Windermere Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Windermere
Old Orchard Inn
153 Greenwich Rd. South Wolfville Ridge NS
Fully refundableReserve now, pay when you stay
S$239
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (1,034 reviews)
"The Old Orchard Inn was a nice hotel, We were travelling to Wolfville for a family reunion and stayed in Wolfville for the weekend.I remember being impressed by the original restaurant as a teenager over 45 years ago and wanted to stay at the Inn on our first trip back to Nova Scotia.The restaurant ..."
Reviewed on 13 Aug, 2026
Slumber Inn
5534 Prospect Road New Minas NS
Fully refundableReserve now, pay when you stay
S$185
19 Aug - 20 Aug
includes taxes & fees
Micro Boutique Living Wolfville
336 Main Street Wolfville NS
Fully refundableReserve now, pay when you stay
S$169
31 Aug - 1 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Windermere holiday package cost?
You'll find cheap prices on Expedia for your Windermere escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Windermere costs.
What are the cheapest months to go to Windermere?
The off-season is the best time to visit Windermere if you're on a budget. Another tip for getting cheap Windermere holiday packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Windermere?
Typically, a handful of days is enough to visit the top sights during your Windermere holiday. But if you prefer to have more time to rest or go on day trips, consider extending your trip.
How to find the best Windermere package deals?
Use Expedia's handy filters to find some great Windermere package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Windermere package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Windermere holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel 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 get the freedom to create a customised Windermere holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windermere?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Windermere adventure.
How to plan a trip to Windermere?
- Pick your dates: The things you'd like to do in Windermere and your favourite season can help you decide when to go.
- Budget wisely: On top of the cost of your accommodation, you should consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Windermere.
- Decide your trip length: Think about how long you want to spend exploring Windermere. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the ideal Windermere holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
