Winnetka Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Winnetka Flight + Hotel packages
Congress Plaza Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Swissotel - Chicago
Level Chicago – Old Town
Arlo Chicago
Hilton Chicago/Magnificent Mile Suites
Winnetka Vacation Packages
Looking for ways save some money and some time on your next trip to Winnetka? Then look no further, as the AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Winnetka the best one yet. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. AARP Travel Center has an incredible selection of accommodations and flight, and local activities to pull from.
Winnetka Hotel Deals
You can choose from around 4197 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Winnetka hot spots, we have plenty of options available.
We have competitive rates on everything from all-inclusive resorts that check off all the vacation must-haves to affordable accommodations perfect for those on looking to save. You can search all the possibilities and choose the lodging that is best for you. With AARP Travel Center's Winnetka hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in Winnetka
Winnetka has about 12,472 people that call this city their home. If you needed a break from the hustle and bustle of a big city, then you picked the right town. With the city's burgeoning artistic community and a rich past that is a beacon for history enthusiasts you may have a hard time fitting everything into one trip.
You can also check out our "Things to Do" page for more inspiration or to book an activity in Winnetka.
Book Together and Save
With so much to see and do in Winnetka, you'll be wanting to plan your outings, not devoting time to finding the hotel with the lowest rate. AARP Travel Center allows you to easily reserve everything you wish for, and save some cash at the same time. You can coordinate your whole holiday, including things to do in Winnetka from just one place. So what are you waiting for? Book today and save!
Top Hotel Deals
Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North
The Westin Michigan Avenue Chicago
River Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG
Fairmont Chicago at Millennium Park
Warwick Allerton - Chicago
Swissotel - Chicago
citizenM Chicago Downtown
The Allegro Royal Sonesta Hotel Chicago Loop
Hotel Felix River North/Magnificent Mile
Crowne Plaza Chicago West Loop by IHG
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations