
Deals on vacations and trips to Winslow
Save when you book Winslow package deals

Winslow flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was $459, price is now $312 per person
$312
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,219, price is now $787 per person
$787
per person
Dec 30 - Jan 4
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Pendry Chicago
Downtown Chicago
Price was $704, price is now $483 per person
$483
per person
Jan 28 - Jan 31
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

L7 Chicago by LOTTE
Downtown Chicago
Price was $686, price is now $471 per person
$471
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a lobby fireplace are also offered.
Top Winslow hotels deals

Eugene Hotel
1517 11th St Monroe WI
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $117 total per night
$117 total
Nov 15 - Nov 16
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby and express check-in are also provided.
Pet friendly
Parking included

Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Free Cancellation
$103 nightly
The price is $114 total per night
$114 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Pool
Hot Tub

Super 8 by Wyndham Freeport
1551 Sleezer Home Rd Freeport IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $99 total per night
$99 total
Dec 7 - Dec 8
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly

Country Inn & Suites by Radisson, Stockton, IL
200 Dillon Ave Stockton IL
$69 nightly
The price is $76 total per night
$76 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included

City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $103 total per night
$103 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included

Hampton Inn Freeport
109 S Galena Ave Freeport IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Photos of local treasures
Browse Winslow vacation photos for more inspiration
