Top Hotels Near Waupoos Winery in Prince Edward from NZ$187

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Waupoos Winery hotels

Luxury Room
Cribs on Main

Cribs on Main

Cribs on Main
3.0 star property
13.4 km from Waupoos Winery
9.8 out of 10, Exceptional, (211)
"Great place ! "
Canada
CAITLIN
The price is NZ$294
includes taxes & fees
12 Jan - 13 Jan 2026
Cribs on Main
Grand Suite | Living area
Jackson's Falls Country Inn

Jackson's Falls Country Inn

Jackson's Falls Country Inn
3.0 star property
11 km from Waupoos Winery
9.4 out of 10, Exceptional, (211)
"Excellent spot for travel with a dog, main floor walk out onto porch and yard was perfect."
Canada
Donna
The price is NZ$250
includes taxes & fees
4 Jan - 5 Jan 2026
Jackson's Falls Country Inn
Terrace/patio
Cribs On The Hill

Cribs On The Hill

Cribs On The Hill
4.0 star property
13 km from Waupoos Winery
9.2 out of 10, Wonderful, (247)
"Very satisfied. It's very clean. I hope to come again in summer."
Canada
chen
The price is NZ$273
includes taxes & fees
18 Jan - 19 Jan 2026
Cribs On The Hill
Standard Room, 2 Queen Beds, Ground Floor
Picton Harbour Inn

Picton Harbour Inn

Picton Harbour Inn
3.0 star property
13.2 km from Waupoos Winery
9.0 out of 10, Wonderful, (1002)
"This place was just perfect for our wintertime family holiday. Our rooms looked out onto the harbour, and we enjoyed walking around Picton during the day. In the morning we enjoyed brunch in the on-site Lighthouse Restaurant, which was very busy with both guests and locals. Thanks for a great stay!"
Canada
Kathryn
The price is NZ$187
includes taxes & fees
5 Jan - 6 Jan 2026
Picton Harbour Inn
Garden
The Waring House

The Waring House

The Waring House
3.0 star property
16.6 km from Waupoos Winery
8.4 out of 10, Very good, (1003)
"Spacious room with King sized bed and 2 person outdoor hot tub. Perfect for a couple's weekend retreat. "
Canada
Jennifer
The Waring House
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

Top Waupoos Winery Hotel Reviews

Cribs On The Hill

Cribs On The Hill

10/10 Excellent
"Everything was amazing, except the bathroom fan wasn't working, otherwise a wonderful and cozy space!"
Sina 2-night trip
Posted 5 days ago
Cribs On The Hill

Hotels near other Waupoos Winery attractions

Winery with a view! Enjoying the spring weather at the County Cider Company on Lake Ontario, in Prince Edward County near Picton. #winery #winetastingtour #ontario
Photo by AdventureJ
Open Photo by AdventureJ

County Cider Company

You can enjoy a tasting or tour at County Cider Company during your travels to Waupoos. Stroll along the area's waterfront or simply enjoy its wineries.
See properties
Lake on the Mountain Provincial Park which includes a lake or waterhole, a sunset and a park

Lake on the Mountain Provincial Park

4.5/5 (65 reviews)
You can take time to visit Lake on the Mountain Provincial Park during your travels to Picton. Stroll along this relaxing area's waterfront or simply enjoy its restaurants.
See properties

Frequently asked questions

What's the area like around Waupoos Winery?
Waupoos Winery is located in a welcoming area of Waupoos that travellers like for its wineries and restaurants. If you're looking for a convenient place to stay, take a look at the 6 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay close to Waupoos Winery?
Picton Harbour Inn is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and free WiFi. You'll find it 8.2 mi (13.2 km) from Waupoos Winery. Other good choices around the area include Jackson's Falls Country Inn and Cribs On The Hill.
How many hotels will I be able to find close to Waupoos Winery?
Expedia has 6 hotels and other accommodation options within a mile from Waupoos Winery.
If I need to cancel the hotel reservation for my stay near Waupoos Winery, will I receive a refund?
Yes! Most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Add dates, click "Search", then filter by "fully refundable" to review top deals close to Waupoos Winery.