Kent Holidays

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Kent Holiday

Our pick of the best Kent Hotel Deals

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

2 out of 5
88 N Main St Kent CT
The price is NZ$608 per night from 10 Aug to 11 Aug
NZ$608
10 Aug - 11 Aug
includes taxes & fees
10/10 Exceptional! (7 reviews)
"Lovely place to stay while visiting Kent or the surrounding towns. The Firefly Inn is beautifully decorated—every piece of furniture, every bit of art feels intentionally and thoughtfully placed. The guest rooms are a dream: beds that are genuinely comfortable, pillows that are perfection, and small ..."

Reviewed on 13 July 2026

The Kent Collection - The Firefly Inn
Artistic barn: wood burning hottub, sauna and pizza oven

Artistic barn: wood burning hottub, sauna and pizza oven

Kent CT
9.4/10 Exceptional! (6 reviews)
"This property was so clean and even the bed sheets smelled so good. The host was in great communication. I loved everything!"

Reviewed on 25 May 2026

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Artistic barn: wood burning hottub, sauna and pizza oven
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 16 Aug to 17 Aug
NZ$181
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very good! (1,273 reviews)
"Stay was last minute but worked out well. Loved how clean the entire room was."

Reviewed on 6 Aug 2026

Wyndham Southbury
See all 781 properties in Kent
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 Kent attractions

A mountainous landscape with rolling hills and dense green forests under a partly cloudy sky.

Macedonia Brook State Park

10.0/10 (3 reviews)
Traverse rugged terrain on the Blue Trail for panoramic views of the Catskills and Taconic Mountains. Enjoy a serene camping experience among Macedonia Brook's 51 wooded, meadow, or brook-side sites.
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Frequently asked questions

How much does a Kent holiday package cost?
You'll find cheap prices on Expedia for your Kent escape. However, factors like the season, length of stay and your choice of hotel will determine how much your holiday to Kent costs.
What are the cheapest months to go to Kent?
Plan your getaway for the off-peak season and you're likely to score cheap Kent holiday packages. Keep in mind that public holidays and major local events can have an impact on prices, so do a little research before booking.
How many days is enough for Kent?
Generally, a handful of days is enough to see the top attractions during your Kent holiday. However, if you want to have some time to kick back or go on day trips, think about extending your itinerary.
Is it worth booking a holiday package to Kent?
Whether you'd like to visit top attractions like Macedonia Brook State Park and Ober Gallery on your Kent holiday, or coming for its great nature, views and camping, there's something for everyone here. With so many things to see and do, you'll soon find out why so many people think Kent is a good holiday destination.
How to find the best Kent package deals?
Use Expedia's handy filters to find some great Kent package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Kent package deals in the off-peak season. Switch up your travel dates and you may land 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 Kent holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalised Kent holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Kent?
If you have your Kent holiday dates finalized, book as soon as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Kent?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kent.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Kent.
  3. Decide how long to go for: Now that you're up to speed on Kent, you can figure out the perfect length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, lock in the right Kent holiday package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.