Picadilly Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Your Picadilly Vacation
Entertainment, history, art and more … It's all waiting for you with a Picadilly vacation package. And with the ability to customize your city getaway, it's guaranteed to be one to remember. Your trip to Picadilly has to include a little sightseeing. Sussex Golf & Curling Club is a great place to kick things off. Whoever you're going away with and whether your budget is big or small, your dream Picadilly vacation is just clicks away with Expedia.
Top Picadilly Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kennedy House
CA $487
per person
Oct 9 - Oct 11
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Saint John (YSJ)
9/10 Wonderful! (1,012 reviews)
Hébergement original dans cette vieille maison. La chambre aurait besoin d’un rafraîchissement mais cela fait également son charme. Hôtel très bien placé sur la rue principale.
Reviewed on Sep 4, 2026
Saint Andrews Inn & Suites
CA $1,021
per person
Oct 21 - Oct 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Saint John (YSJ)
8.8/10 Excellent! (1,004 reviews)
St Andrew’s inn and suites is in an absolutely beautiful setting right on the water . The rooms have little decks where we spent hours relaxing and taking in the view ! Minutes walking to all restaurants, and the kingsbrere gardens . The hotel seems to have been recently renovated and very clean . The staff were very nice . I would definitely stay here again.
Reviewed on Sep 4, 2026
Windsor House Inn
CA $1,253
per person
Oct 21 - Oct 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Saint John (YSJ)
9.8/10 Exceptional! (28 reviews)
Can’t recommend Windsor House enough! From the beautiful clean rooms , the perfect balcony , the friendly staff , and the most delicious meals - we even ate dinner there twice ! Perfectly located in the heart of town . We love Windsor House
Reviewed on Sep 4, 2026
Ready to book your vacation to Picadilly?
Picadilly Hotel Deals
Amsterdam Inn & Suites Sussex
143 Main Street Sussex NB
Fully refundableReserve now, pay when you stay
CA $112
CA $129 total
Sep 15 - Sep 16
includes taxes & fees
9.2/10 Wonderful! (955 reviews)
"Beautiful place and amazing staf."
Reviewed on Sep 2, 2026
Pine cone Motel
12808 Route 114 Penobsquis NB
Fully refundableReserve now, pay when you stay
CA $110
CA $127 total
Oct 1 - Oct 2
includes taxes & fees
9.2/10 Wonderful! (711 reviews)
"."
Reviewed on Sep 2, 2026
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.
Stay near popular Picadilly attractions
Sussex Golf & Curling Club
8.0/10 (8 reviews)
Enjoy a round of golf in Picadilly at Sussex Golf & Curling Club. Wander around the natural setting or enjoy the area's restaurants.
DeCourcey Lake
Commune with nature and explore the great outdoors at DeCourcey Lake during your travels in Picadilly.
Frequently asked questions
How much does a Picadilly vacation package cost?
Offering great value package deals from CA $487 on Expedia, you'll be surprised at how little a vacation to Picadilly costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Picadilly?
You can typically find reduced prices and better availability in January, February and November. Explore our cheap Picadilly vacation packages and you could get some great off-season deals.
How many days is enough for Picadilly?
Usually, a handful of days is enough to explore the main sights during your Picadilly vacation. However, if you prefer to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Picadilly package deals?
Finding a cheap Picadilly package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Picadilly package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Picadilly vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Picadilly vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Picadilly?
If you're considering a spontaneous Picadilly getaway, check out 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 flights and hotels by booking well in advance.
How to plan a trip to Picadilly?
- Pick your travel dates: What you want to do in Picadilly and your favourite season can help you decide when to travel.
- Set your budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Picadilly. Then, pick a property that works with your budget, whether that's an affordable stay or a high-end retreat.
- Decide your trip length: Consider how long you'd like to spend exploring Picadilly. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Picadilly vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.