Find a Bed and Breakfast in Winter from CA $94

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter

Terrace/patio

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
10.0 out of 10, Exceptional, (3 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.
The price is CA $433
CA $809 total
includes taxes & fees
May 20 - May 21
The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!
Iron/ironing board, free WiFi, bed sheets, alarm clocks

AmeriVu Inn

AmeriVu Inn
2.0 star property
Park Falls
8.0 out of 10, Very good, (390 reviews)
"Good staff Quiet Clean"
United States
Sarah
The price is CA $154
CA $169 total
includes taxes & fees
May 19 - May 20
AmeriVu Inn
Free continental breakfast

Super 8 by Wyndham Phillips

Super 8 by Wyndham Phillips
2.0 star property
Phillips
8.0 out of 10, Very good, (260 reviews)
"Clean-great stay"
United States
Arthur
The price is CA $122
CA $133 total
includes taxes & fees
May 31 - Jun 1
Super 8 by Wyndham Phillips
Deluxe Room, 1 King Bed, Non Smoking

AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith
3.0 star property
Ladysmith
8.2 out of 10, Very good, (89 reviews)
"Room was OK ,,,,Staff also was OK . Was at hotel 7 nights ,, .Breakfast first day was good,,, The rest of the time we ate out .. No fruit and very little to choose from ,,,,Parking was excellent,,,,,"
Canada
Ken
The price is CA $157
CA $175 total
includes taxes & fees
May 24 - May 25
AmericInn by Wyndham Ladysmith
Deluxe Room, 1 King Bed, Balcony, Lake View

Timber Inn

Timber Inn
2.0 star property
Phillips
6.8 out of 10, (303 reviews)
"We stayed one night and had a very pleasant experience. The room was very clean, comfortable, and well cared for, and it’s clear the owners take pride in their motel. Everything was quiet, convenient, and exactly what we needed. We appreciate the hospitality and would happily stay again."
United States
Kaye Lani
The price is CA $110
CA $120 total
includes taxes & fees
May 19 - May 20
Timber Inn
Bar (on property)

Northern Lights Inn

Northern Lights Inn
2.5 star property
Park Falls
8.0 out of 10, Very good, (201 reviews)
"Clean room, friendly staff, hot tub worked great!"
United States
Michael
The price is CA $181
CA $199 total
includes taxes & fees
May 22 - May 23
Northern Lights Inn
Indoor pool, sun loungers

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, (672 reviews)
"the best stay in the area"
United States
Daniel
The price is CA $209
CA $229 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express & Suites Hayward by IHG
Indoor pool

Quality Inn Ladysmith

Quality Inn Ladysmith
2.5 star property
Ladysmith
8.6 out of 10, Excellent, (264 reviews)
"The staff was very friendly. The rooms were clean and the breakfast was excellent. "
United States
Gary
The price is CA $162
CA $181 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Ladysmith
Interior

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Ojibwa
9.8 out of 10, Exceptional, (14 reviews)
"Very cozy, perfect for a family. Had everything we needed. "
United States
Erica C.
The price is CA $155
CA $268 total
includes taxes & fees
May 25 - May 26
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Exterior

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, (21 reviews)
"Great hosts and location. "
United States
Paul H.
The price is CA $172
CA $210 total
includes taxes & fees
May 19 - May 20
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Exterior

Red Pines - Elk Lake Efficiency #6A

Red Pines - Elk Lake Efficiency #6A
Phillips
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, peaceful place that was perfect for a weekend getaway. The room was clean and well stocked. "
United States
Karan B.
The price is CA $192
CA $323 total
includes taxes & fees
May 19 - May 20
Red Pines - Elk Lake Efficiency #6A
Smart TV, fireplace

Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities

Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities
Clam Lake
10.0 out of 10, Exceptional, (32 reviews)
"We appreciated the layout of the cabin for gathering as a family for games and cooking together while also offering private spaces for relaxing."
United States
Nancy H.
The price is CA $297
CA $685 total
includes taxes & fees
May 20 - May 21
Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities
Exterior

Ultimate Hayward Trailhead Cabin

Ultimate Hayward Trailhead Cabin
Hayward
The price is CA $206
CA $377 total
includes taxes & fees
May 19 - May 20
Ultimate Hayward Trailhead Cabin
Property grounds

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Phillips
9.6 out of 10, Exceptional, (28 reviews)
"Very nice place to stay!"
United States
Dina A.
The price is CA $248
CA $307 total
includes taxes & fees
May 19 - May 20
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio

Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (318 reviews)
"Beautiful setting, relaxing stay, comfortable and clean accommodations, super nice staff."
United States
Sarah
The price is CA $215
CA $442 total
includes taxes & fees
Jun 2 - Jun 3
Telemark Northwoods Lodging
Property grounds

Rustic campground in Butternut

Rustic campground in Butternut
Butternut
The price is CA $62
CA $94 total
includes taxes & fees
May 19 - May 20
Rustic campground in Butternut
Interior

Lunar Lodge on Windfall Lake

Lunar Lodge on Windfall Lake
Exeland
The price is CA $217
CA $777 total
includes taxes & fees
May 19 - May 20
Lunar Lodge on Windfall Lake
WiFi, bed sheets

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
The price is CA $158
CA $224 total
includes taxes & fees
May 19 - May 20
Chip-Wa Lodging Room 6
TV, fireplace

Lakefront Cabin on LCO - The Sunset Escape

Lakefront Cabin on LCO - The Sunset Escape
Hayward
9.6 out of 10, Exceptional, (5 reviews)
"Very comfortable and great view of the lake."
United States
Jeffrey T.
The price is CA $293
CA $756 total
includes taxes & fees
May 20 - May 21
Lakefront Cabin on LCO - The Sunset Escape
Property grounds

Time to Hideout in Hayward!

Time to Hideout in Hayward!
Hayward
The price is CA $186
CA $535 total
includes taxes & fees
May 19 - May 20
Time to Hideout in Hayward!
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

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"Nice hotel on a beautiful lake. Hotel staff opened breakfast 45 minutes early for us as we had a bicycle race and had to leave by 7"
Florentino 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Hayward by IHG

Find out more about Winter

Winter B&B information

Number of reviews
2,088
Accommodation
0 B&B
Lowest Price
CA $94
Highest Price
CA $809

Frequently asked questions

Searching for B&Bs in Winter?
If you want to find an accommodation with a small number of rooms and a cozy environment, a bed and breakfast may be the perfect thing for your trip to Winter. If you're interested in playing some golf on your trip, Barker Lake Golf Course is a good spot to tee off.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to mingle with other guests, and delectable breakfasts, B&Bs offer a truly one-of-a-kind environment.
When should I stay at a B&B in Winter?
When you're dreaming of a trip to Winter, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Winter are April, March, January, and February, with each month seeing an average of 10 inches of snowfall.
What is there to do in Winter?
When you want to spend some time in the great outdoors, Lake Winter and Perch Lake are some notable spots. You might put Fishtrap Lake and Chequamegon National Forest on your list if you want to see more of the area.

Explore a world of travel with Expedia