BEST IN NORTH AMERICA IN OCTOBER
Regional seasonal picks ranked by weather, cost, events, hub activity, and air quality.
DESTINATIONS
| Rank | City | Score | Season | Weather | Cost | Events | |
|---|---|---|---|---|---|---|---|
| #401 |
🇲🇸 Little Bay
Montserrat
|
63.9 | Rainy season | 27.9°C 16.5 rain |
$1,852 | 0 | City → |
| #402 |
🇨🇷 Monteverde
Costa Rica
|
63.9 | Rainy season | 19.0°C 28.1 rain |
$2,770 | 0 | City → |
| #403 |
🇬🇹 Guatemala City
Guatemala
|
63.9 | Rainy season | 18.3°C 21.9 rain |
$2,780 | 0 | City → |
| #404 |
🇵🇦 Santa Catalina
Panama
|
63.9 | Rainy season | 24.4°C 29.6 rain |
$2,820 | 0 | City → |
| #405 |
🇯🇲 Runaway Bay
Jamaica
|
63.8 | Rainy season | 27.3°C 26.1 rain |
$1,699 | 0 | City → |
| #406 |
🇰🇾 East End
Cayman Islands
|
63.7 | Rainy season | 28.5°C 18.2 rain |
$5,731 | 0 | City → |
| #407 |
🇺🇸 Taos
United States
|
63.6 | Shoulder season | 10.4°C 3.7 rain |
$2,765 | 0 | City → |
| #408 |
🇺🇸 Chicago
United States
|
63.5 | Shoulder season | 13.7°C 10.6 rain |
$5,375 | 0 | City → |
| #409 |
🇻🇨 Canouan
Saint Vincent and the Grenadines
|
63.4 | Rainy season | 28.2°C 17.4 rain |
$2,148 | 0 | City → |
| #410 |
🇭🇹 Pétion-Ville
Haiti
|
63.4 | Shoulder season | 25.9°C 15.5 rain |
$1,811 | 0 | City → |
| #411 |
🇭🇳 Guanaja
Honduras
|
63.4 | Rainy season | 27.9°C 20.5 rain |
$1,214 | 0 | City → |
| #412 |
🇨🇺 Santa Clara
Cuba
|
63.3 | Rainy season | 25.3°C 17.4 rain |
$1,530 | 0 | City → |
| #413 |
🇺🇸 Spokane
United States
|
63.0 | Cold season | 9.8°C 6.0 rain |
$2,930 | 0 | City → |
| #414 |
🇺🇸 Milwaukee
United States
|
63.0 | Shoulder season | 12.9°C 9.1 rain |
$3,690 | 0 | City → |
| #415 |
🇬🇹 Cobán
Guatemala
|
62.9 | Rainy season | 18.1°C 27.1 rain |
$1,496 | 0 | City → |
| #416 |
🇲🇽 Valle de Bravo
Mexico
|
62.7 | Rainy season | 17.0°C 20.5 rain |
$2,598 | 0 | City → |
| #417 |
🇺🇸 Providence
United States
|
62.4 | Shoulder season | 13.2°C 8.5 rain |
$3,430 | 0 | City → |
| #418 |
🇺🇸 Cleveland
United States
|
62.4 | Shoulder season | 14.0°C 11.8 rain |
$4,155 | 0 | City → |
| #419 |
🇺🇸 Pittsburgh
United States
|
62.4 | Shoulder season | 13.0°C 8.9 rain |
$3,590 | 0 | City → |
| #420 |
🇭🇹 Cap-Haitien
Haiti
|
62.3 | Rainy season | 27.4°C 22.6 rain |
$1,408 | 0 | City → |
| #421 |
🇭🇹 Cap-Haïtien
Haiti
|
62.2 | Rainy season | 27.4°C 22.6 rain |
$2,136 | 0 | City → |
| #422 |
🇲🇽 Ixtapa
Mexico
|
62.2 | Shoulder season | 13.6°C 8.3 rain |
$2,329 | 0 | City → |
| #423 |
🇺🇸 Portland
United States
|
62.1 | Shoulder season | 11.9°C 7.4 rain |
$4,855 | 0 | City → |
| #424 |
🇭🇹 Port-de-Paix
Haiti
|
61.9 | Rainy season | 27.9°C 18.6 rain |
$2,149 | 0 | City → |
| #425 |
🇺🇸 Madison
United States
|
61.9 | Shoulder season | 12.2°C 9.5 rain |
$3,690 | 0 | City → |
| #426 |
🇨🇦 Windsor
Canada
|
61.8 | Shoulder season | 13.1°C 9.1 rain |
$2,501 | 0 | City → |
| #427 |
🇺🇸 Lake Tahoe
United States
|
61.8 | Cold season | 9.9°C 5.6 rain |
$5,310 | 0 | City → |
| #428 |
🇺🇸 Detroit
United States
|
61.4 | Shoulder season | 13.0°C 9.3 rain |
$3,460 | 0 | City → |
| #429 |
🇨🇷 Santa Teresa
Costa Rica
|
61.1 | Rainy season | 16.6°C 29.8 rain |
$3,555 | 0 | City → |
| #430 |
🇲🇽 San Cristobal de las Casas
Mexico
|
60.7 | Rainy season | 14.9°C 22.8 rain |
$1,282 | 0 | City → |
| #431 |
🇺🇸 Missoula
United States
|
60.1 | Cold season | 9.0°C 7.2 rain |
$2,830 | 0 | City → |
| #432 |
🇺🇸 Buffalo
United States
|
60.0 | Shoulder season | 12.7°C 11.4 rain |
$2,910 | 0 | City → |
| #433 |
🇨🇦 Lunenburg
Canada
|
59.5 | Shoulder season | 12.1°C 8.9 rain |
$2,669 | 0 | City → |
| #434 |
🇨🇦 Calgary
Canada
|
59.5 | Cold season | 6.0°C 4.6 rain |
$4,108 | 0 | City → |
| #435 |
🇬🇹 Nebaj
Guatemala
|
59.4 | Rainy season | 16.2°C 18.4 rain |
$1,169 | 0 | City → |
| #436 |
🇨🇦 Burlington
Canada
|
58.9 | Shoulder season | 12.9°C 8.9 rain |
$4,381 | 0 | City → |
| #437 |
🇨🇦 Toronto
Canada
|
58.2 | Shoulder season | 12.1°C 10.8 rain |
$5,070 | 0 | City → |
| #438 |
🇨🇦 Penticton
Canada
|
58.2 | Shoulder season | 11.6°C 8.7 rain |
$3,183 | 0 | City → |
| #439 |
🇺🇸 Ann Arbor
United States
|
58.0 | Shoulder season | 12.2°C 9.5 rain |
$5,225 | 0 | City → |
| #440 |
🇨🇦 Montreal
Canada
|
58.0 | Shoulder season | 11.3°C 10.6 rain |
$3,481 | 0 | City → |