Deals on vacations and trips to Wingdale

Save when you book Wingdale package deals

Choose two or more items and save on your trip:

Wingdale flight + hotel vacation packages

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

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,376, price is now $755 per person
$755
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,479, price is now $1,152 per person
$1,152
per person
Oct 15 - Oct 20
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $4,204, price is now $2,174 per person
$2,174
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $3,807, price is now $1,979 per person
$1,979
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was $3,337, price is now $1,769 per person
$1,769
per person
Oct 20 - Oct 25
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a communal living room, and express check-out are also offered.

Top Wingdale hotels deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $122 total per night
$122 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $95 total per night
$95 total
Aug 9 - Aug 10
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.
Breakfast included
Parking included
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $206 total per night
$206 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and dry cleaning are also offered.
Pet friendly
Parking included
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $125 total per night
$125 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-out. Free self parking, a coffee shop, and a terrace are also offered.
Parking included
Free WiFi
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $173 total per night
$173 total
Aug 25 - Aug 26
Total with taxes and fees
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Wingdale
View all properties
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.

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 are vacation packages to Wingdale?
Your travel dreams can come to life in Wingdale from as little as $755. Our packages include flights and hotels, so you'll find booking is a cinch. All you'll have to focus on is having an incredible time.
Where can I get the best vacation package deals for Wingdale?
For an amazing Wingdale package deal, head straight to Travelocity. Take your pick of 400 airlines and 1,000,000 worldwide properties to create your ideal adventure — you're spoiled for choice!
Why should I book my Wingdale vacation package via Travelocity?
With fantastic service, customer support available 24/7 and some of the most perfect escapes around, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Wingdale car rental if I book it with a hotel or flight?
Combining your flight, car and hotel into a Wingdale vacation package is a surefire way to land the best prices. Plus, having your own wheels gives you absolute freedom to find your way to all the landmarks you're itching to see. Located 65 mi from Wingdale, Times Square is one place that should be on your can't-miss list. Top up the tank and make a day trip of it.
Which airport is best for Wingdale?
It's likely you'll arrive at Bradley Intl. Airport (BDL), located 50 mi northeast of inner Wingdale. Tweed - New Haven Regional Airport (HVN) (45 mi away from central Wingdale) and Stewart Intl. Airport (SWF) (30 mi away from central Wingdale) are your other choices.
Where should I stay when visiting Wingdale?
Many people hit the hay at the Country House. It's sure to be a good base for your Wingdale getaway.

Photos of local treasures

Browse Wingdale vacation photos for more inspiration

A weathered window with a view of trees and a building in the background.