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

Book Winter Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

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

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter

A two-story building with a stone chimney, large windows, and outdoor umbrellas.

1. 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, (733 reviews)
"From check in to check out the place was clean, beautiful room and delicious breakfast especially loved the cinnamon rolls and the fresh coffee"
United States
Cynthia
$131 nightly
The price is $143
Nov 19 - Nov 20
Total with taxes and fees
Holiday Inn Express & Suites Hayward by IHG
A dining area with multiple tables and chairs, a door with an exit sign, and a window with a view of the outside.

2. Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips
2.0 star property
Phillips
8.2 out of 10, Very good, (295 reviews)
"Always a great friendly staff and wonderful stay"
United States
Danny
$84 nightly
The price is $92
Nov 22 - Nov 23
Total with taxes and fees
Super 8 by Wyndham Phillips
A spacious lobby with a wooden reception desk, a fireplace, and a seating area with a patterned rug.

3. AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
3.0 star property
Ladysmith
8.2 out of 10, Very good, (133 reviews)
"Clean room, friendly staff "
United States
marcus
$105 nightly
The price is $117
Nov 29 - Nov 30
Total with taxes and fees
AmericInn by Wyndham Ladysmith
A kitchen area with a buffet setup, including a dish rack, a clear storage unit with compartments, and a coffee machine.

4. AmeriVu Inn

AmeriVu Inn
2.0 star property
Park Falls
8.0 out of 10, Very good, (411 reviews)
"They could have a better breakfast."
United States
Joseph
$88 nightly
The price is $97
Dec 16 - Dec 17
Total with taxes and fees
AmeriVu Inn
A grassy area with trees and a body of water.

5. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
9.2 out of 10, Wonderful, (26 reviews)
"We liked the property and the cabin was fine. Management was not available and there was no communication. The grounds were in need of up keep. The weather was tremendous. All in all we had a good stay because we are simple folks that know how to enjoy ourselves."
United States
Dawn
$109 nightly
The price is $119
Nov 16 - Nov 17
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
A camping area with a table and chairs, surrounded by tall trees and a lake.

6. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (331 reviews)
"Clean, quiet…easy check in. Great communication pre check-in. Beautiful setting/area. Will be back…"
United States
Thomas
$104 nightly
The price is $114
Nov 16 - Nov 17
Total with taxes and fees
Telemark Northwoods Lodging
A wooden deck with two chairs and a table, overlooking a grassy area and a lake.

7. Timber Inn

Timber Inn
2.0 star property
Phillips
7.2 out of 10, Good, (339 reviews)
"The staff was friendly and rooms were clean. I like that it was dog friendly and having a pizza delivered from their kitchen to my room was a plus."
United States
Eric
$90 nightly
The price is $99
Nov 16 - Nov 17
Total with taxes and fees
Timber Inn
An indoor swimming pool with wooden beams, clear water, and a 30 ft depth marker.

8. Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.8 out of 10, Excellent, (300 reviews)
"I like the large pool and jacuzzi."
United States
Brenda
$110 nightly
The price is $122
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Ladysmith
A lakeside outdoor seating area with Adirondack chairs and a fire pit.

9. Secluded Riverfront Cabin | Hot Tub + Starlink

Secluded Riverfront Cabin | Hot Tub + Starlink
Ojibwa
10.0 out of 10, Exceptional, (50 reviews)
"We had such a good time! "
United States
Dan P.
$521 nightly
The price is $550
Nov 18 - Nov 19
Total with taxes and fees
Secluded Riverfront Cabin | Hot Tub + Starlink
A modern kitchen with wooden cabinets, a built-in coffee machine, and a flat-screen TV.

