Hotels near Trail Estate Winery

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Check prices for these dates

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Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Trail Estate Winery hotels

Terrace/patio
Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel
3.0 star property
2.8 km from Trail Estate Winery
9.2 out of 10, Wonderful, (87)
"Lovely stay, beautiful clean room!"
Canada
Shannon
Villa di Casa - Boutique Hotel
Dining
Newsroom Suites

Newsroom Suites

Newsroom Suites
3.5 star property
6.3 km from Trail Estate Winery
9.8 out of 10, Exceptional, (295)
"Clean and easy to check in. Great location."
Canada
Glen
The price is P6,378
P7,495 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Newsroom Suites
Lake
The Birch

The Birch

The Birch
2.0 star property
7.2 km from Trail Estate Winery
9.8 out of 10, Exceptional, (48)
"Amazing stay. Highly recommend. Very Clean and great amenities. "
Canada
Jessica
The price is P6,579
P9,881 total
includes taxes & fees
Dec 30 - Dec 31
The Birch
Premium bedding, pillowtop beds, in-room safe, laptop workspace
Wander the Resort

Wander the Resort

Wander the Resort
2.5 star property
9.1 km from Trail Estate Winery
9.8 out of 10, Exceptional, (48)
"Room was clean, staff were helpful and friendly, products were nice and the room was well stocked. Lovely stay "
Canada
Natasha
The price is P19,134
P23,060 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wander the Resort
Property grounds
Owl's Nest Suites

Owl's Nest Suites

Owl's Nest Suites
3.5 star property
11.6 km from Trail Estate Winery
9.8 out of 10, Exceptional, (196)
"Great place 💯"
Canada
Lateef
The price is P3,178
P3,735 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Owl's Nest Suites
Property amenity
Lakeside Motel

Lakeside Motel

Lakeside Motel
3.5 star property
6 km from Trail Estate Winery
9.4 out of 10, Exceptional, (168)
"Beautiful property- would love to come back when the restaurant is open! "
Canada
Jessica
Lakeside Motel
Restaurant
Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn
4.0 star property
6.3 km from Trail Estate Winery
8.8 out of 10, Excellent, (114)
"Staff very attentive and helpful"
Canada
Richard
The price is P12,741
P14,973 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Drake Devonshire and Motor Inn
Outdoor banquet area
Timber House Resort

Timber House Resort

Timber House Resort
3.0 star property
19.5 km from Trail Estate Winery
8.6 out of 10, Excellent, (481)
"Great food and service and being able to taste the homemade jams before choosing which ones to buy was great! "
Canada
Darlene
The price is P7,215
P8,479 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Timber House Resort
Garden
The Waring House

The Waring House

The Waring House
3.0 star property
19.4 km from Trail Estate Winery
8.4 out of 10, Very Good, (1000)
"Spacious room with King sized bed and 2 person outdoor hot tub. Perfect for a couple's weekend retreat. "
Canada
Jennifer
The Waring House
Private kitchen
Travelodge by Wyndham Trenton

Travelodge by Wyndham Trenton

Travelodge by Wyndham Trenton
2.0 star property
17 km from Trail Estate Winery
7.8 out of 10, Good, (1001)
"Room is fine. Staff was very friendly. "
Canada
Linda
The price is P4,724
P5,552 total
includes taxes & fees
Dec 26 - Dec 27
Travelodge by Wyndham Trenton
Minibar, individually decorated, individually furnished, bed sheets
Isaiah Tubbs Resort & Conference Centre

Isaiah Tubbs Resort & Conference Centre

Isaiah Tubbs Resort & Conference Centre
2.0 star property
14.1 km from Trail Estate Winery
7.6 out of 10, Good, (606)
"We enjoyed our stay, and breakfast at the Piller and Post was nice."
Canada
Andy
The price is P5,074
P5,963 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Isaiah Tubbs Resort & Conference Centre
Front of property
Trenton Park Motel

Trenton Park Motel

Trenton Park Motel
2.5 star property
17.8 km from Trail Estate Winery
7.6 out of 10, Good, (203)
"Great place to stay."
Canada
Pete
The price is P5,467
P6,425 total
includes taxes & fees
Dec 28 - Dec 29
Trenton Park Motel
View from property
Bayside Motel

Bayside Motel

Bayside Motel
2.0 star property
16.9 km from Trail Estate Winery
6.8 out of 10, (276)
"Nice clean older Motel, value for the cost "
Canada
Gary
The price is P4,450
P5,230 total
includes taxes & fees
Dec 26 - Dec 27
Bayside Motel
Lobby
Ramada by Wyndham Belleville Harbourview Conference Centre

Ramada by Wyndham Belleville Harbourview Conference Centre

Ramada by Wyndham Belleville Harbourview Conference Centre
3.0 star property
19.9 km from Trail Estate Winery
6.4 out of 10, (1787)
"Room was clean Parking was ok "
Canada
Maria
The price is P4,816
P5,900 total
includes taxes & fees
Dec 28 - Dec 29
Ramada by Wyndham Belleville Harbourview Conference Centre
Front of property
Guest Inn

Guest Inn

Guest Inn
2.0 star property
17.8 km from Trail Estate Winery
5.6 out of 10, (123)
"The staff is really accomodating and kind so welcoming"
Canada
Merliz
The price is P6,141
P7,217 total
includes taxes & fees
Dec 28 - Dec 29
Guest Inn
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.
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Top Trail Estate Winery Hotel Reviews

The Waring House

The Waring House

10/10 Excellent
"Spacious room with King sized bed and 2 person outdoor hot tub. Perfect for a couple's weekend retreat. "
Jennifer 1-night trip
Posted 5 days ago
The Waring House

Hotels near other Trail Estate Winery attractions

Prince Edward County Lavender Farm

Enjoy an outing to Prince Edward County Lavender Farm during your stay in Wellington. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
See properties

Hinterland Winery

You can enjoy a tasting or tour at Hinterland Winery during your travels to Wellington. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
See properties

Frequently asked questions

What's the area like around Trail Estate Winery?
Trail Estate Winery is located in a welcoming area of Wellington that travelers like for its lakeside setting and wineries. You'll find 97 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay near Trail Estate Winery?
Villa di Casa - Boutique Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.7 mi (2.8 km) from Trail Estate Winery. Other good choices within 5 miles include Drake Devonshire and Motor Inn and Lakeside Motel.
How many hotels can I expect to find close to Trail Estate Winery?
Expedia has 97 hotels and other accommodations a few miles from Trail Estate Winery.
If I need to cancel the hotel reservation for my stay near Trail Estate Winery, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the best deals near Trail Estate Winery.
What can I see and do near Trail Estate Winery?
Attractions like Armstron Glassworks and Wellington Heritage Museum highlight the local culture. Enjoy nature at Wellington Main Street Park, Wellington Rotary Beach, or Hillier Hall. If you've got some time to explore the area around Trail Estate Winery, you may want to make a stop by The Grange of Prince Edward Vineyards and Estate Winery, Sandbanks Estate Winery, and Wellington on the Lake Golf Course.