Wingdale, NY

Travel 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
$95 nightly
The price is $107 total per night from Feb 16 to Feb 17
$107 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,002 reviews)
Clean and good staff

Reviewed on Jan 27, 2026

Courtyard by Marriott Poughkeepsie
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
$74 nightly
The price is $85 total per night from Feb 9 to Feb 10
$85 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.6/10 Good! (1,001 reviews)
Clean rooms, hotel could use some updates.

Reviewed on Jan 18, 2026

Best Western Danbury/Bethel
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
$156 nightly
The price is $180 total per night from Feb 4 to Feb 5
$180 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
Excellent all around. Despite several birthday parties and a wedding in the restaurant the room was very quiet.

Reviewed on Feb 2, 2026

Hotel Zero Degrees Danbury
See all 835 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
Book a stay at this beach vacation home in Wingdale. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Bull's Bridge and Dover Veterans Memorial ...
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 Sep 19, 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 vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.4/10 Exceptional! (58 reviews)
Small nice setting for a

Reviewed on Jan 21, 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 WiFi, a garden, and laundry facilities. Popular attractions Overlook Drive-In Theater and Poughkeepsie Speedway ...
10/10 Exceptional! (26 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 Jan 11, 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

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

Olivet University

Walk around the campus at Olivet University during your stay in Wingdale.

Olivet University

Cities near Wingdale

Lattice truss bridge in Kent, Connecticut crossing the Housatonic #River.

Kent

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

Dover Plains

Appalachian Trail

Pawling

Stumbled upon this little retreat.

Gaylordsville