Wingdale Vacation Packages

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

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Top Wingdale Vacation Deals

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

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $3,080, price is now CA $2,008 per person
CA $2,008
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9.8/10 Exceptional! (1,630 reviews)
Clean and quiet room with helpful staff.

Reviewed on Jul 19, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $7,502, price is now CA $4,308 per person
CA $4,308
per person
Oct 8 - Oct 14
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (685 reviews)

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was CA $3,784, price is now CA $2,409 per person
CA $2,409
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (2,145 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $5,678, price is now CA $3,700 per person
CA $3,700
per person
Sep 25 - Sep 30
found 18 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Price was CA $8,629, price is now CA $5,626 per person
CA $5,626
per person
Oct 8 - Oct 14
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,013 reviews)

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Wingdale Hotel Deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Aug 16 to Aug 17
CA $145
CA $167 total
Aug 16 - Aug 17
includes taxes & fees
Ethan Allen Hotel
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 4 to Aug 5
CA $137
CA $159 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very good! (178 reviews)
"Definitely and older property that was renovated. Bare bones rooms. Not terrible but wouldn’t be my first choice in the area next time."

Reviewed on Jul 21, 2026

Spark by Hilton Fishkill
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 29 to Jul 30
CA $142
CA $164 total
Jul 29 - Jul 30
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Filthy upon entry, flies all over, dead bugs or card holder at check in, hallway wreaked of cigarette smoke, room ac fan was not blowing, fridge was leaking… asked for new room- moved to it and it was filthy, legit filthy- ended up leaving the hotel"

Reviewed on Jul 19, 2026

Best Western Danbury/Bethel
See all 868 properties in Wingdale
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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Stay near popular Wingdale attractions

Leather Hill Preserve

You can take time to visit Leather Hill Preserve during your travels to Wingdale.
See properties

Frequently asked questions

How much does a Wingdale vacation package cost?
Offering great value package deals from CA $2,008 on Expedia, you'll be thrilled with how little a vacation to Wingdale costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Wingdale?
You can generally find lower rates and better availability in January, February and March. Browse our cheap Wingdale vacation packages and you could get some excellent off-season deals.
How many days is enough for Wingdale?
Usually, a handful of days is enough to go to the top sights during your Wingdale vacation. However, if you want to have some time to relax or take day tours, consider extending your itinerary.
How to find the best Wingdale package deals?
Finding a cheap Wingdale package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Wingdale package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Wingdale vacation as a package?
You can enjoy significant savings on your next Wingdale break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Wingdale?
If you're considering a spur-of-the-moment Wingdale vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Wingdale?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Wingdale.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will likely be the biggest expense during your trip to Wingdale.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to get to in Wingdale. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Wingdale vacation package for you.

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