A snowy landscape with a red barn and a red shed.

Book Winter Bed & Breakfast

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter

Terrace/patio

1. The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Loretta
9.8 out of 10, Exceptional, (14 reviews)
"This cabin is perfect for a group! The listing was exactly as described, beautiful property, and the lake is not busy. The host responds quickly and everything went great! "
United States
Jacqueline D.
$560 nightly
The price is $591
Aug 18 - Aug 19
Total with taxes and fees
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Deluxe Room, 1 King Bed, Non Smoking | Desk, blackout drapes, soundproofing, iron/ironing board

2. AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
3.0 star property
Ladysmith
8.2 out of 10, Very Good, (116 reviews)
"Clean room, friendly staff "
United States
marcus
$108 nightly
The price is $120
Aug 23 - Aug 24
Total with taxes and fees
AmericInn by Wyndham Ladysmith
Interior

3. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
9.4 out of 10, Exceptional, (23 reviews)
"Cabin was clean. Everything 2 guys needed for a few days fishing."
United States
Tom N.
$125 nightly
The price is $137
Sep 16 - Sep 17
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Deluxe Room, 1 King Bed, Balcony, Lake View | Blackout drapes, iron/ironing board, WiFi (free), bed sheets

4. Timber Inn

Timber Inn
2.0 star property
Phillips
7.0 out of 10, Good, (328 reviews)
"My family and I had a wonderful stay at the Timber Inn! It is clear that the new owners are putting a lot of time and care into the space. The rooms were clean and comfortable, the amenities were thoughtful, and the staff extremely helpful. Would definitely stay here again when we're in the area!"
United States
Kelsey
$85 nightly
The price is $93
Aug 20 - Aug 21
Total with taxes and fees
Timber Inn
Reception

5. Northern Lights Inn

Northern Lights Inn
2.5 star property
Park Falls
8.0 out of 10, Very Good, (218 reviews)
"Good location nice bar"
United States
David
$119 nightly
The price is $131
Aug 18 - Aug 19
Total with taxes and fees
Northern Lights Inn
Exterior

6. Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG
2.5 star property
Hayward
9.6 out of 10, Exceptional, (705 reviews)
"A lovely location on Lake Hayward, with Adirondack chairs under birch trees at the water’s edge, a dock, and pedal boats. Pleasant room, a nice selection of breakfast foods, spacious lobby, nice pool area, plenty of free parking."
United States
Sheila
$152 nightly
The price is $166
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express & Suites Hayward by IHG
Interior

7. Lunar Lodge on Windfall Lake

Lunar Lodge on Windfall Lake
Exeland
$608 nightly
The price is $612
Aug 18 - Aug 19
Total with taxes and fees
Lunar Lodge on Windfall Lake
Iron/ironing board (on request), WiFi (free), alarm clocks, bed sheets

8. AmeriVu Inn

AmeriVu Inn
2.0 star property
Park Falls
8.0 out of 10, Very Good, (397 reviews)
"Our room was extremely quiet and very clean. The staff was exceptional."
United States
Mark
$109 nightly
The price is $120
Sep 5 - Sep 6
Total with taxes and fees
AmeriVu Inn
Free continental breakfast

9. Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips
2.0 star property
Phillips
8.0 out of 10, Very Good, (280 reviews)
"Great freindly, local staff, a very nice expanded continental breakfast, great location, Very few hotels offer everyday Refresh of rooms now, this was nice, they did, rooms spacious and clean If your in area, definitely recommend."
United States
Jon
$88 nightly
The price is $97
Aug 30 - Aug 31
Total with taxes and fees
Super 8 by Wyndham Phillips
WiFi, bed sheets

10. Chip-Wa Lodging Room 4

Chip-Wa Lodging Room 4
Hunter
10.0 out of 10, Exceptional, (1 review)
"Property exactly as described. Room was clean, comfortable and priced right. We will be back!"
United States
Sandra B.
$150 nightly
The price is $163
Aug 18 - Aug 19
Total with taxes and fees
Chip-Wa Lodging Room 4
Indoor pool

11. Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.6 out of 10, Excellent, (283 reviews)
"The variety of the breakfast is not what we are accustomed to but it was okay. The staff is very friendly and helpful."
United States
Robert
$116 nightly
The price is $129
Sep 6 - Sep 7
Total with taxes and fees
Quality Inn Ladysmith
Terrace/patio

12. Secluded Riverfront Cabin | Hot Tub + Starlink

Secluded Riverfront Cabin | Hot Tub + Starlink
Ojibwa
10.0 out of 10, Exceptional, (47 reviews)
"We had such a good time! "
United States
Dan P.
$624 nightly
The price is $659
Aug 24 - Aug 25
Total with taxes and fees
Secluded Riverfront Cabin | Hot Tub + Starlink
Property grounds

