Kent Holidays
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Top hotels in Kent
The Kent Collection - The Firefly Inn
88 N Main St Kent CT
€323
25 Aug - 26 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 Jul 2026
Wyndham Southbury
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
€96
9 Sept - 10 Sept
includes taxes & fees
Heritage Hotel, Golf & Conference Center
522 Heritage Road Southbury CT
Fully refundableReserve now, pay when you stay
€133
9 Sept - 10 Sept
includes taxes & fees
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
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.
Bull's Bridge
10.0/10 (6 reviews)
This historic 1842 covered bridge offers a picturesque crossing over the Housatonic River. Stroll across its wooden planks before exploring nearby waterfalls and Appalachian Trail access points.
Lake Waramaug State Park
9.2/10 (25 reviews)
Nestled along a pristine Connecticut lake, this park captivates with spectacular fall foliage and tranquil waters. Reserve a lakeside campsite to wake up to misty mountain views and gentle ripples at dawn.
Morrison Gallery
Morrison Gallery houses monumental sculptures and contemporary art in a vast space with soaring ceilings. Explore indoor masterpieces and outdoor installations in this free, museum-quality setting in charming Kent.
Seven Hearths Museum
Built in 1751, Seven Hearths Museum preserves Kent's colonial history through its seven original fireplaces and period furnishings. Schedule a guided tour to explore rooms showcasing Connecticut's rural heritage.
Sloane-Stanley Museum
10.0/10 (1 review)
Discover Eric Sloane's masterful collection of early American tools and artwork in this unique Connecticut museum. Explore the replica Noah Blake Cabin and historic Kent Iron Furnace.
Connecticut Antique Machinery
10.0/10 (1 review)
Step back in time at this 8-acre museum showcasing America's industrial heritage through antique machinery. Explore operable steam engines and the Connecticut Museum of Mining during the popular Autumn Festival.
Eric Sloane Museum and Kent Iron Furnace
10.0/10 (1 review)
Step into Eric Sloane's world of early American tools and New England landscape paintings at this distinctive museum. Explore the adjacent historic Kent Iron Furnace for a glimpse into Connecticut's industrial heritage.
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?
- 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.
- 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.
- 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.
- Combine your airfare and accommodation: Once you've nailed down your travel dates and duration, lock in the right Kent holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
