I see winter travel as a great way to break up the monotony of winter. Winter can be a hard time of the year with the bleak skies, cold temperatures, and shorter daylight hours. It helps to have a trip or 2 planed to keep that “summer excitement” feeling all year. I like to mix in city getaways with rustic getaways as both can be equally enjoyable. Take a look at some of

My Favorite Winter Cities

Chicago, IL

Chicago Winter Activities*Ice Skating at Millennium ParkThe McCormick Tribune Ice Rink is open from November to March. Free admission! Great rink but it can get really crowded on weekends.

*Museums – I prefer The Field Museum and The Shedd Aquarium. Check the websites for special holiday events.

*Lincoln Park Zoo Lights -These zoo lights are free! A fantastic event which runs from late Nov-early Jan

*Winter Holiday Events – There are plenty of holiday events such as the downtown Tree Lighting, Christkindlmarket (a German holiday market), The Magnificent Mile Lights Festival, and more!

Boston, MA

Boston Winter Activities

*Ice skating at Frog PondThe Boston Common Frog Pond Rink is open Nov-March and hosts competitive figure skating events. There is a small admission free so bring your own skates (rentals are pricey).

*Grab a hot drink and walk around Boston Common – I like The Boston Common Coffee Company and David’s Tea.

*Make sure to be in town for the Annual Christmas tree lighting – This event is complete with live music performances, hot drinks, and live entertainment!

*Grab a bite to eat at Faneuil Hall Markeplace – Lots of great restaurants to take a break from your holiday shopping!

Jackson, WY

Jackson Hole, WY Winter Activities

*A winter sleigh ride – Sleigh rides start at the National Elk Refuge start in December and end in March/April. Highly recommended – check out my pictures of all the Elk I saw during the ride!

*Drive through Bridger- Teton National ParkBridger-Teton National Forest is a winter wonderland this time of the year. Check the website for road closures and alerts.

*Ski at Jackson Hole – one of the top ski resorts in the country. Find information about prices and additional activities at the Jackson Hole Mountain website.

*Stroll around the Jackson downtown area – There are really cool arches made out of the shed Elk antlers. You will also find eclectic shops, ice skating, and plenty of great restaurants.

Lake Tahoe CA, NV

Lake Tahoe Winter Activities

*Visit Heavenly Mountain Resort – There is something for everyone at Heavenly: skiing, ice skating, shopping, and scenic gondola rides!

*Take an aerial tram rideSquaw Valley has year round scenic tram rides. At the top you can ice skate and absorb the majestic views.

*Walk around The Shops at Squaw Valley – This scenic mountain shopping area has outdoor fire pits, plenty of sports apparel stores, and a few great restaurants. I recommend Reserve Wine Bar!

*Ice skate at Squaw Valley – Ice skating and scenic mountain views in the winter months; what could be better?!

Island Park, ID

Island Park, Idaho Winter Activities

*Visit Harriman State Park – At Harriman there are plenty of winter activities including groomed cross country ski trails (highly recommended), snowshoeing, and more!

 Jackson & North Conway NH (White Mountains area)

Jackson, New Hampshire Winter Activities

*Visit Nestlenook FarmsNestlenook Farms is a winter wonderland complete with ice skating, sleigh rides, and snowshoeing.

*Drive around the beautiful snow covered mountains and forests.

*Stay at an inn – Winter is a great time to stay in one of the many inns in this scenic New England town. Plenty of winter activities nearby including Cranmore Ski Mountain, a town ice rink, and scenic drives with views of the spectacular White Mountains.

*Visit Settlers’ Green Outlet stores – Over 60 great outlet shopping choices!