasonNo matching fare savedSearch other dates
Denver (DEN)Aspens along the Peak to Peak Highway and in Rocky Mountain National Park, with elk bugling in Estes ParkNo matching fare savedSearch other dates
Quebec (YQB)Old Quebec's walls and the Plains of Abraham in fall color, on Canadian Thanksgiving weekend, the same MondayNo matching fare savedSearch other dates
Montreal (YUL)Mount Royal's maples in color, Old Montreal and the Eastern Townships' orchards, on Canadian Thanksgiving weekendNo matching fare savedSearch other dates
Asheville (AVL)The Blue Ridge Parkway's overlooks as the high country turns, the Biltmore Estate and Asheville's breweriesNo matching fare savedSearch other dates
Knoxville (TYS)Great Smoky Mountains National Park: Cades Cove, Clingmans Dome and Gatlinburg, with the ridges turningNo matching fare savedSearch other dates
Salt Lake City (SLC)Big and Little Cottonwood canyons in fall color, and Park City's trails before the snowNo matching fare savedSearch other dates
Las Vegas (LAS)Warm October days on the Strip with pool season still on, and Red Rock Canyon cool enough to hikeNo matching fare savedSearch other dates
San Diego (SAN)Warm, dry October days at La Jolla Shores and Coronado, with the summer crowds goneNo matching fare savedSearch other dates
Phoenix (PHX)Desert hiking weather returns: Camelback and Piestewa Peak, Scottsdale's pools and the Desert Botanical GardenNo matching fare savedSearch other dates
New Orleans (MSY)Cooler French Quarter days, Frenchmen Street jazz and a streetcar ride to the Garden DistrictNo matching fare savedSearch other dates
Savannah (SAV)Warm October days in the squares, Tybee Island and ghost tours as Halloween approachesNo matching fare savedSearch other dates
Charleston (CHS)Warm beach days at Folly and Isle of Palms, plus King Street and the Battery without summer's humidityNo matching fare savedSearch other dates

About these places

Columbus Day is a federal holiday; many states and cities mark Indigenous Peoples' Day instead or alongside it, and not every school or office closes. Canadian Thanksgiving is the same Monday, so Quebec City and Montreal are busy that weekend.

Facts checked October 8, 2026. Sources: OPM: 2027 federal holidays (Columbus Day, October 11) · Government of British Columbia: statutory holidays (Thanksgiving, October 11, 2027)

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  • This page: October long weekend trips from San Juan. Columbus Day and Indigenous Peoples' Day fall on Monday, October 11, 2027. Long weekend trips from San Juan: fall color in New England, Quebec, the Adirondacks and the Blue Ridge, gold aspens in Colorado and Utah, and warm weekends in the desert and the South, with fares for Friday, October 8 to Monday, October 11.
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