Wingdale Travel Guide

Tourist Guide

Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out. #culture #culturephotocontest
Thought this reflection in the abandoned Olivet University in Wingdale, NY was pretty cool. The inside of the building were overgrown with all kinds of plants and the way the tree behind me reflected in the glass made it harder to tell what was inside and what was out. #culture #culturephotocontest

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Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
The price is AU$168 per night from 17 Mar to 18 Mar
AU$168
17 Mar - 18 Mar
includes taxes & fees
Stay at this business-friendly hotel in Poughkeepsie. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,004 reviews)
Friendly staff and very prompt when we needed assistance.

Reviewed on 12 Feb 2026

Courtyard by Marriott Poughkeepsie
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
The price is AU$243 per night from 14 Mar to 15 Mar
AU$243
14 Mar - 15 Mar
includes taxes & fees
Stay at this business-friendly hotel in Danbury. Enjoy free Wi-Fi, free parking and room service. Our guests praise the restaurant and the helpful staff in their ...
9/10 Wonderful! (1,011 reviews)
Such a great spot in Danbury. We enjoyed the room, the restaurant and the over all environment at Zero Degrees- if we ever return we will be staying here !

Reviewed on 9 Feb 2026

Hotel Zero Degrees Danbury
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
The price is AU$143 per night from 21 Feb to 22 Feb
AU$143
21 Feb - 22 Feb
includes taxes & fees
Stay at this business-friendly hotel in Poughkeepsie. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
Very, very nice hotel. We were checked in quickly by a wonderful front desk crew, especially Henry. The hotel itself is spotless, parking is free, it's literally steps away from the convention center which was nice considering we were there when it was quite cold. The rooms were perfect and clean. ...

Reviewed on 9 Feb 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 844 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.
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

Wingdale NY
Stay at this beach holiday home in Wingdale. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Bull's Bridge and Dover Veterans Memorial Library ...
9.8/10 Exceptional! (112 reviews)
We loved our stay at the lake house. We liked the privacy and getting the whole beach and lake to ourselves. So cool how convenient it was to take a boat on the lake. The layout of the house is so nice with large bedrooms and bathrooms.

Reviewed on 19 Sept 2025

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill NY
Stay at this holiday home in Fishkill. Enjoy a garden, laundry facilities and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.2/10 Wonderful! (60 reviews)
The host is very welcoming and responsive.

Reviewed on 1 Feb 2026

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY
Stay at this cottage in Poughkeepsie. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Overlook Drive-In Theater and Poughkeepsie Speedway ...
10/10 Exceptional! (27 reviews)
This rental had everything we needed and was great for a multi-generational visit. Easy to access and serene views. Cant wait to go back!

Reviewed on 11 Jan 2026

Wappinger Cottage - Scandinavian retreat on a creek
See all 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.

Popular places to visit

Olivet University

Walk around the campus at Olivet University as part of your travels around Wingdale.

Olivet University

Dover Veterans Memorial Library

After visiting Dover Veterans Memorial Library, make a plan to see the other sights and activities in Wingdale.

Dover Veterans Memorial Library

Leather Hill Preserve

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

Leather Hill Preserve

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