Wingdale Holidays

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Top hotels in Wingdale

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 19 Jul to 20 Jul
S$173
19 Jul - 20 Jul
includes taxes & fees
8/10 Very good! (1,311 reviews)
"Good place, next to almost everything you could need in a quick hope on the interstate."

Reviewed on 12 Jul, 2026

Ethan Allen Hotel
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is S$177 per night from 11 Aug to 12 Aug
S$177
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (1,023 reviews)
"Clean room and very spacious for double queen bed. Beds not as comfortable to sleep in but easier to get in than the typical high hotel bed. Staff was courteous and fulfilled request kindly. Overall not a bad experience."

Reviewed on 13 Jul, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 2 Aug to 3 Aug
S$130
2 Aug - 3 Aug
includes taxes & fees
7.8/10 Good! (1,015 reviews)
"I was very disappointed in this hotel. The room was not clean- floors were sticky, toilet was stained, mold/mildew on the ceiling, nail clippings on the bathroom counter, stains on the bed skirt. When checking out in the early morning, no one was at the front desk. I rang the bell several times and ..."

Reviewed on 13 Jul, 2026

Best Western Danbury/Bethel
See all 872 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.

Stay near popular Wingdale attractions

Olivet University

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

Frequently asked questions

How much does a Wingdale holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Wingdale costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wingdale?
January, February and March are the best times to search for cheap Wingdale holiday packages. Choosing to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for Wingdale?
The ideal length for your Wingdale holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to check out all the major sights and explore some hidden spots along the way.
How to find the best Wingdale package deals?
Use Expedia's filter tool to help you find some great Wingdale package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Wingdale package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Wingdale holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Wingdale holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Wingdale?
If you've got your Wingdale holiday dates finalized, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Wingdale?

  1. Pick your dates: What you want to do in Wingdale and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Wingdale.
  3. Decide how long to go away for: Now that you're up to speed on Wingdale, you can figure out the perfect length of your holiday. Pull together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Wingdale holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.