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Page + Win

May 30, 2026 • New Canaan, CT
29 Days To Go!

Page + Win

May 30, 2026 • New Canaan, CT
29 Days To Go!

Things to Do

Explore New Canaan!

The Glass House, National Trust for Historic Preservation

199 Elm St, New Canaan, CT 06840, USA
(203) 594-9884

If you have a little extra time in New Canaan, we recommend checking out the Glass House, an iconic modernist home designed by Philip Johnson. It’s a quick tour and a great way to see some local architecture and art in a beautiful setting. Just be sure to book tickets in advance!

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Grace Farms

365 Lukes Wood Rd, New Canaan, CT 06840, USA
(203) 920-1702

If you're looking for something peaceful and unique, Grace Farms is a beautiful spot to explore. Set on 80 acres of open meadows and woodlands, it has walking trails, art installations, and stunning architecture. It's free to visit, but you’ll want to reserve a spot ahead of time.

Irwin Park

848 Weed St, New Canaan, CT 06840, USA
(203) 594-3100

If you’re looking for a nice walk, head to Irwin Park or Waveny Park in New Canaan — both offer beautiful trails!

Food & Drink

Dolce Italian Café

98 Elm St, New Canaan, CT 06840, USA
(203) 594-1424

A go-to breakfast spot for us in New Canaan. The egg sandwich is a must, and they serve some of the best iced coffee around.

Rosie

27 Elm St, New Canaan, CT 06840, USA
(203) 966-8998

A popular sit-down spot right in the center of town, perfect for breakfast or lunch. And while you're there, don't miss Elm Street Books next door, one of our favorite local shops!

Blackbird

103 Elm St, New Canaan, CT 06840, USA
(203) 202-3032

One of our top dinner recommendations! The seasonal small plates are always delicious, and the craft cocktails are beautiful. The White Lotus is a favorite of the Jones girls—don’t miss it!

SE Uncorked

15 Elm St, New Canaan, CT 06840, USA
(203) 920-1212

A casual bar and dinner spot with a fantastic, classic menu. It’s a great place to grab a cocktail, we swear by the smash burger and the spicy margarita!

Spiga

136 Main St, New Canaan, CT 06840, USA
(203) 920-1351

A fun spot in town where you can swing by the bar for a drink or stay for a full dinner. The Italian menu is always a hit, especially the brick oven pizzas!