Deals on vacations and trips to Wingdale

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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 $1,252, price is now $728 per person
$728
per person
Sep 24 - Sep 28
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 $2,264, price is now $1,150 per person
$1,150
per person
Oct 15 - Oct 20
found 1 day 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.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,294, price is now $1,295 per person
$1,295
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $6,138, price is now $3,549 per person
$3,549
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,345, price is now $1,968 per person
$1,968
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.

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
$95 nightly
The price is $110 total per night
$110 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
$110 nightly
The price is $128 total per night
$128 total
Sep 7 - Sep 8
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
$95 nightly
The price is $110 total per night
$110 total
Sep 13 - Sep 14
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
$181 nightly
The price is $208 total per night
$208 total
Aug 19 - Aug 20
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
$109 nightly
The price is $128 total per night
$128 total
Aug 19 - Aug 20
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
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $108 total per night
$108 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the onsite laundry facilities and babysitting. Business travelers can take advantage of the 24-hour business center.
Breakfast included
Parking included
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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 $728. 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.