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 | |
|---|---|---|---|---|---|---|---|
| #281 |
🇺🇸 Bend
United States
|
64.1 | Cold season | 9.8°C 6.2 rain |
$3,680 | 0 | City → |
| #282 |
🇨🇺 Camagüey
Cuba
|
64.1 | Rainy season | 25.9°C 19.2 rain |
$1,525 | 0 | City → |
| #283 |
🇰🇾 George Town
Cayman Islands
|
64.1 | Rainy season | 28.5°C 19.9 rain |
$5,280 | 0 | City → |
| #284 |
🇻🇬 Virgin Gorda
British Virgin Islands
|
64.0 | Shoulder season | 27.9°C 15.9 rain |
$3,360 | 0 | City → |
| #285 |
🇰🇳 Sandy Point
Saint Kitts and Nevis
|
64.0 | Rainy season | 27.4°C 18.4 rain |
$3,167 | 0 | City → |
| #286 |
🇲🇸 Salem
Montserrat
|
64.0 | Rainy season | 27.9°C 16.5 rain |
$1,789 | 0 | City → |
| #287 |
🇻🇨 Mayreau
Saint Vincent and the Grenadines
|
63.9 | Rainy season | 28.1°C 17.2 rain |
$1,785 | 0 | City → |
| #288 |
🇻🇨 Mustique
Saint Vincent and the Grenadines
|
63.9 | Rainy season | 27.8°C 17.2 rain |
$4,389 | 0 | City → |
| #289 |
🇺🇸 Milwaukee
United States
|
63.9 | Shoulder season | 12.9°C 9.1 rain |
$3,690 | 0 | City → |
| #290 |
🇬🇹 Guatemala City
Guatemala
|
63.9 | Rainy season | 18.3°C 21.9 rain |
$2,780 | 0 | City → |
| #291 |
🇻🇬 Road Town
British Virgin Islands
|
63.7 | Hot season | 28.1°C 15.7 rain |
$5,170 | 0 | City → |
| #292 |
🇺🇸 Taos
United States
|
63.6 | Shoulder season | 10.4°C 3.7 rain |
$2,765 | 0 | City → |
| #293 |
🇲🇽 Valle de Bravo
Mexico
|
63.6 | Rainy season | 17.0°C 20.5 rain |
$2,598 | 0 | City → |
| #294 |
🇦🇮 Blowing Point
Anguilla
|
63.5 | Hot season | 28.1°C 15.5 rain |
$2,926 | 0 | City → |
| #295 |
🇧🇸 Exuma
Bahamas
|
63.4 | Rainy season | 27.7°C 18.0 rain |
$6,985 | 0 | City → |
| #296 |
🇻🇬 Anegada
British Virgin Islands
|
63.4 | Rainy season | 28.2°C 17.8 rain |
$4,880 | 0 | City → |
| #297 |
🇭🇹 Port-au-Prince
Haiti
|
63.4 | Hot season | 28.8°C 10.5 rain |
$3,466 | 0 | City → |
| #298 |
🇻🇨 Canouan
Saint Vincent and the Grenadines
|
63.4 | Rainy season | 28.2°C 17.4 rain |
$2,148 | 0 | City → |
| #299 |
🇭🇳 Guanaja
Honduras
|
63.4 | Rainy season | 27.9°C 20.5 rain |
$1,214 | 0 | City → |
| #300 |
🇭🇹 Les Cayes
Haiti
|
63.4 | Rainy season | 27.0°C 17.0 rain |
$2,193 | 0 | City → |
| #301 |
🇦🇮 The Valley
Anguilla
|
63.3 | Rainy season | 28.1°C 16.5 rain |
$2,593 | 0 | City → |
| #302 |
🇨🇺 Santa Clara
Cuba
|
63.3 | Rainy season | 25.3°C 17.4 rain |
$1,530 | 0 | City → |
| #303 |
🇺🇸 Pittsburgh
United States
|
63.3 | Shoulder season | 13.0°C 8.9 rain |
$3,590 | 0 | City → |
| #304 |
🇻🇮 Cruz Bay
US Virgin Islands
|
63.2 | Hot season | 28.2°C 15.1 rain |
$4,580 | 0 | City → |
| #305 |
🇺🇸 Portland
United States
|
63.0 | Shoulder season | 11.9°C 7.4 rain |
$4,855 | 0 | City → |
| #306 |
🇺🇸 Spokane
United States
|
63.0 | Cold season | 9.8°C 6.0 rain |
$2,930 | 0 | City → |
| #307 |
🇲🇸 Little Bay
Montserrat
|
63.0 | Rainy season | 27.9°C 16.5 rain |
$1,852 | 0 | City → |
| #308 |
🇻🇬 Jost Van Dyke
British Virgin Islands
|
62.9 | Shoulder season | 27.9°C 15.9 rain |
$3,870 | 0 | City → |
| #309 |
🇰🇾 East End
Cayman Islands
|
62.8 | Rainy season | 28.5°C 18.2 rain |
$5,731 | 0 | City → |
| #310 |
🇨🇦 Windsor
Canada
|
62.7 | Shoulder season | 13.1°C 9.1 rain |
$2,501 | 0 | City → |
| #311 |
🇭🇹 Petionville
Haiti
|
62.6 | Shoulder season | 25.9°C 15.5 rain |
$1,915 | 0 | City → |
| #312 |
🇺🇸 Providence
United States
|
62.4 | Shoulder season | 13.2°C 8.5 rain |
$3,430 | 0 | City → |
| #313 |
🇺🇸 Madison
United States
|
61.9 | Shoulder season | 12.2°C 9.5 rain |
$3,690 | 0 | City → |
| #314 |
🇺🇸 Lake Tahoe
United States
|
61.8 | Cold season | 9.9°C 5.6 rain |
$5,310 | 0 | City → |
| #315 |
🇨🇦 Calgary
Canada
|
61.7 | Cold season | 6.0°C 4.6 rain |
$4,108 | 0 | City → |
| #316 |
🇨🇷 Santa Teresa
Costa Rica
|
61.6 | Rainy season | 16.6°C 29.8 rain |
$3,555 | 0 | City → |
| #317 |
🇭🇹 Pétion-Ville
Haiti
|
61.6 | Shoulder season | 25.9°C 15.5 rain |
$1,811 | 0 | City → |
| #318 |
🇲🇽 San Cristobal de las Casas
Mexico
|
61.6 | Rainy season | 14.9°C 22.8 rain |
$1,282 | 0 | City → |
| #319 |
🇭🇹 Cap-Haitien
Haiti
|
61.4 | Rainy season | 27.4°C 22.6 rain |
$1,408 | 0 | City → |
| #320 |
🇭🇹 Cap-Haïtien
Haiti
|
61.3 | Rainy season | 27.4°C 22.6 rain |
$2,136 | 0 | City → |