Photo by Anna Arsenault

Find hotels in Wingdale, NY from CA $106

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Our top choices for Wingdale hotels

1. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (955 reviews)
"If you're looking for a place to stay to explore western Connecticut, you found it."
United States
James
The price is CA $168
CA $193 total
includes taxes & fees
Dec 5 - Dec 6
Rocky River Inn

2. Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (217 reviews)
"Tidy small inn and very comfortable. Coffee and tea were available at a station in the hall as well as in each room. Easy to come and go. Small restaurants and coffee shop are within easy walking distance."
United States
Lygia
The price is CA $215
CA $243 total
includes taxes & fees
Dec 5 - Dec 6
Station Inn Pawling

3. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,156 reviews)
"wonderful stay, exactly what we needed"
United States
James
The price is CA $131
CA $152 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Poughkeepsie / Hudson Valley

4. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,000 reviews)
"Excellent place—nice room and fine breakfast"
United States
Norman
The price is CA $136
CA $158 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Poughkeepsie by IHG

5. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (535 reviews)
"Clean, well-appointed room with great staff"
United States
Roy
The price is CA $137
CA $159 total
includes taxes & fees
Dec 1 - Dec 2
Home2 Suites By Hilton Poughkeepsie

6. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (376 reviews)
"For the price it is exactly as you should expect. The room was clean, but needed very minor upgrades. The grounds were in poor condition. But I didn't come here for anything but the basics, bed, shower, and toilet, and that is what I got. I would use them again. Wifi and phone reception were great. Bring your own phone charger and toiletries."
United States
TYLER
The price is CA $145
CA $166 total
includes taxes & fees
Nov 9 - Nov 10
Maple Leaf Motel

7. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1,004 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is CA $106
CA $120 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Hyde Park Poughkeepsie North

8. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,010 reviews)
"Clean room, pleasant area, safe parking, good breakfast."
United States
Sanford
The price is CA $148
CA $172 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Poughkeepsie

9. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (577 reviews)
"Room was clean and comfortable. Staff was kind. Parking was easy. Nice stay."
United States
Julie
The price is CA $155
CA $179 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard By Marriott Danbury

10. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.2 out of 10, Very good, (1,003 reviews)
"Great location, plenty of parking, clean and modern room, friendly desk staff, good price"
United States
Andrew
The price is CA $112
CA $125 total
includes taxes & fees
Nov 10 - Nov 11
SureStay Plus Hotel by Best Western Highland Poughkeepsie

11. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (555 reviews)
"What a great location close to many places and the rooms were big and the breakfast delicious"
United States
Aixa
The price is CA $159
CA $179 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Plus The Inn & Suites At The Falls

12. Best Western Danbury/Bethel

Best Western Danbury/Bethel
2.5 star property
Bethel
7.8 out of 10, Good, (1,006 reviews)
"Excellent full breakfast"
United States
Debra
The price is CA $134
CA $154 total
includes taxes & fees
Dec 3 - Dec 4
Best Western Danbury/Bethel

13. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (840 reviews)
"We had a brief stay and staff was super friendly and the bed was comfortable."
United States
Jennifer
The price is CA $157
CA $181 total
includes taxes & fees
Dec 6 - Dec 7
La Quinta Inn & Suites by Wyndham Danbury

14. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (501 reviews)
"This was a great stay! From check-in to breakfast to check-out ...all good things! Beds: Crisp, Clean and Comfy Room: Spacious, Clean and great water pressure Staff: Helpful, polite and accommodating. A+++"
United States
Stephany
The price is CA $172
CA $198 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

15. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, great breakfast, recommend"
United States
Tonya
The price is CA $137
CA $158 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Fishkill near Interstate 84

16. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (1,000 reviews)
"It was a great stay."
United States
hyegyun
The price is CA $160
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
Homewood Suites by Hilton Poughkeepsie

17. Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,001 reviews)
"Great hotel for the price."
United States
Laura
The price is CA $138
CA $159 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn & Suites Fishkill South near I-84

18. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (620 reviews)
"We only stayed one night , but room was clean and staff pleasant. In the morning we walked about 7 minutes to a nice coffee shop. Location is good . Would stay again."
United States
stacey
The price is CA $129
CA $150 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Poughkeepsie

19. Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (928 reviews)
"Very well kept property, Would definitely stay here in the future."
United States
Leonardo
The price is CA $181
CA $196 total
includes taxes & fees
Nov 9 - Nov 10
Heidi's Inn

20. Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,543 reviews)
"Great stay as usual."
United States
Darryl
The price is CA $139
CA $160 total
includes taxes & fees
Dec 6 - Dec 7
Ethan Allen Hotel
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.

Hotels recommended for families in Wingdale

Stay near popular Wingdale attractions

Learn more about Wingdale

Head to sights like Dover Veterans Memorial Library and Harlem Valley Golf Club as you discover Wingdale.

A weathered window with a view of trees and a building in the background.
Photo by Anna Arsenault
Open Photo by Anna Arsenault

Top Wingdale Hotel Reviews

Frequently Asked Questions

What is the best area to stay in Wingdale?

The best area to stay in Wingdale is generally in and around the village centre, particularly near the Wingdale train station.

This area offers the most convenience for visitors, with easy access to local amenities and transport links. While Wingdale is a smaller, more rural destination, staying close to the main village area ensures you're near any available shops or eateries. The train station itself is a key landmark, providing direct connections for those arriving without a car.

For travellers seeking a quiet retreat with easy access to nature, staying in the immediate vicinity of the village centre is ideal. You'll find yourself close to local walking paths and the scenic countryside that defines the Wingdale experience. It's great for those looking for a peaceful escape from city life, yet still appreciate the convenience of being near the village's limited offerings.

Couples looking for a relaxing getaway will appreciate the tranquil setting of Wingdale's central area. Its low-key atmosphere and access to outdoor activities like hiking make it a good choice for spending quality time together.

When is the best time to go to Wingdale?

The best time to go to Wingdale, New York, is during the spring and autumn months for pleasant weather and beautiful scenery.

Spring, particularly from April to June, sees the countryside come alive with fresh greenery and blooming flowers. Temperatures are mild, making it ideal for outdoor activities like hiking and exploring the local farms and markets. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience.

Autumn, from September to October, is another excellent choice, especially if you appreciate stunning foliage. The rolling hills surrounding Wingdale transform into a spectacular display of reds, oranges, and golds. The cooler, crisp air is great for scenic drives, apple picking, and enjoying the many harvest festivals in the region. This period offers a fantastic backdrop for a romantic getaway or a peaceful escape.

While summer offers warm weather for water-based activities on nearby lakes and rivers, it can also be the busiest season. Winter brings snow and opportunities for winter sports, but some attractions might have reduced hours.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wingdale.

How much is the nightly rate at a Wingdale hotel?

Prices for hotels in Wingdale often vary, but you can find a great deal from CA $106 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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