Kent Vacations from $310

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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.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $396, price is now $310 per person
$310
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
8.4/10 Very Good! (1,010 reviews)
It felt like home.The staff was friendly.Parking was easy.Breakfast was great.This morning I will be staying there again

Reviewed on Oct 10, 2025

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Save 100% on your flight
Price was $624, price is now $357 per person
$357
per person
Dec 12 - Dec 15
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8.2/10 Very Good! (1,702 reviews)
Sofa on the Room was a bit dusty, but overall was a good hotel and family friendly.

Reviewed on Oct 7, 2025

Cottage Suites

Cottage Suites

2 out of 5
Price was $646, price is now $519 per person
$519
per person
Jan 3 - Jan 9
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
5/10 (4 reviews)
The owner did not reply to my outreach and provided no means of contact. It was very hard to find the building at night as it is situated in a multi-street intersection. There was also no guidance on parking. I ended up booking a different place to stay overnight.

Reviewed on Sep 1, 2025

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $406, price is now $330 per person
$330
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
5.8/10 (1,004 reviews)
Very convenient to the New York thruway. Plenty of restaurants around.

Reviewed on Oct 4, 2025

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $423, price is now $346 per person
$346
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
8.6/10 Excellent! (987 reviews)
Always clean and welcoming with a very friendly staff. We stay every year for the location close to Apple picking, farms and wineries as well as restaurants you can easily walk to.

Reviewed on Sep 25, 2025

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Discover the most popular places to visit in Kent

Lake Waramaug State Park

4.5/5(17 reviews)

If a restful vacation is part of your travel plans, Lake Waramaug State Park might be the perfect place to seek out during your trip to Kent. While you're in the area, wander around the natural setting.

Lake Waramaug State Park

Bull's Bridge

5/5(3 reviews)

Find out about the history of Kent when you take a trip to Bull's Bridge. Wander the forest or discover the area's waterfalls.

Bull's Bridge

Macedonia Brook State Park

5/5(2 reviews)

You can take time to visit Macedonia Brook State Park during your travels to Kent. Wander the parks or discover the area's waterfalls.

Macedonia Brook State Park

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
$273 nightly
The price is $315 total per night from Nov 10 to Nov 11
$315 total
Nov 10 - Nov 11
Total with taxes and fees
The Kent Collection - The Firefly Inn
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $85 total per night from Oct 19 to Oct 20
$85 total
Oct 19 - Oct 20
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
"Stayed here a few times. Convenient location. Rooms are clean, staff always friendly and helpful. Plus the dog is welcomed. If you go, dinner is good and abundant at the Stoney Hill Diner across the street."

Reviewed on Oct 6, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
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 Oct 19 to Oct 20
$107 total
Oct 19 - Oct 20
Total with taxes and fees
8/10 Very Good! (1,019 reviews)
"This was a convenient stay for us while visiting family in the area, and a good value compared to others in the area. Happy that they had laundry facilities. Complimentary coffee was not half bad! Bathroom is small. Fitness room has no WiFi or cell signal. Both of those are minor things though. Staff ..."

Reviewed on Oct 10, 2025

Wyndham Southbury
See all 765 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.

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 $310 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.