Picadilly Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Crowne Plaza Saint John Harbour View by IHG

Crowne Plaza Saint John Harbour View by IHG

4 out of 5
North End
per person
Sep 7 - Sep 12
found 23 hours ago
Roundtrip flight included
Montreal (YMQ) to Saint John (YSJ)
8.8/10 Excellent! (288 reviews)
Staffs were helpful and accommodated to our needs.

Reviewed on Jul. 12, 2025

Homeport Suites & Residences

Homeport Suites & Residences

2 out of 5
per person
Sep 5 - Sep 11
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Saint John (YSJ)
8.6/10 Excellent! (7 reviews)
Our room was extremely clean and quaint. Also, was convenient as it wasn’t too far of a drive from the ferry.

Reviewed on Jul. 7, 2025

Bridgetown Motor Inn

Bridgetown Motor Inn

2 out of 5
per person
Sep 12 - Sep 19
found 24 hours ago
Roundtrip flight included
Montreal (YMQ) to Saint John (YSJ)
7.2/10 Good! (162 reviews)
Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
per person
Sep 20 - Sep 27
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Saint John (YSJ)
9.4/10 Exceptional! (1,677 reviews)
The staff at the front desk was great help.

Reviewed on Jul. 13, 2025

Kennedy House

Kennedy House

3 out of 5
per person
Sep 5 - Sep 11
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Saint John (YSJ)
8.8/10 Excellent! (766 reviews)
Unique historical property conveniently located in the centre of town. Great new bar on site,

Reviewed on Jul. 11, 2025

Ready to book your vacation to Picadilly?

 

Choose your dates

Picadilly Hotel Deals

Amsterdam Inn & Suites Sussex
Amsterdam Inn & Suites Sussex
2 out of 5
143 Main Street, Sussex, NB
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 27 to Jul 28
CA $151
CA $174 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (716 reviews)
Lovely little place!
"The hotel is very well kept. Nice staff. Great breakfast. Clean room. Perfect little place in Sussex."

Reviewed on Jul. 8, 2025

Amsterdam Inn & Suites Sussex
Pine cone Motel
Pine cone Motel
2.5 out of 5
12808 Route 114, Penobsquis, NB
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 14 to Jul 15
CA $115
CA $132 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (563 reviews)
"a bit isolated from services."

Reviewed on Jul. 12, 2025

Pine cone Motel
Timberland Motel
Timberland Motel
3 out of 5
12763 Route 114, Penobsquis, NB
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jul 14 to Jul 15
CA $133
CA $177 total
Jul 14 - Jul 15
includes taxes & fees
7.8/10 Good! (276 reviews)
"Yes"

Reviewed on Jun. 1, 2025

Timberland Motel
See all 11 properties in Picadilly
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

Discover the most popular places to visit in Picadilly

Sussex Golf & Curling Club

Enjoy a round of golf in Picadilly at Sussex Golf & Curling Club. Wander around the natural setting or enjoy the area's restaurants.

Sussex Golf & Curling Club

Frequently asked questions

How much does a Picadilly vacation package cost?
Offering great value package deals from CA $793 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?

  1. Pick your travel dates: What you want to do in Picadilly and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.