St. James Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Your St. James Vacation

When you book a St. James vacation package, you can kick back and enjoy your escape to the fullest. Uncover the best things about this exciting city knowing that all the travel planning has been taken care of in advance. Every trip to St. James needs a well-crafted itinerary. Fill yours with major attractions such as Stony Brook University, Lake Ronkonkoma and Stonebridge Golf Links and Country Club. Expedia is here to help you escape your daily routine. Tailor your vacation to St. James to suit your style of travel, whatever that may be!

Top St. James Vacation Deals

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,831, price is now CA $1,119 per person
CA $1,119
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $2,681, price is now CA $1,531 per person
CA $1,531
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,759 per person
CA $1,759
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Very convenient location. Good sized rooms.

Reviewed on Nov 9, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

Ready to book your vacation to St. James?

 

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St. James Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is CA $173 per night from Nov 22 to Nov 23
CA $173
CA $198 total
Nov 22 - Nov 23
includes taxes & fees
6.6/10 (1,901 reviews)
"The rooms need a refresh. Bathrooms had mold shower curtain didn’t work properly. Bedroom window awkwardly looks over the lobby."

Reviewed on Nov 9, 2026

Radisson Hotel Hauppauge-Long Island
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundable
The price is CA $165 per night from Dec 7 to Dec 8
CA $165
CA $189 total
Dec 7 - Dec 8
includes taxes & fees
Holiday Inn Express Hauppauge-Long Island
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is CA $182 per night from Nov 10 to Nov 11
CA $182
CA $209 total
Nov 10 - Nov 11
includes taxes & fees
8/10 Very good! (1,818 reviews)
"We liked that the property is very clean. The beds need to be updated. They feel old. The staff was not the friendliest. Over all we liked the price and location. We would stay again."

Reviewed on Nov 8, 2026

East Norwich Inn
See all 1,317 properties in St. James
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.
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All Inclusive Vacations
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Stay near popular St. James attractions

Harmony Vineyards

10.0/10 (1 review)
You can enjoy a tasting or tour at Harmony Vineyards during your travels to Head of the Harbor. Attend a sporting event in this family-friendly area.
See properties

Frequently asked questions

How much does a St. James vacation package cost?
Offering excellent value package deals from CA $1,119 on Expedia, you'll be surprised at how little a vacation to St. James costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to St. James?
January, February and March are the best times to search for cheap St. James vacation packages. Travelling in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for St. James?
For a St. James vacation, a handful of days will be enough to see the top spots. Be sure to stop by Long Island Museum of American Art, History, and Carriages — it's one of the major sights in this destination. If you're after more activities, consider basing yourself here and venturing off on some tours from St. James.
How to find the best St. James package deals?
Use Expedia's filter tool to help you find some fabulous St. James package deals. When you begin your search, just 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 search for St. James package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a St. James vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your St. James trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to St. James?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment St. James trip.
How to plan a trip to St. James?

  1. Choose when to go: Check your diary and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to St. James.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your accommodations will probably be the biggest expense during your trip to St. James.
  3. Decide your trip length: Consider how long you'd like to spend exploring St. James. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a St. James 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.