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 | |
|---|---|---|---|---|---|---|---|
| #201 |
🇻🇮 Red Hook
US Virgin Islands
|
64.4 | Rainy season | 28.1°C 17.8 rain |
$5,160 | 0 | City → |
| #202 |
🇵🇦 Santa Catalina
Panama
|
64.4 | Rainy season | 24.4°C 29.6 rain |
$2,820 | 0 | City → |
| #203 |
🇻🇨 Canouan
Saint Vincent and the Grenadines
|
64.3 | Rainy season | 28.2°C 17.4 rain |
$2,148 | 0 | City → |
| #204 |
🇭🇳 Guanaja
Honduras
|
64.3 | Rainy season | 27.9°C 20.5 rain |
$1,214 | 0 | City → |
| #205 |
🇧🇸 Exuma
Bahamas
|
64.3 | Rainy season | 27.7°C 18.0 rain |
$6,985 | 0 | City → |
| #206 |
🇯🇲 Port Antonio
Jamaica
|
64.2 | Rainy season | 27.4°C 22.1 rain |
$1,967 | 0 | City → |
| #207 |
🇭🇹 Les Cayes
Haiti
|
64.2 | Rainy season | 27.0°C 17.0 rain |
$2,193 | 0 | City → |
| #208 |
🇦🇮 The Valley
Anguilla
|
64.2 | Rainy season | 28.1°C 16.5 rain |
$2,593 | 0 | City → |
| #209 |
🇺🇸 Cleveland
United States
|
64.1 | Shoulder season | 14.0°C 11.8 rain |
$4,155 | 0 | City → |
| #210 |
🇻🇮 Cruz Bay
US Virgin Islands
|
64.1 | Hot season | 28.2°C 15.1 rain |
$4,580 | 0 | City → |
| #211 |
🇻🇬 Virgin Gorda
British Virgin Islands
|
64.0 | Shoulder season | 27.9°C 15.9 rain |
$3,360 | 0 | City → |
| #212 |
🇲🇸 Salem
Montserrat
|
64.0 | Rainy season | 27.9°C 16.5 rain |
$1,789 | 0 | City → |
| #213 |
🇻🇨 Mayreau
Saint Vincent and the Grenadines
|
63.9 | Rainy season | 28.1°C 17.2 rain |
$1,785 | 0 | City → |
| #214 |
🇲🇸 Little Bay
Montserrat
|
63.9 | Rainy season | 27.9°C 16.5 rain |
$1,852 | 0 | City → |
| #215 |
🇻🇬 Jost Van Dyke
British Virgin Islands
|
63.8 | Shoulder season | 27.9°C 15.9 rain |
$3,870 | 0 | City → |
| #216 |
🇦🇮 Blowing Point
Anguilla
|
63.5 | Hot season | 28.1°C 15.5 rain |
$2,926 | 0 | City → |
| #217 |
🇭🇹 Port-au-Prince
Haiti
|
63.4 | Hot season | 28.8°C 10.5 rain |
$3,466 | 0 | City → |
| #218 |
🇺🇸 Portland
United States
|
63.0 | Shoulder season | 11.9°C 7.4 rain |
$4,855 | 0 | City → |
| #219 |
🇬🇹 Guatemala City
Guatemala
|
63.0 | Rainy season | 18.3°C 21.9 rain |
$2,780 | 0 | City → |
| #220 |
🇺🇸 Milwaukee
United States
|
63.0 | Shoulder season | 12.9°C 9.1 rain |
$3,690 | 0 | City → |
| #221 |
🇺🇸 Taos
United States
|
62.7 | Shoulder season | 10.4°C 3.7 rain |
$2,765 | 0 | City → |
| #222 |
🇨🇦 Windsor
Canada
|
62.7 | Shoulder season | 13.1°C 9.1 rain |
$2,501 | 0 | City → |
| #223 |
🇭🇹 Petionville
Haiti
|
62.6 | Shoulder season | 25.9°C 15.5 rain |
$1,915 | 0 | City → |
| #224 |
🇺🇸 Providence
United States
|
62.4 | Shoulder season | 13.2°C 8.5 rain |
$3,430 | 0 | City → |
| #225 |
🇺🇸 Pittsburgh
United States
|
62.4 | Shoulder season | 13.0°C 8.9 rain |
$3,590 | 0 | City → |
| #226 |
🇭🇹 Cap-Haïtien
Haiti
|
62.2 | Rainy season | 27.4°C 22.6 rain |
$2,136 | 0 | City → |
| #227 |
🇺🇸 Madison
United States
|
61.9 | Shoulder season | 12.2°C 9.5 rain |
$3,690 | 0 | City → |
| #228 |
🇺🇸 Lake Tahoe
United States
|
61.8 | Cold season | 9.9°C 5.6 rain |
$5,310 | 0 | City → |
| #229 |
🇨🇷 Santa Teresa
Costa Rica
|
61.6 | Rainy season | 16.6°C 29.8 rain |
$3,555 | 0 | City → |
| #230 |
🇭🇹 Pétion-Ville
Haiti
|
61.6 | Shoulder season | 25.9°C 15.5 rain |
$1,811 | 0 | City → |
| #231 |
🇲🇽 San Cristobal de las Casas
Mexico
|
61.6 | Rainy season | 14.9°C 22.8 rain |
$1,282 | 0 | City → |
| #232 |
🇨🇦 Calgary
Canada
|
61.2 | Cold season | 6.0°C 4.6 rain |
$4,108 | 0 | City → |
| #233 |
🇺🇸 Missoula
United States
|
61.0 | Cold season | 9.0°C 7.2 rain |
$2,830 | 0 | City → |
| #234 |
🇨🇦 Toronto
Canada
|
60.5 | Shoulder season | 12.1°C 10.8 rain |
$5,070 | 0 | City → |
| #235 |
🇨🇦 Burlington
Canada
|
60.3 | Shoulder season | 12.9°C 8.9 rain |
$4,381 | 0 | City → |
| #236 |
🇨🇦 Lunenburg
Canada
|
59.5 | Shoulder season | 12.1°C 8.9 rain |
$2,669 | 0 | City → |
| #237 |
🇨🇦 Edmonton
Canada
|
59.1 | Cold season | 6.2°C 5.6 rain |
$3,262 | 0 | City → |
| #238 |
🇨🇦 Penticton
Canada
|
59.1 | Shoulder season | 11.6°C 8.7 rain |
$3,183 | 0 | City → |
| #239 |
🇨🇦 Montreal
Canada
|
58.9 | Shoulder season | 11.3°C 10.6 rain |
$3,481 | 0 | City → |
| #240 |
🇨🇦 Kingston
Canada
|
58.8 | Shoulder season | 11.8°C 9.7 rain |
$2,645 | 0 | City → |