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

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

Super 8 by Wyndham Helena
Price was $556, price is now $534 per person
$534
per person
Jan 14 - Jan 17
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Helena (HLN)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.

Oddfellow Inn & Farm
Price was $1,242, price is now $1,154 per person
$1,154
per person
Jan 14 - Jan 17
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Helena (HLN)
A restaurant, free self parking, and a terrace are among this inn's amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.

La Quinta Inn & Suites by Wyndham Helena
Price was $615, price is now $578 per person
$578
per person
Jan 14 - Jan 17
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Helena (HLN)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Days Inn by Wyndham Helena
Price was $643, price is now $611 per person
$611
per person
Jan 14 - Jan 17
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Helena (HLN)
This hotel features a gym and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

HELENA INN AIRPORT
Price was $583, price is now $564 per person
$564
per person
Jan 14 - Jan 17
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to Helena (HLN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Top Winston hotels deals

La Quinta Inn & Suites by Wyndham Helena
701 Washington St Helena MT
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $108 total per night
$108 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

HELENA INN AIRPORT
2300 N. Oakes Helena MT
Free Cancellation
$55 nightly
The price is $64 total per night
$64 total
Nov 14 - Nov 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included

Days Inn by Wyndham Helena
2001 Prospect Ave Helena MT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a gym and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Hot Tub
Breakfast included

Baymont by Wyndham Helena
750 N Fee St Helena MT
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $76 total per night
$76 total
Dec 2 - Dec 3
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. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub

Holiday Inn Express Hotel & Suites Helena by IHG
3170 N Sanders St Helena MT
Free Cancellation
$117 nightly
The price is $130 total per night
$130 total
Nov 15 - Nov 16
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. Enjoy the hot tub and free perks like full breakfast and free self parking.
Pool
Hot Tub

Super 8 by Wyndham Helena
2200 11th Ave Helena MT
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $85 total per night
$85 total
Dec 8 - Dec 9
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
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 Winston vacation photos for more inspiration