13. Kavanagh Bay Resort|Hot Tub&Sauna #1

Kavanagh Bay Resort|Hot Tub&Sauna #1
Hayward
7.0 out of 10, Good, (2 reviews)
"This host was amazing! The house was clean and exactly what we were looking for. The hot tub was warm and an awesome way to relax after a long day of snowmobiling. We definitely look forward to staying here again!!"
United States
Chelsie H.
$620 nightly
The price is $628
Aug 23 - Aug 24
Total with taxes and fees
Kavanagh Bay Resort|Hot Tub&Sauna #1
Property grounds

14. Motorsports Basecamp near lakes and forest

Motorsports Basecamp near lakes and forest
Hayward
9.8 out of 10, Exceptional, (33 reviews)
"The place was clean and we enjoyed our stay. "
United States
Chris P.
$255 nightly
The price is $279
Aug 18 - Aug 19
Total with taxes and fees
Motorsports Basecamp near lakes and forest
Coffee/tea maker, fridge, microwave, oven

15. Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Hawkins
10.0 out of 10, Exceptional, (26 reviews)
"Awesome place, very comfortable, quite surroundings! Very easy access from highway! Up north for family reunion! Will definitely stay again in the future!!"
United States
Robin
$145 nightly
The price is $153
Aug 18 - Aug 19
Total with taxes and fees
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio

16. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (323 reviews)
"Great location for a fun Telemark event weekend."
United States
Ruth
$262 nightly
The price is $287
Aug 18 - Aug 19
Total with taxes and fees
Telemark Northwoods Lodging
Property grounds

17. Modern Cabin with Classic Northwoods Experience...Close to Trails

Modern Cabin with Classic Northwoods Experience...Close to Trails
Hayward
10.0 out of 10, Exceptional, (38 reviews)
"We enjoyed every single aspect of our stay. If you believe the description too good to be true, I can assure you it is even better than described. It’s magical."
United States
Richard (Ty) R.
$405 nightly
The price is $427
Sep 3 - Sep 4
Total with taxes and fees
Modern Cabin with Classic Northwoods Experience...Close to Trails
Interior

18. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
8.6 out of 10, Excellent, (10 reviews)
"Cabin was perfect for our needs. Host met us and let us know the important information about the property and let us be. Would stay again."
United States
Katie L.
$211 nightly
The price is $231
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
WiFi, bed sheets

19. Chip-Wa Lodging Room 5

Chip-Wa Lodging Room 5
Hunter
10.0 out of 10, Exceptional, (1 review)
"Place was defect for us. We are simple motel hotel people that want it clean, quiet, affordable. It was all of those things. And the owner was responsive and friendly and gave us the best recommendation for the perfect bar just around the corner. 😍"
United States
Heather
$150 nightly
The price is $163
Aug 21 - Aug 22
Total with taxes and fees
Chip-Wa Lodging Room 5
WiFi, bed sheets

20. Chip-Wa Lodging Room 6

Chip-Wa Lodging Room 6
Hunter
10.0 out of 10, Exceptional, (1 review)
"Room was very clean. Property looks well kept and price was affordable."
United States
Kathy
$150 nightly
The price is $163
Aug 19 - Aug 20
Total with taxes and fees
Chip-Wa Lodging Room 6
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.
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Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"Staff was friendly and helpful. Property was clean and well maintained. Beautiful property and wonderful amenities. Our experience was pleasant. Equipment was useable, affordable and accessible."
Kara 2-night trip
Posted 23 hours ago
Holiday Inn Express & Suites Hayward by IHG

Find out more about Winter

Winter B&B information

Number of reviews
1,946
Accommodation
0 B&B
Lowest Price
$93
Highest Price
$659

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Winter?
Prices for B&Bs in Winter often vary, but you can find a great deal from $93 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winter B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Winter?
The peak travel season in Winter generally falls between December and February, with January being the most popular month. During this time, visitors flock to the area to enjoy a winter wonderland, great for skiing, snowboarding, and cozying up in charming accommodations. With temperatures often ranging from the low 20s to mid-30s Fahrenheit, it's an ideal climate for outdoor activities, allowing for exhilarating adventures on the slopes or peaceful strolls through the snow-covered landscapes.

For those who appreciate the lively atmosphere, January is particularly vibrant, drawing enthusiasts for winter sports and holiday festivities. The charming B&Bs in Winter provide a welcoming retreat after a day of outdoor exploration, ensuring that you can unwind in comfort while enjoying the stunning views of the surrounding mountains.

If you're looking for a more budget-friendly time to visit, consider March. This month often features fewer crowds while still offering ample opportunities for skiing and snowshoeing. You can relish in the beauty of the late winter landscape, which may also include the start of early spring blooms peeking through the snow.
What is the difference between a Winter B&B and a hotel?
Every Winter B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winter B&Bs.

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