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Find Family Hotels in Winston, OR

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Check availability on Winston Family Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winston family-friendly hotels

Individually decorated, individually furnished, desk, laptop workspace
SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1003)
"Very friendly desk staff, room is nice, clean and comfortable. Haven driven past on the freeway will be staying again in the future "
United States
Ray
The price is NT$2,669
NT$2,923 total
includes taxes & fees
Jan 4 - 2026/1/5
SureStay by Best Western Roseburg
Lobby
Comfort Inn Roseburg

Comfort Inn Roseburg

Comfort Inn Roseburg
2.5 star property
Roseburg
8.2 out of 10, Very Good, (1004)
"Staff was amazing and room was clean and comfortable "
United States
Danny
The price is NT$2,707
NT$2,964 total
includes taxes & fees
Jan 11 - 2026/1/12
Comfort Inn Roseburg
Reception
Motel 6 Roseburg, OR

Motel 6 Roseburg, OR

Motel 6 Roseburg, OR
2.0 star property
Roseburg
7.6 out of 10, Good, (1002)
"Room was clean and staff were also very nice."
United States
Santanu
The price is NT$1,748
NT$1,924 total
includes taxes & fees
Dec 31 - 2026/1/1
Motel 6 Roseburg, OR
Down comforters, pillowtop beds, in-room safe, desk
Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge

Best Western Plus Hartford Lodge
2.5 star property
Sutherlin
9.0 out of 10, Wonderful, (1004)
"Room very clean all staff I interacted with very friendly "
United States
JULIE
The price is NT$3,040
NT$3,328 total
includes taxes & fees
Jan 11 - 2026/1/12
Best Western Plus Hartford Lodge
Exterior
Best Western Garden Villa Inn

Best Western Garden Villa Inn

Best Western Garden Villa Inn
2.5 star property
Roseburg
8.0 out of 10, Very Good, (1001)
"Staff was awesome!"
United States
Keri
The price is NT$2,429
NT$2,660 total
includes taxes & fees
Jan 8 - 2026/1/9
Best Western Garden Villa Inn
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Quality Inn Central Roseburg

Quality Inn Central Roseburg

Quality Inn Central Roseburg
2.5 star property
Roseburg
7.6 out of 10, Good, (707)
"It was nice, it had what we needed for our one night stay"
United States
Trisha
The price is NT$2,285
NT$2,502 total
includes taxes & fees
Jan 29 - 2026/1/30
Quality Inn Central Roseburg
Exterior
Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg

Howard Johnson by Wyndham Roseburg
2.0 star property
Roseburg
7.0 out of 10, Good, (822)
"very nice room "
United States
rick
The price is NT$2,041
NT$2,235 total
includes taxes & fees
Dec 31 - 2026/1/1
Howard Johnson by Wyndham Roseburg
Terrace/patio
Rosewood Inn and Suites

Rosewood Inn and Suites

Rosewood Inn and Suites
2.5 star property
Roseburg
6.0 out of 10, (125)
"Friendly staff, decent room, all around good experience "
United States
Robert
The price is NT$2,041
NT$2,235 total
includes taxes & fees
Dec 31 - 2026/1/1
Rosewood Inn and Suites
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.
View all properties

Top Winston Hotel Reviews

SureStay by Best Western Roseburg

SureStay by Best Western Roseburg

10/10 Excellent
"Nice affordable room for overnight stay and good location."
Arvind 1-night trip
Posted 18 hours ago
SureStay by Best Western Roseburg

Frequently asked questions

What's Winston like for family-friendly vacations?
The budget-friendly destination of Winston is a great choice if you've been thinking about a vacation with the kids. The wildlife, safari tours, and restaurants are just a few things that make this an attractive spot for a family vacation.
When's the best time to book a family-friendly vacation in Winston?
The hottest months are usually August and July with an average temp of 62°F, while the coldest months are December and February with an average of 40°F. Average annual precipitation for Winston is 48 inches.
What's there to see and do with your family in Winston?
While you are vacationing in Winston, you and the family might want to see interesting spots such as Wildlife Safari and Umpqua Valley Tennis Center. Make sure you have lots of time for activities like Myrtle Creek Branch Library and South Umpqua River.

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