Planning the Ultimate Wellington Vacation

Planning the Ultimate Wellington Vacation
Planning the Ultimate Wellington Vacation

Escape from the hustle and bustle of city life to the small town of Wellington for some serious time to relax. Wellington is located on the north shore of Lake Ontario and is known for its central location to wineries, the iconic lighthouse on Wellington Rotary Beach, delectable restaurants, and boutique Main Street shops.

One cannot properly unwind or vacation without a bougie place to stay. Fortunately for visitors, the accommodation options across Wellington are endless. Whether opting for waterfront cottage rentals overlooking West Lake, rustic country cabins, old historic homes, or luxurious 5-star inns, vacationers have a plethora of choices.

Wellington Vacation Packages

X[OH!] – The Drake Devonshire

Are you looking to get out of town and under the County stars? Stay up all night + get down to business with an X[OH!] sleepover made for the lovers.

Package Includes:

  • Pleasure kit for two
  • Complimentary bottle of local County wine
  • Late check-out [noon]
  • Two-night minimum

Romantic Getaway for Two – Sandbanks Vacations

Whether you’re celebrating an anniversary, birthday, or Christmas, or need to get away from it all, this getaway offers couples time to unwind, reconnect and indulge in each other.

Package Includes:

  • Two nights at Corner Haven Suite
  • The County Wine Essentials Tour (together, you’ll get to experience three local PEC wineries)
  • A specially curated charcuterie snack box
  • The option to add a dinner shuttle to the restaurant of your choice

Drake on Wheels – The Drake Devonshire

Pedal your way through PEC and explore all The County has to offer on two wheels. Chat your own path, or let nature and your GPS lead the way. Visit wineries and farm stands or cycle on rural roads with scenic stops along the way.

Package Includes:

  • Two-day standard comfort bike rental for two from our friends at Ideal Bike (upgrades to electric or premium road bikes are available)
  • Safe + locked bike storage
  • Picnic lunch for two or choice of yoga class (Friday or Saturday)
  • $15 breakfast credit (up to 2 guests per stay)
  • Two-night stay minimum

Best Wellington Vacation Rentals

The Hull House

8 guests · 5 bedrooms · 6 beds · 4.5 baths

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever-changing skies. 

The Hull House’s colourfully rustic yet refined modern interiors are inviting and cozy. From large sectionals, luxury king-size beds, custom ensuites, accent chairs, soft & colourful rugs, soaring views, and carefully curated treasures, the many spaces in the holiday home don’t shy away from extravagance and County comforts.

Enjoy 2 acres of land to yourself and your guests, and 200 + feet of private lakefrontage. On the back deck, we have an 8-person barrel sauna with a panoramic view, a sunken deck, and a fire pit. The sunken deck has a staircase down to Lake Ontario where you can swim off of the limestone shelf.

Rate: Starting from $306/night


Sakura Cottage: Waterfront PEC

6 guests · 3 bedrooms · 4 beds · 2 bath

A few doors from the Drake Devonshire, Sakura Cottage, is a newly renovated home in the quaint village of Wellington in the heart of picturesque Prince Edward County. Large windows give you a panorama view of Lake Ontario, steps from the backyard, and its shore birds. The soothing lake breezes make it the coolest spot when the weather is hot. Sakura Cottage is fully winterized and a wonderful cozy getaway in chillier times.

Rate: Starting from $340/night


Blue Roof House

8 guests · 3 bedrooms ·  beds · 2 baths

Recently renovated in the Spring of 2019, the Blue Roof House offers a serene escape from the hustle and bustle of city life. Whether you’re planning a wine-tasting weekend with friends or a delightful family getaway, this charming retreat in Wellington is your ideal destination. Nestled in the heart of Prince Edward County’s wine region, the Airbnb stands proudly on a sprawling 3.5-acre lot, right along the scenic Millennium Trail. 

The property boasts a spacious two-story home equipped with everything you need for a perfect Prince Edward County vacation. Relaxation takes center stage with a large six-person hot tub, providing an ideal spot for unwinding and stargazing during the tranquil nights. Additionally, guests have the opportunity to explore the scenic surroundings with a fleet of eight cruiser bikes available in the garage. With all amenities provided, the Blue Roof House promises a fun-filled and stress-free vacation.

Rate: Starting from $428/night


The Wellington General

4 guests · 2 bedrooms · 2 beds · 2 baths

Discover comfort at The Wellington General, offering two beautifully renovated units within an 1880s general store. Just four blocks from Wellington Beach and surrounded by restaurants, cafes, and art galleries, the main floor unit features two bedrooms with ensuite baths, a spacious spa-like bathroom, a large living room, and a fully equipped kitchen. Enjoy fast Wi-Fi and smart TV, and unwind on your private deck with a lake view and outdoor fire pit. The units are completely pet-friendly, so bring your furry friends!

Rate: Starting from $220/night


Wellington Waterfront Home

8 guests · 4 bedrooms · 6 beds · 2.5 baths

Discover the perfect waterfront retreat at Wellington Waterfront Home, ideally situated on Main Street in Wellington. This charming cottage rental features a spacious backyard that extends right to the serene waters of West Lake, offering stunning vistas of both Wellington Beach (just a 4-minute walk away) and the vast expanse of Lake Ontario.

Tailored for families or groups of friends, guests can indulge in the freedom of using our provided canoe, allowing easy access to the renowned Sandbanks Provincial Park within a mere 10-minute paddle from our private dock. At night, gather around the backyard fire pit, and revel in the convenience of being steps away from restaurants, shops, and galleries.

