Cupids Vacations from $475

Book a Hotel + Flight or Car together to unlock savings

Your Cupids Vacation

When you organize a vacation package to Cupids, you can relax and enjoy your escape knowing that all your travel arrangements have been worked out ahead of time. Discover the charms of this amazing city while based in a neighborhood like Port de Grave, which is good for views. Every trip to Cupids needs a well-planned itinerary. Fill yours with major attractions like Hawthorne Cottage National Historic Site, Green Point Lighthouse and Cupids Legacy Centre. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and put your Cupids vacation plans in motion!

The Latest Cupids vacation packages

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

Holiday Inn St. John's Conference Centre by IHG

Mount Cashel

$475

per person

Nov 18 - Nov 23

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to St. John's (YYT)

8/10 Very Good! (1,012 reviews)

Great property. Close to airport.

Reviewed on Oct 1, 2026

Dvele Inn

Georgestown

$1,971

per person

Dec 20 - Dec 26

found 1 day ago

Roundtrip flight included

New York (NYC) to St. John's (YYT)

9.6/10 Exceptional! (45 reviews)

It was an incredible stay. So cozy and cute. I barely wanted to leave and explore. Took business calls there no problem. Couldn’t recommend more!

Reviewed on Sep 27, 2026

Hampton Inn & Suites by Hilton St. John's Airport

$583

per person

Nov 18 - Nov 23

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to St. John's (YYT)

9.2/10 Wonderful! (1,490 reviews)

Great stay

Reviewed on Oct 1, 2026

Cliffs Edge Retreat

$930

per person

Nov 18 - Nov 23

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to St. John's (YYT)

9.8/10 Exceptional! (291 reviews)

the staff were great. It would have been nice to have a hot tub for use of people whose rooms didn't have one

Reviewed on Sep 11, 2026

The Guv’nor

Churchill Park

$529

per person

Nov 18 - Nov 23

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to St. John's (YYT)

7.4/10 Good! (474 reviews)

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Stay near popular Cupids attractions

Cupids Legacy Centre

7.4/10 (3 reviews)

You can spend time browsing the exhibits at Cupids Legacy Centre during your travels in Cupids. You can enjoy the seafood restaurants while in the area.

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New World Theatre

You can enjoy a show at New World Theatre during your stay in Cupids. Take in the museums while you're in the area.

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Cupids Hotel Deals

Family-Friendly Oceanfront Home, Home of the Cupids Iceberg!

Cupids NL

$265 nightly

$305 total

Oct 7 - Oct 8

Total with taxes and fees

10/10 Exceptional! (25 reviews)

"We really enjoyed the quiet location and beautiful sea views. The home was well furnished with more than just the essentials. Easy and smooth checkin. Would stay again!"

Reviewed on Sep 18, 2026

Cupids Cottage Hot Tub, BBQ + Deck, Parking

Cupids Newfoundland and Labrador

10/10 Exceptional! (3 reviews)

"The property was great and we lucked out with the hottest week to be in Newfoundland. Only negative was the upstairs was warm at night as the AC was only for the main level, but overall a great place and location."

Reviewed on Aug 28, 2026

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The Vaulted Suite Hot Tub, BBQ + Deck, Parking

Cupids Newfoundland and Labrador

8/10 Very Good! (1 review)

Great place

"We had a fabulous stay. The tiny home was quaint and clean. Will definitely book again."

Reviewed on Aug 31, 2026

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See all 159 properties in Cupids

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.

Find the Best Cupids Vacation Packages

Cupids Essential Information

Language	English
Currency	Canadian dollars
Closest Airport	St. John's Intl. Airport (YYT)
Top Sights	St. Georges Heritage Church Museum, Conception Bay Museum and Bay Roberts Heritage Society

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Frequently asked questions

How much does a Cupids vacation package cost?

You'll find cheap prices from $475 on Expedia for your Cupids getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cupids costs.

What are the cheapest months to go to Cupids?

November, December and January are the best times to search for cheap Cupids vacation packages. Opting to travel in quieter periods means you can generally find lower prices on accommodations and flights.

How many days is enough for Cupids?

The ideal length of your Cupids vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to visit all the leading attractions and explore some hidden spots along the way.

How to find the best Cupids package deals?

Landing a cheap Cupids package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Cupids 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 Cupids vacation as a package?

You can enjoy significant savings on your next Cupids getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Cupids?

If you've got your Cupids vacation dates confirmed, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.

Does Expedia offer Book Now, Pay Later Cupids vacation packages?

If you're like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Cupids break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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