Best Resorts in Westchester

Frequently Asked Questions

What can I expect from a resort vacation in Westchester?

Longing for a relaxing getaway? Treat yourself to the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient food and drink options to activities and entertainment. There are 6 resorts in the area, giving you a variety of options that might have the great restaurants or blissful spa treatments you're looking for.

What's the best resort for my stay in Westchester?

Here are our top-rated resorts around Westchester: Eaglewood Resort and Spa - Spa resort. 11.1 mi (17.8 km) from Westchester. Features 2 restaurants, 2 bars, and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 5.1 mi (8.2 km) from Westchester. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool.

What can I do in Westchester?

Travelers enjoy the shopping and other activities in Westchester, and also have good things to say about the dining options here. Galloping Ghost offers fun for the whole family, while Wrigley Field is one of the most popular places to visit nearby. You'll also find top attractions like Soldier Field and Navy Pier in the area.

What's the seasonal weather like in Westchester?

The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

What's the best way to get to and around Westchester?

Fly into Chicago Midway Airport (MDW), which is located 8.4 mi (13.4 km) from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 8.9 mi (14.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.