Southfields Vacation Packages

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Your Southfields Vacation

With all the details organized before you go away, our Southfields vacation packages mean you can concentrate on having a great time. Whether you're staying in the neighborhood of Montrose, which is good for walking, or somewhere else in town, this city offers a wealth of discoveries. Can't wait to do some sightseeing but don't know where to start? Every trip to Southfields should include Sterling Forest State Park. Your ideal Southfields vacation is just a few clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Top Southfields Vacation Deals

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

Echo Valley Cottages

3 out of 5
Price was CA $1,761, price is now CA $1,064 per person
CA $1,064
per person
Aug 10 - Aug 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (62 reviews)
The place was very clean and the manager was excellent. Definitely would go back.

Reviewed on Jun 25, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $5,744, price is now CA $3,333 per person
CA $3,333
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (940 reviews)
This was a perfect stay for our family trip. It offered enough space and privacy from while traveling with teenagers. The location was great. Quick walk to Wall St, Battery Park, and the Brooklyn Bridge. It was close to dining and subway station. The staff was friendly and helpful. I would definitely recommend this property.

Reviewed on Jul 2, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,091, price is now CA $2,456 per person
CA $2,456
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Atmosphere was amazing. Layout was incredibly unique. Will definitely be returning

Reviewed on Jul 2, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,781, price is now CA $9,288 per person
CA $9,288
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,487, price is now CA $2,839 per person
CA $2,839
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Ready to book your vacation to Southfields?

 

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Southfields Hotel Deals

Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 6 to Jul 7
CA $122
CA $136 total
Jul 6 - Jul 7
includes taxes & fees
6/10 (2,271 reviews)
"if all you want to do is sleep - this place will pass . the window AC works . the bed is standard and clean. The check in process was easy. Other than that I can’t give a good"

Reviewed on Jul 5, 2026

Armoni Inn & Suites
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 6 to Jul 7
CA $194
CA $239 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Fabulous stay on our way to Maine!"

Reviewed on Jul 2, 2026

Overlook Lodge at Bear Mountain
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Jul 6 to Jul 7
CA $128
CA $147 total
Jul 6 - Jul 7
includes taxes & fees
7.4/10 Good! (1,356 reviews)
"Location is convenient, but background noise from I-87 might be a problem for light sleepers. Room/bathroom was very clean; Maria at the front desk is wonderfully accommodating; breakfast is hot, with nice options (scrambled eggs, pancakes, French toast, hash browns, sausage, bacon); walkable to ..."

Reviewed on Jul 3, 2026

West Gate Inn Nyack
See all 910 properties in Southfields
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
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Family Vacations
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Frequently asked questions

How much does a Southfields vacation package cost?
You'll find cheap prices from CA $1,064 on Expedia for your Southfields break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Southfields costs.
What are the cheapest months to go to Southfields?
If you'd like to score a cheap Southfields vacation package, consider travelling in January, February and March. You'll generally find lower prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Southfields?
Generally, a few days is great for a Southfields vacation. With a well-organized itinerary, you can go to all the major sights such as Harriman Plaza Shopping Centre, as well as explore some hidden treasures along the way.
How to find the best Southfields package deals?
Landing a cheap Southfields package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Southfields package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Southfields vacation as a package?
You can enjoy significant savings on your Southfields getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Southfields?
Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Southfields getaway.
How to plan a trip to Southfields?

  1. Choose when to go: Check your schedule and pack your bags. Your favourite season and the activities on offer will also help you decide when to escape to Southfields.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Southfields.
  3. Decide how long to go for: Now that you're more familiar with Southfields, you can figure out the right length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Southfields vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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