10. Northern Lights Inn

Northern Lights Inn
2.5 star property
Park Falls
7.8 out of 10, Good, (241 reviews)
"Owner was friendly and would stay there again."
United States
Mattison
$90 nightly
The price is $99
Dec 16 - Dec 17
Total with taxes and fees
Northern Lights Inn
Breakfast area

11. Northwoods Motels

Northwoods Motels
2.5 star property
Ladysmith
6.6 out of 10, (153 reviews)
"Great stay!"
United States
Gregory
$110 nightly
The price is $116
Nov 17 - Nov 18
Total with taxes and fees
Northwoods Motels
A view through a window of a grassy yard with a pond, trees, and a small building.

12. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
8.4 out of 10, Very good, (11 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.
$109 nightly
The price is $119
Nov 16 - Nov 17
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
A circular outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and a forested backdrop.

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

Kavanagh Bay Resort|Hot Tub&Sauna #1
Hayward
7.2 out of 10, Good, (5 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.
$522 nightly
The price is $523
Nov 16 - Nov 17
Total with taxes and fees
Kavanagh Bay Resort|Hot Tub&Sauna #1
A compact kitchen with wooden walls, a microwave, a coffee maker, and a trash bin.

14. Chip-Wa Lodging Room 1

Chip-Wa Lodging Room 1
Hunter
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed our stay. Cozy and quaint."
United States
Thane B.
$142 nightly
The price is $154
Nov 19 - Nov 20
Total with taxes and fees
Chip-Wa Lodging Room 1
A portable camping setup with a grill, a bottle of Corona Lightwave beer, and a gas canister on a white table in a forested area.

15. Rustic campground in Butternut

Rustic campground in Butternut
Butternut
$57 nightly
The price is $60
Nov 16 - Nov 17
Total with taxes and fees
Rustic campground in Butternut
A wooden cabin with a porch, surrounded by trees with autumn foliage.

16. Lake Cabin · Hot Tub · Fire Pit · Free Firewood

Lake Cabin · Hot Tub · Fire Pit · Free Firewood
Hayward
9.8 out of 10, Exceptional, (25 reviews)
"the place is in good shape and the location is awesome. "
United States
Kevin R.
$675 nightly
The price is $739
Nov 24 - Nov 25
Total with taxes and fees
Lake Cabin · Hot Tub · Fire Pit · Free Firewood
A deck with Adirondack chairs overlooking a lake at night, with a fire burning in the center.

17. Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!

Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Northwoods Beach
10.0 out of 10, Exceptional, (26 reviews)
"Our second time staying and we love it! We especially enjoyed the addition of the front/lake facing deck "
United States
ANN M.
$300 nightly
The price is $318
Nov 16 - Nov 17
Total with taxes and fees
Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Interior

18. 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, (32 reviews)
"Great place, location and hosts. "
United States
Paul H.
$137 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
A rustic cabin surrounded by dense forest.

19. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
8.4 out of 10, Very good, (20 reviews)
"Thank you for the great stay! I had everything I needed."
United States
Mark B.
$143 nightly
The price is $157
Nov 18 - Nov 19
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
A gravel driveway leading to a small, single-story building surrounded by dense trees and greenery.

20. Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI

Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI
Hayward
9.2 out of 10, Wonderful, (10 reviews)
"We felt like we we transported to the 60’s. The atmosphere and ambiance fit. We had everything we needed and the management was great. If you want old school WI resort this is your place!"
United States
Nina H.
$228 nightly
The price is $250
Nov 18 - Nov 19
Total with taxes and fees
Comfortable 3 Bedroom Cabin On the Shores of Lake Chippewa Flowage in Hayward WI
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Hotel Reviews

Timber Inn

Timber Inn

10/10 Excellent
"The staff was friendly and rooms were clean. I like that it was dog friendly and having a pizza delivered from their kitchen to my room was a plus."
Eric 4-night trip
Posted 2 days ago
Timber Inn

Find out more about Winter

Winter B&B information

Number of reviews
1,316
Accommodation
0 B&B
Lowest Price
$60
Highest Price
$739

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 $60 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.

Explore a world of travel with Expedia