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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $906, price is now $541 per person
$541
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A steam room is featured at this hotel, along with free WiFi in public areas and dry cleaning. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $2,362, price is now $1,286 per person
$1,286
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,096, price is now $1,199 per person
$1,199
per person
Dec 24 - Dec 27
just found
Roundtrip flight included
Orlando (MCO) 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.
42 Hotel

42 Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,292, price is now $774 per person
$774
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Self parking, a lobby fireplace, and dry cleaning are also offered.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,840, price is now $1,119 per person
$1,119
per person
Dec 30 - Jan 3
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. WiFi in public areas is free. There's dry cleaning and multilingual staff can provide around-the-clock assistance.

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
$110 nightly
The price is $127 total per night
$127 total
Oct 25 - Oct 26
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
$94 nightly
The price is $109 total per night
$109 total
Nov 8 - Nov 9
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
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $115 total per night
$115 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.
Breakfast included
Parking included
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
$125 nightly
The price is $144 total per night
$144 total
Nov 1 - Nov 2
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
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Free Cancellation
$109 nightly
The price is $127 total per night
$127 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
Free Cancellation
$117 nightly
The price is $135 total per night
$135 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast 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

Harlem Valley Golf Club

Enjoy a round of golf in Wingdale at Harlem Valley Golf Club.
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Frequently asked questions

How much are vacation packages to Wingdale?
Your travel dreams can come to life in Wingdale from as little as $541. 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.