Winona Hotels from S$99

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winona hotels

Our top choices for Winona hotels

Meredith Inn
1 bedroom, individually decorated, individually furnished

Meredith Inn

2.0 star property
10.0 out of 10, Exceptional, (105)
"Great stay!"
The price is S$320
includes taxes & fees
26 Aug - 27 Aug
Meredith Inn
Black Swan Inn
Property grounds

Black Swan Inn

3.5 star property
9.4 out of 10, Exceptional, (456)
"Our only regret is that we weren't there for longer! It was such a lovely stay and everyone was so kind. We loved the room, breakfast was great, and the location worked out well for us. The property and building are both so cute. Highly recommend. "
The price is S$229
includes taxes & fees
26 Aug - 27 Aug
Black Swan Inn
The Sunny G B&B
1 bedroom, premium bedding, free WiFi, bed sheets

The Sunny G B&B

2.5 star property
9.4 out of 10, Exceptional, (667)
"Close to great golf, good breakfast, affordable. "
The price is S$173
includes taxes & fees
26 Aug - 27 Aug
The Sunny G B&B
Lakeview House & Cottages
Lake view

Lakeview House & Cottages

2.5 star property
9.2 out of 10, Wonderful, (217)
"Great location, clean property, friendly staff. "
Lakeview House & Cottages
Bay Top Motel
Front of property

Bay Top Motel

2.5 star property
9.6 out of 10, Exceptional, (296)
"This place was very neat beautifully landscaped. I would definitely stay there again"
The price is S$207
includes taxes & fees
14 Sept - 15 Sept
Bay Top Motel
Hampton Inn & Suites Tilton
Indoor pool

Hampton Inn & Suites Tilton

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great pool and breakfast "
The price is S$195
includes taxes & fees
28 Aug - 29 Aug
Hampton Inn & Suites Tilton
Best Western Plymouth Inn-White Mountains
Fireplace

Best Western Plymouth Inn-White Mountains

2.5 star property
9.0 out of 10, Wonderful, (867)
"Nice place!"
The price is S$146
includes taxes & fees
2 Sept - 3 Sept
Best Western Plymouth Inn-White Mountains
The Common Man Inn & Spa
Indoor spa tub

The Common Man Inn & Spa

4.0 star property
9.0 out of 10, Wonderful, (358)
"Great place to stay. "
The price is S$168
includes taxes & fees
2 Sept - 3 Sept
The Common Man Inn & Spa
Lake Wentworth Inn
Lobby

Lake Wentworth Inn

2.0 star property
9.4 out of 10, Exceptional, (469)
"Amazing place to stay! "
The price is S$222
includes taxes & fees
27 Aug - 28 Aug
Lake Wentworth Inn
Weirs Beach Motel and Cottages
1 bedroom, rollaway beds, free WiFi, bed sheets

Weirs Beach Motel and Cottages

2.0 star property
8.2 out of 10, Very good, (689)
"Great place to stay!"
The price is S$218
includes taxes & fees
26 Aug - 27 Aug
Weirs Beach Motel and Cottages
Super 8 by Wyndham Tilton/Lake Winnipesaukee
Property amenity

Super 8 by Wyndham Tilton/Lake Winnipesaukee

2.0 star property
7.4 out of 10, Good, (1003)
"The beds were very comfortable "
The price is S$129
includes taxes & fees
2 Sept - 3 Sept
Super 8 by Wyndham Tilton/Lake Winnipesaukee
The Tea Rose Inn at Plymouth
1 bedroom, premium bedding, individually decorated

The Tea Rose Inn at Plymouth

3.5 star property
9.8 out of 10, Exceptional, (160)
"Great B&B that made you feel like you were home. "
The Tea Rose Inn at Plymouth
Tilton Inn
Lunch and dinner served, American cuisine