Rate: Starting from $800/night


Peaceful Peninsula

6 guests · 2 bedrooms · 3 beds · 1 bath

Come and unwind on a private peninsula with water surrounding you on three sides. Located at the end of a dead-end lane on the southeast shores of Prince Edward County, Peaceful Peninsula may be just the lakefront getaway you are looking for. Tranquil and surrounded by nature. It features a woodstove, two outdoor fire pits, a hot tub with scenic views, plus a private boat launch.

The primary bedroom has a dreamy king-sized bed where you can take in the amazing sunrises without lifting your head from your pillow. For families, the cottage offers plenty of private outdoor space to relax and unwind from the business of life. The new games room complete with darts, ping pong, large screen TV with satellite and Nintendo Switch is sure to keep families entertained no matter the weather.

Rate: Starting from $399/night

Yasunori – May 2023

“The best cottage we have ever experienced. We were able to relax in a completely private space. The room is very clean, and it is a location that makes you forget your daily life. The view from the jacuzzi is also very nice. The lake is very calm and you will lose track of time while watching the water birds.”


Places to Stay in Wellington, Ontario

Wander the Resort

10 cottages for rent · Accommodating 2 to 6 guests

The Wander is a new stylish lakeside retreat perfectly positioned for soaking up Prince Edward County, located just 5 minutes out of Wellington. Think luxe over rustic with private cedar decks, fire pits, spacious, kitted-out dining and living areas, and comfortable bedrooms. With ten cabins – four lakeside and six by the pool – guests have their private area with access to all the great amenities.

Taste their on-site restaurant Gather, a celebration of good food, community and connection in a relaxing lakeside setting. Or spend your days relaxing poolside, soaking in a hot tub, or unwinding in a sauna. The Wander is the ultimate Prince Edward County Resort.


The Lakeside Motel

11 lodges for rent · Accommodating 2 to 6 guests

The Lakeside Motel is located on two acres of lakefront property in Wellington, Ontario. Come for a night, come for a week, come for just as long as you need. From standard rooms to more secluded accommodations, the resort has a range of options to fit every need.

Enjoy lakeside bonfires, leisure canoe rides, relaxation poolside with sunloungers, bicycles, southing saunas, and various lawn games. Check out the shop or dine-in at the patio and bar.


Ray’s Cottages

Location: 27 McKnight Lane, Bloomfield

Ray’s Cottages is a four-acre campground and cottage resort on the shores of West Lake in Prince Edward County. Conveniently located within proximity to the villages of Wellington and Bloomfield and a short drive to Sandbanks Provincial Park or North Beach. Come and enjoy the relaxed family and pet-friendly atmosphere in a lakeside cottage, glamping tent, or campsite.

Augustus House

Location: 308 Main St, Wellington, ON

Experience luxury and comfort in the village of Wellington, Prince Edward County. Luxury and comfort–modern amenities are combined with traditional charm. Fine dining options, watering holes, and Lake Ontario are all within a two-block radius.

Wellington Willows Boutique B&B

Location: 341 Main St, Wellington, ON

Experience this fabulous 5-star accommodation in the charming village of Wellington for yourself. Wellington Willows Boutique B&B is the perfect home base to explore Prince Edward County. Please choose from one of our four elegant suites, all uniquely designed and beautifully appointed.

Hadovka Lakeside Inn

Location: 173 Main St, Wellington, ON

At Hadovka, they are committed to providing their guests with a comfortable, relaxing stay in one of the tastefully appointed guest suites accompanied by delicious gourmet daily breakfasts. The waterfront property features loads of outdoor seating and a fire pit. Hadovka is a relaxing adult getaway and unsuitable for children or pets.

Things to Do in Wellington

Things to Do in the Summer

  • Sample wine tastings at famous wineries
  • Swim at the County’s famous beaches (Wellington Rotary Beach)
  • Dine in the local culinary scene (La Condesa or Midtown Brewing Company)
  • Rent a bike to tour Prince Edward County
  • Experience the lake with water sports (Westlake Water Sports)
  • Get ice cream at the Old Greenhouse Ice Cream Shop
  • Go antiquing and shop the stores along Wellington Main Street
  • Bring the kids to the Wellington Adventure Playground

Things to Do in the Fall

  • Indulge in farm-to-table dining with Fall Countylicious
  • Visit the PEC Pumpkinfest in Wellington
  • Tour the famous wineries (TerraCello Winery or Sandbanks Estate Winery)
  • Visit Loch Mór Cider Company for fresh apple cider
  • Visit a conversation area for a fall hike (Beaver Meadow Wildlife Management Area)
  • Buy a fall fishing charter to fish for salmon and pickerel

Things to Do in the Winter

  • Snowshoe through a vineyard (Three Dog Winery or Sugarbush Vineyards)
  • Visit a brewery or Spirit House (Kinsip House of Fine Spirits or Gillingham Beer Garden)
  • Be part of Maple Madness
  • Skate through the County (Wellington Public Arena)
  • Go cross-country skiing
  • Visit local bakeries for some warm treats
  • Wander through the Arts Trail
  • Engage in the Santa Claus Parades and Festivals of Lights

Things to Do in the Spring

  • Visit a winery (Broken Stone Winery or Karlo Estates)
  • Walk along Wellington Rotary Beach
  • Hike through trials (Millennium Trail)
  • Embark on a County Wine Bike Tour
  • Indulge in Spring Countylicious
  • Visit farmer’s markets (Wellington Farmers’ Market)
  • Hit a golf course (Mill Creek Golf Course)
  • Visit Armstrong Glassworks

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