Hotels in Wingdale

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Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12

Where to stay in Wingdale?

Lobby sitting area

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (6 reviews)
This intimate inn offers free WiFi and parking just minutes from Morrison Gallery and Eric Sloane Museum. Enhance your stay with in-room massages after exploring nearby attractions or venture to the Appalachian Trail, just 24 minutes away.
The price is $324
$373 total
includes taxes & fees
Jul 1 - Jul 2
The Kent Collection - The Firefly Inn
In-room safe, desk, blackout drapes, iron/ironing board

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very Good, (1,005 reviews)
Experience comfort near Bethel station with free WiFi and daily continental breakfast from 7:00 AM. Maintain your routine at the fitness center while exploring nearby attractions like The Cave and AMC Danbury 16. Clean rooms and attentive staff await.
The price is $95
$109 total
includes taxes & fees
Jul 27 - Jul 28
Microtel Inn & Suites by Wyndham Bethel/Danbury
Deluxe Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets, alarm clocks

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (858 reviews)
This cozy New Milford hotel offers free WiFi and parking just moments from Emmanuel Williamson Park and Town Meadows. Clean rooms with cable TV provide comfort while the helpful staff ensures a pleasant stay near the Appalachian Trail.
The price is $149
$171 total
includes taxes & fees
Jun 29 - Jun 30
Rocky River Inn
Classic Room, 1 King Bed, Balcony | Free WiFi

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (5 reviews)
The price is $208
$236 total
includes taxes & fees
Jun 29 - Jun 30
The Harlow House
View from property

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (537 reviews)
Experience warm service at this Residence Inn, just minutes from FDR's historic home. Enjoy complimentary perks including daily buffet breakfast, WiFi, and parking. Unwind with a drink at the bar after exploring nearby attractions.
The price is $176
$199 total
includes taxes & fees
Jul 27 - Jul 28
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (860 reviews)
This charming inn near Brewster Train Station offers free breakfast, WiFi, and parking. Enjoy the seasonal pool after hiking nearby trails. Rooms include refrigerators and microwaves, plus a peaceful garden and terrace to unwind.
The price is $148
$160 total
includes taxes & fees
Jun 29 - Jun 30
Heidi's Inn
Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (1,001 reviews)
Wake up to complimentary continental breakfast at this Highland hotel, just a short drive from Berean Park Beach and McCann Arena. Clean, comfortable rooms await after exploring nearby attractions, with helpful staff available 24/7.
The price is $84
$94 total
includes taxes & fees
Jul 1 - Jul 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Exterior

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, (386 reviews)
This business-friendly hotel offers an outdoor pool and fitness center just minutes from Jumpz Trampoline and Thrillz Adventure Park. Enjoy clean rooms with free WiFi, plus complimentary breakfast to start your day. The helpful staff ensures a comfortable stay.
The price is $118
$136 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,268 reviews)
Convenient to a train station, this hotel offers free WiFi and parking. Splash around in the seasonal outdoor pool, grab a drink at the bar, or exercise in the fitness center. Clean rooms with comfy beds await after exploring nearby Xtreme Play Adventure Park.
The price is $116
$134 total
includes taxes & fees
Jul 5 - Jul 6
Ethan Allen Hotel
Front of property

Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (270 reviews)
Wake up to complimentary breakfast at this charming Hopewell Junction retreat. The historic Curry Estate offers a restaurant for delicious meals and a welcoming bar for evening relaxation, plus free WiFi and parking near East Fishkill Library.
The price is $189
$214 total
includes taxes & fees
Jul 8 - Jul 9
Le Chambord at Curry Estate
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.6 out of 10, Good, (29 reviews)
This countryside 4.5-star B&B offers complimentary breakfast, WiFi, and parking in peaceful Clinton Corners. Unwind on the terrace or stroll through the garden before exploring nearby Clinton Vineyards, with room amenities including refrigerators and microwaves.
The price is $170
$192 total
includes taxes & fees
Jul 1 - Jul 2
it's a good thing
Restaurant

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, (1,003 reviews)
Peaceful accommodations near the train station, this hotel offers essential comforts with free breakfast, WiFi, and parking. Energize at the fitness center or relax with a drink at the bar. Helpful staff ensure a pleasant stay near The Cave and AMC Danbury 16.
The price is $107
$123 total
includes taxes & fees
Jun 30 - Jul 1
La Quinta Inn & Suites by Wyndham Danbury
Restaurant

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.6 out of 10, Exceptional, (71 reviews)
Savor free breakfast at this inviting 3-star hotel before exploring nearby Litchfield Town Green. Return for evening drinks at the bar while taking in views from the rooftop terrace. Free WiFi and parking make your Connecticut getaway seamless.
The price is $245
$282 total
includes taxes & fees
Jul 20 - Jul 21
The Abner Hotel
Terrace/patio

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, (479 reviews)
The price is $114
$128 total
includes taxes & fees
Jul 2 - Jul 3
Best Western Plus The Inn & Suites At The Falls
Exterior

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (350 reviews)
Experience the charm of New Milford with easy access to Emmanuel Williamson Park and Town Meadows. This hotel offers free WiFi, parking, and 24-hour desk service, with the scenic Appalachian Trail just a short drive away.
The price is $98
$113 total
includes taxes & fees
Jun 29 - Jun 30
Maple Leaf Motel
Terrace/patio

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (204 reviews)
Located minutes from Pawling Free Library and John Kane House, this cozy guesthouse offers convenient access to the Appalachian Trail. Enjoy daily housekeeping and the perks of free WiFi and parking during your stay in this quaint New York retreat.
The price is $144
$163 total
includes taxes & fees
Jul 27 - Jul 28
Station Inn Pawling
Free WiFi, bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (91 reviews)
This countryside motel offers free WiFi and parking with 24-hour front desk assistance. Located near Housatonic Meadows State Park and Clarke Outdoors, it's perfect for outdoor enthusiasts looking to explore hiking trails and snowboarding venues.
The price is $130
$150 total
includes taxes & fees
Jun 29 - Jun 30
Hitching Post Country Motel
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,008 reviews)
The price is $116
$135 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt Place Poughkeepsie / Hudson Valley
Dining

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (201 reviews)
Discover tranquility at this cozy bed and breakfast featuring free parking and WiFi near Lovers Leap State Park. Just a short drive from the Elephant's Trunk Flea Market and Appalachian Trail, this welcoming inn offers daily housekeeping for a refreshing stay.
The price is $206
$237 total
includes taxes & fees
Jul 1 - Jul 2
Homestead Inn
Porch

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (62 reviews)
The price is $299
$338 total
includes taxes & fees
Jun 29 - Jun 30
Brinckerhoff Inn
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.
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Top landmarks in Wingdale

Leather Hill Preserve

Leather Hill Preserve is 1.1 mi (1.8 km) from central Wingdale, why not stop by during your stay.
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Learn more about Wingdale

Wingdale is well-known for its attractions such as Dover Veterans Memorial Library and Harlem Valley Golf Club.

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

Check out reviews of Wingdale hotels guests love

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Advertisement said they had a pool. Pool has been closed for years! This was one of the reasons we chose this hotel."
Lenn 4-night trip
Posted 1 hour ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

Can I book a refundable hotel in Wingdale?
If you're looking for the flexibility to change your plans to Wingdale, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Wingdale be like during my visit?
The warmest months in Wingdale are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are October and July.
Why should I book my Wingdale hotel with Hotels.com?
There are plenty of reasons to book your Wingdale travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.