Tilton Inn

3.0 star property
8.6 out of 10, Excellent, (127)
"Loved the comfy, cozy, antique style of the room we had, which was very clean. The bar area and dining inviting, with option to eat out on the porch. Very quiet, and the staff are friendly and awesome. We will stay there again! Where someone might want more modern place, or more eminities, we enjoyed quaint, basic, very sweet place. It has history and you can feel it..and maybe,,, hear it. 😃 I did."
The price is S$174
includes taxes & fees
7 Sept - 8 Sept
Tilton Inn
Red Carpet Inn & Suites
Individually decorated, individually furnished, desk, iron/ironing board

Red Carpet Inn & Suites

2.0 star property
6.8 out of 10, (833)
"Hospitality and room are great, as is price and location. Hotel buildings and nearby buildings are somewhat shabby."
The price is S$124
includes taxes & fees
26 Aug - 27 Aug
Red Carpet Inn & Suites
TownePlace Suites by Marriott Gilford
Exterior

TownePlace Suites by Marriott Gilford

3.0 star property
9.2 out of 10, Wonderful, (583)
"Excelente place to stay!"
The price is S$224
includes taxes & fees
2 Sept - 3 Sept
TownePlace Suites by Marriott Gilford
Winnisquam Lake Inn
Sun deck

Winnisquam Lake Inn

3.0 star property
6.8 out of 10, (707)
"It was a place to stay "
The price is S$99
includes taxes & fees
26 Aug - 27 Aug
Winnisquam Lake Inn
The Windrifter Resort
Lake

The Windrifter Resort

2.5 star property
8.8 out of 10, Excellent, (318)
"Nice property"
The price is S$156
includes taxes & fees
7 Sept - 8 Sept
The Windrifter Resort
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG
Free buffet breakfast

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

2.5 star property
9.4 out of 10, Exceptional, (1005)
"Just a all around great place to stay. "
The price is S$200
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG
Half Moon Motel & Cottages
Terrace/patio

Half Moon Motel & Cottages

2.5 star property
8.6 out of 10, Excellent, (472)
"Fabulous place to stay. The cottage was clean and adorable, the porch was fun with great evening lights, the pool was huge and clean, the staff was friendly, and perfect location for Weirs Beach activities. "
The price is S$179
includes taxes & fees
22 Sept - 23 Sept
Half Moon Motel & Cottages
Pilgrim Inn & Cottages
Exterior

Pilgrim Inn & Cottages

2.0 star property
7.4 out of 10, Good, (387)
"Super helpful owners, nice clean rooms, great rates for the area"
The price is S$132
includes taxes & fees
26 Aug - 27 Aug
Pilgrim Inn & Cottages
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Winona

Check out the local area in Winona—home to attractions like Lake Waukewan and Winona Lake.

See all hotels in Winona

Top Winona Hotel Reviews

Hampton Inn & Suites Tilton

Hampton Inn & Suites Tilton

10/10 Excellent
"It was a perfect one night stay"
Kristen 1-night trip
Posted 18 hours ago
Hampton Inn & Suites Tilton

Frequently asked questions

Where is the best place to stay in Winona?

Mill Falls Resort Collection at the Lake, located 3 mi (4.7 km) from the heart of Winona, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Best Western Plus Landmark Inn and The Common Man Inn & Spa. See all available top hotels, or vacation rentals in Winona.

What are some of the best holiday rentals that Winona has to offer?

Cold Spring Plymouth Resort: This holiday home rental outside of Winona is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with an outdoor tennis court and 1 hot tub. See all vacation rentals in Winona.

If I need to cancel my hotel reservation in Winona, will I receive a refund?

Yes! Most hotel room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winona.

How is it to stay in Winona?

Visitors will definitely enjoy all that Winona has to offer. A top sight in the area is Lake Winnipesaukee. In Winona, there are 3 hotels and other accommodation options to choose from. Find out more about Winona.

What are the top places to visit in Winona?

The picturesque setting of Lake Waukewan and Winona Lake exemplify the area's natural beauty. Additionally, you'll find Lake Winnipesaukee in the area. Take a look at what more there is to see and do in Expedia's Winona guide.

What's the weather like in Winona?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Winona are January, March, November and February, with each month seeing an average of 28 cm of snowfall.