Kent Vacations from $318

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Your Kent Vacation

When a city getaway is calling, answer it with a Kent vacation package. The neighborhood of Washington, which is good for nature, history and views, makes a fantastic base for your adventures. A trip to Kent is a wonderful opportunity to see the sights. Be sure to stop by big-name attractions such as Kent Falls State Park, Lake Waramaug State Park and Macedonia Brook State Park. A couple of quick clicks is all it takes to build your ideal Kent vacation on Expedia.

The Latest Kent vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Montgomery by IHG
YO1 Longevity & Health Resorts, Catskills
The Kartrite Resort & Indoor Waterpark
Sleep Inn & Suites Middletown - Goshen
Hampton Inn by Hilton Middletown
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Discover the most popular places to visit in Kent

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
$281 nightly
The price is $324 total per night from Jan 21 to Jan 22
$324 total
Jan 21 - Jan 22
Total with taxes and fees
10/10 Exceptional! (2 reviews)
Would like tohave had a chair in the room. All else excellent.

Reviewed on Oct 22, 2025

The Kent Collection - The Firefly Inn
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jan 18 to Jan 19
$107 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (1,093 reviews)
All good. Friendly helpful staff

Reviewed on Jan 5, 2026

Wyndham Southbury
Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
81 Newtown Rd Danbury CT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $141 total per night from Jan 18 to Jan 19
$141 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Stayed Nine days. Overall wonderful experience. Friendly helpful staff.

Reviewed on Jan 3, 2026

Hampton Inn Danbury
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.

Find the Best Kent Vacation Packages

Things to do near Kent

Kent, Connecticut, is perfect for outdoor enthusiasts and romantic getaways, offering beautiful scenery and a variety of activities. Visitors can enjoy recreational areas, ski fields, and great day trips. Whether you're looking for adventure in activity parks or a relaxing beach vacation, Kent has something for everyone, making it an ideal destination for memorable outings and experiences.

Shopping

Kent offers unique shopping experiences, including the Elephant's Trunk Flea Market, a vibrant public market located 14 miles away. If you're up for a drive, visit Bodhi Tree Gallery, 11 miles away, or the Stormville Airport Antique Show & Flea Market, 17 miles away, for eclectic finds.

Recreation

Experience the enchanting sounds at Music Mountain, only 16 miles from Kent, where live concerts create a vibrant atmosphere. Enjoy a cultural evening at the Warner Theater, 19 miles away, perfect for families. For outdoor enthusiasts, the Beekman Golf Course, 18 miles from Kent, offers a serene golfing experience amidst nature.

Adventure

Mohawk Mountain Ski Area, located 11 miles from Kent, offers exhilarating skiing experiences amidst beautiful winter landscapes. Lime Rock Park, 15 miles away, provides thrilling motor racing events that ignite the spirit of adventure. For hiking enthusiasts, the Big Cathedral Trail, also 15 miles from Kent, showcases stunning outdoor scenery.

Nightlife

In Kent, Connecticut, the nightlife is charming and laid-back. Enjoy live music at the local pubs or indulge in a cozy dinner at a quaint restaurant. For a unique experience, check out seasonal events at the nearby wineries, offering tastings and evening gatherings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Kent

Kent, Connecticut, is perfect for outdoor enthusiasts and those seeking a romantic getaway. With its stunning natural scenery, you can explore a variety of attractions, including national and state parks, beautiful lakes, and nature reserves. Whether you're looking for adventure, cultural experiences, or simply a peaceful retreat, Kent offers an array of activities to cater to every traveler's interests.

  • Kent Falls State Park: Experience the breathtaking beauty of cascading waterfalls and lush landscapes at Kent Falls State Park. With scenic trails for hiking and the chance to immerse yourself in nature, this park offers a perfect blend of adventure and tranquility, making it a favorite for outdoor enthusiasts.
  • Lake Waramaug: Enjoy a romantic getaway at Lake Waramaug, where you can relax on sandy beaches or take in the stunning views. This picturesque lake is ideal for picnicking, boating, and exploring the serene surroundings, making it a perfect spot for couples and families alike.
  • Bull's Bridge: Discover the charm of Bull's Bridge, a historic landmark that embodies local culture and history. Cross this iconic covered bridge and soak in the scenic views of the Housatonic River, offering a glimpse into the region's rich heritage.

Best time to go to Kent

The best time to visit Kent is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnyModerately HighSlightly Low
February28.4°F (-2.0°C)Light RainMostly CloudyModerately LowSlightly Low
March36.0°F (2.2°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyModerately HighSlightly High
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage
December32.7°F (0.4°C)Light RainMostly CloudyModerately LowAverage

Tips to save on your trip to Kent

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Kent.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Kent.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Kent Essential Information

Language
English
Currency
U.S dollars
Population
2,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Lake Waramaug State Park, Macedonia Brook State Park and Sharon Audubon Center

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Frequently asked questions

How much does a Kent vacation package cost?
You'll find cheap prices from $318 on Expedia for your Kent escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Kent costs.
What are the cheapest months to go to Kent?
November, December and January are great times to look for cheap Kent vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Kent?
With a well-planned itinerary, you can easily visit the most popular Kent sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Kent vacation for longer.
Is it worth booking a vacation package to Kent?
Whether you'd like to check out attractions like Macedonia Brook State Park and Morrison Gallery on your Kent vacation, or coming for its great views, hiking and camping, there's something for everyone here. With so much to do, you'll quickly learn why so many visitors think Kent is a good vacation 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 vacation package as early as possible.
Is it cheaper to book a Kent vacation as a package?
Expedia vacation 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 personalized Kent vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Kent?
If you have your Kent vacation 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.
Does Expedia offer Book Now, Pay Later Kent vacation packages?
Jet off on your dream getaway to Kent with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up cheap deals before they sell out.

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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.