A brick building with the inscription "WINONA" and an arched window.

Book Winona 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 Winona

A Holiday Inn Express hotel with a covered entrance, a brick facade, and a clear sky.

1. Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
2.5 star property
Winona
8.2 out of 10, Very good, (756 reviews)
"Efficient friendly staff, good breakfast, room was clean and comfortable."
United States
Anita
$107 nightly
The price is $117
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Express and Suites Winona North by IHG
A hotel room with a large bed, a desk with a computer, a chair, and a television.

2. Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very good, (531 reviews)
"2nd time using this location for my travels in Mississippi, Recommend you're passing through"
United States
Marquis
$99 nightly
The price is $108
Nov 15 - Nov 16
Total with taxes and fees
Americas Best Value Inn Winona
A hotel room with two beds, a large window with a geometric pattern, a wall-mounted lamp, and a wooden floor.

3. Relax Inn & Suites

Relax Inn & Suites
2.0 star property
Winona
6.0 out of 10, (70 reviews)
"Enjoyed my stay!"
United States
Edward
$70 nightly
The price is $76
Nov 15 - Nov 16
Total with taxes and fees
Relax Inn & Suites
A wooden cabin with a balcony, surrounded by trees.

4. Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Winona
10.0 out of 10, Exceptional, (1 review)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
United States
Trey H.
$163 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
A wooden door with two glass panels, a wreath on each, and a sign reading "1418B".

5. Charming 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC
Winona
8.0 out of 10, Very good, (2 reviews)
"I had a hard time find this place, there need to be sign on old mountain road tell u how to get there. I had to clean one of the bathroom the shower was not clean. There are French door when u enter this place. There need to be some blind to the door."
United States
sherrida r.
$380 nightly
The price is $414
Nov 15 - Nov 16
Total with taxes and fees
Charming 3-bedroom barn in quaint Winona with AC
A cozy cabin interior with a wooden ceiling, a ceiling fan, a kitchen area with a refrigerator and stove, a dining area with a table and chairs, and a living room with a couch.

6. Charming ranch style log cabin with AC in scenic Winona

Charming ranch style log cabin with AC in scenic Winona
Winona
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean, comfortable cabin with everything you need. "
United States
Lee T.
$271 nightly
The price is $295
Nov 15 - Nov 16
Total with taxes and fees
Charming ranch style log cabin with AC in scenic Winona
A hotel room with a bed, a desk, a mirror, a bathroom with a sink and mirror, and a door.

7. Baymont by Wyndham Grenada

Baymont by Wyndham Grenada
2.5 star property
Grenada
6.2 out of 10, (723 reviews)
"Great place"
United States
Rebbeque
$62 nightly
The price is $68
Dec 6 - Dec 7
Total with taxes and fees
Baymont by Wyndham Grenada
A hotel room with a bed, a television, a desk, a lamp, and a window with curtains.

8. Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada
2.5 star property
Grenada
9.0 out of 10, Wonderful, (726 reviews)
"Very friendly staff and clean rooms."
United States
Bradley
$128 nightly
The price is $141
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn & Suites Grenada
A dining area with wooden tables and chairs, a television, and potted plants.

9. OYO Hotel Grenada West

OYO Hotel Grenada West
2.0 star property
Grenada
6.6 out of 10, (445 reviews)
"Our room was neat and clean and the staff was super helpful."
United States
John Eskridge
$55 nightly
The price is $60
Dec 2 - Dec 3
Total with taxes and fees
OYO Hotel Grenada West
A building entrance with a central door, flanked by columns, and a tiled floor.

10. Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
2.5 star property
Grenada
8.6 out of 10, Excellent, (623 reviews)
"Best breakfast we have had!"
United States
Debbie
$125 nightly
The price is $138
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Express & Suites Grenada by IHG
A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.

11. Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada
2.5 star property
Grenada
8.0 out of 10, Very good, (874 reviews)
"Breakfast was great and staff was friendly"
United States
Lillian
$111 nightly
The price is $123
Dec 6 - Dec 7
Total with taxes and fees
Comfort Inn & Suites Grenada
A living room with a sectional sofa, armchairs, a coffee table, and a dining area with a table and chairs.

12. Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
9.6 out of 10, Exceptional, (16 reviews)
"The property was easy to find, very clean, and the beds were very comfortable. Great place to stay and cozy."
United States
Joahua
$288 nightly
The price is $308
Nov 23 - Nov 24
Total with taxes and fees
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
A hotel room with a bed, a sofa, a small table, a desk, a lamp, a painting on the wall, and a mirror.

13. Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
7.8 out of 10, Good, (290 reviews)
"Nice location"
United States
Mark
$76 nightly
The price is $83
Dec 6 - Dec 7
Total with taxes and fees
Econo Lodge Grenada
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.

14. SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
2.5 star property
Greenwood
8.2 out of 10, Very good, (792 reviews)
"enjoyed my stay"
United States
James
$127 nightly
The price is $137
Dec 13 - Dec 14
Total with taxes and fees
SureStay Plus Hotel by Best Western Greenwood
A reception desk with a framed painting above it, a small American flag, and a decorative plant.

15. Oak Tree Inn

Oak Tree Inn
2.5 star property
Eupora
6.4 out of 10, (100 reviews)
"Great hotel , good customer service perfect hotel if your traveling quiet neighborhood definitely recommend"
United States
Gemma
$75 nightly
The price is $82
Nov 15 - Nov 16
Total with taxes and fees
Oak Tree Inn
A modern hotel room with a bed, a desk, and a chair.

16. Motel 6 Greenwood, MS

Motel 6 Greenwood, MS
2.0 star property
Greenwood
7.8 out of 10, Good, (221 reviews)
"Very nice location, staff helped a lot"
United States
Alan
$74 nightly
The price is $80
Nov 15 - Nov 16
Total with taxes and fees
Motel 6 Greenwood, MS
A dining area with round wooden tables and chairs, a television, and potted plants.

17. Grenada MS | King Bed

Grenada MS | King Bed
Grenada MS
10.0 out of 10, Exceptional, (58 reviews)
"Stopped here for one night and it comfortably met all expectations."
United States
Anonymous traveler
$62 nightly
The price is $68
Dec 1 - Dec 2
Total with taxes and fees
Grenada MS | King Bed
A hotel room with two beds, a headboard, bedside lamps, and a patterned carpet.

18. Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood
2.0 star property
Greenwood
4.6 out of 10, (107 reviews)
"The lobby was dirty and we decided to stay at Holiday inn"
United States
Betty
$85 nightly
The price is $92
Dec 1 - Dec 2
Total with taxes and fees
Americas Best Value Inn & Suites Greenwood
A covered porch with a cushioned bench and decorative pillows, a wooden railing, and a clear view of the surrounding landscape.

19. Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Greenwood
10.0 out of 10, Exceptional, (5 reviews)
"Great little cabin for a getaway. Quiet and secluded."
United States
Mark H.
$108 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
77f49a8d

20. The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (7 reviews)
"Cabin was nice clean and was so easy to check"
United States
Kathy B.
$327 nightly
The price is $339
Nov 15 - Nov 16
Total with taxes and fees
The Crappie-2 bedroom cabin with spacious parking
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 Winona Hotel Reviews

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

10/10 Excellent
"enjoyed my stay"
James 1-night trip
Posted 2 days ago
SureStay Plus Hotel by Best Western Greenwood

Find out more about Winona

Winona B&B information

Number of reviews
3,230
Accommodation
1 B&B
Lowest Price
$60
Highest Price
$414

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Winona?
Prices for B&Bs in Winona 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 Winona 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 Bed and Breakfast in Winona?
The best time to book a B&B in Winona is during the spring months, particularly in May, when the city comes alive with vibrant blooms and outdoor activities. This season is ideal for those who appreciate a lively atmosphere, as the weather warms up, creating superb conditions for exploring the scenic Mississippi River and its surrounding parks.

From late April through June, visitors can enjoy comfortable temperatures, typically ranging from the mid-50s to low 70s Fahrenheit, making it a delightful time for outdoor adventures like hiking and biking along the river trails. May, in particular, sees an influx of tourists as local festivals and events become more frequent, providing ample opportunities to experience the culture and community spirit of Winona.

For travelers looking for a more economical option, consider visiting in November. This month offers a quieter ambiance, allowing you to enjoy the beauty of the area without the hustle and bustle of the peak season. The fall foliage can still be appreciated, and you can take advantage of lower rates on accommodations.
What is the difference between a Winona Bed & Breakfast and a hotel?
Every Winona 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 Winona B&Bs.

Explore a world of travel with Expedia