Walpole Island Vacation Packages

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Your Walpole Island Vacation

Art, food, entertainment and more … It's all waiting for you with a Walpole Island vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's hard to forget. Eager to see the sights but unsure where to start? Every trip to Walpole Island should include Baldoon Golf Club. Stop dreaming and start adventuring. Explore the broad range of options on Expedia today and put your Walpole Island vacation plans into gear!

Top Walpole Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Nicklin House

Nicklin House

3 out of 5
per person
Feb. 23 - Feb. 28
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Windsor (YQG)
9.4/10 Exceptional! (59 reviews)
This property is ADORABLE! I love the welcoming feeling and the owners are so kind we will definitely be back

Reviewed on Oct. 25, 2024

Seacliffe Inn

Seacliffe Inn

3 out of 5
per person
Feb. 23 - Feb. 28
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Windsor (YQG)
8/10 Very Good! (1,000 reviews)
Only complaint. Mattress could be better. 3rd year in a row we come to this spot for a weekend.

Reviewed on Nov. 17, 2024

Dream BNB Estate Inn and Retreat House

Dream BNB Estate Inn and Retreat House

3.5 out of 5
per person
Feb. 23 - Feb. 28
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Windsor (YQG)
10/10 Exceptional! (66 reviews)
location and rooms are all good. no breakfast as in the pictures

Reviewed on Jan. 17, 2025

The Grove Motel

The Grove Motel

2.5 out of 5
Essex
per person
Feb. 23 - Feb. 28
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Windsor (YQG)
9.8/10 Exceptional! (53 reviews)
A very clean and modern motel with comfortable and unique rooms located in a great area. I highly recommend the many wineries in the area. The staff were available if needed and check in/check out was fast and easy. Staff were also extremely friendly at the motel and the coffee shop, which has the best coffee and light meals.

Reviewed on Jan. 2, 2025

Coastal #1 and Cozy #2 - Seacliff Beach Suites

Coastal #1 and Cozy #2 - Seacliff Beach Suites

3.5 out of 5
per person
Feb. 23 - Feb. 28
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Windsor (YQG)
9.6/10 Exceptional! (4 reviews)
Very comfortable suite, good location to explore the area from.

Reviewed on May 18, 2023

Ready to book your vacation to Walpole Island?

 

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Walpole Island Hotel Deals

Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
2.5 out of 5
14 AMY CROFT DRIVE, Lakeshore, ON
Fully refundable
The price is CA $171 per night from Jan. 26 to Jan. 27
CA $171
CA $201 total
includes taxes & fees
Jan 26 - Jan 27
9.4/10 Exceptional! (702 reviews)
Great stay- Windsor
"Wonderful front desk staff. Ideally located near several fine eateries. Ideally located and easy to find. Also, breakfast is great - excellent variety!"

Reviewed on Jan. 18, 2025

Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
Holiday Inn Express & Suites Chatham South, an IHG Hotel
Holiday Inn Express & Suites Chatham South, an IHG Hotel
2.5 out of 5
575 Richmond Street, Chatham-Kent, ON
Fully refundable
The price is CA $159 per night from Jan. 26 to Jan. 27
CA $159
CA $180 total
includes taxes & fees
Jan 26 - Jan 27
8.6/10 Excellent! (878 reviews)
"Property was very clean and staff extremely helpful and friendly"

Reviewed on Jan. 20, 2025

Holiday Inn Express & Suites Chatham South, an IHG Hotel
Retro Suites Hotel
Retro Suites Hotel
3.5 out of 5
2 King Street West, Chatham-Kent, ON
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Jan. 29 to Jan. 30
CA $149
CA $169 total
includes taxes & fees
Jan 29 - Jan 30
9.6/10 Exceptional! (507 reviews)
"No place to sit for breakfast and having said that there were no coffee lids to bring your coffee back to your room. Would be nice if there were trays to carry things back to your room"

Reviewed on Jan. 16, 2025

Retro Suites Hotel
See all 84 properties in Walpole Island
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Walpole Island vacation package cost?
Offering great value package deals from CA $807 on Expedia, you’ll be thrilled with how little a vacation to Walpole Island costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to Walpole Island?
You can generally find lower prices and better availability in January, February and November. Take a look at our cheap Walpole Island vacation packages and you could score some great off-season deals.
How many days is enough for Walpole Island?
With a well-organized itinerary, you can easily tick off the main Walpole Island sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Walpole Island vacation for longer.
How to find the best Walpole Island package deals?
Begin your search for a Walpole Island package deal by entering your destination and travel dates under our “Packages” tab. Then apply a few filters, like “Guest rating” and “Property type,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with huge savings. If you don’t find the perfect Walpole Island package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Walpole Island escape off to a flying start.
Is it cheaper to book a Walpole Island vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You’ll typically score a better deal than booking each component separately. And you’ll still have the flexibility to create a customized Walpole Island vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Walpole Island?
If you’re planning a spontaneous Walpole Island adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Walpole Island?

  1. Choose when to go: Check your diary and pack your bags. Your favorite season and the activities available will also help you decide when to escape to Walpole Island.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Walpole Island.
  3. Decide how long to go away for: Now that you know more about Walpole Island, you can work out the right length of your break. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Walpole Island vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.