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
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
The price is 2.726.850 ₫ per night from 22 Feb to 23 Feb
2.726.850 ₫
3.084.748 ₫ total
22 Feb - 23 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 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 4.183.123 ₫ per night from 15 Feb to 16 Feb
4.183.123 ₫
4.810.591 ₫ total
15 Feb - 16 Feb
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! (1,001 reviews)
Only issues were that the water took forever to get hot and the restaurant was closed on Sunday

Reviewed on 10 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 2.244.536 ₫ per night from 21 Feb to 22 Feb
2.244.536 ₫
2.628.912 ₫ total
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 834 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.
Dog-friendly Fishkill Tiny House in Wine Country

Dog-friendly Fishkill Tiny House in Wine Country

3 out of 5
Fishkill NY
Stay at this apartment in Fishkill. Enjoy free parking and air conditioning. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located ...
10/10 Exceptional! (3 reviews)
Apartment was very cozy, but there was plenty of space for the three of us. One bedroom upstairs two on the main floor. Bathroom was on the main floor, but slightly elevated. Three steps up to enter. Communication from the host was prompt and contained all needed information. Check-in info was sent ...

Reviewed on 6 May 2025

Dog-friendly Fishkill Tiny House in Wine Country
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

Cities near Wingdale

Dover Stone Church, New York, USA A woman standing in a stream of water.

Dover Plains

Appalachian Trail

Pawling