Kent Vacations from $223

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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 $281, price is now $223 per person
$223
per person
Dec 30 - Jan 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8.6/10 Excellent! (1,002 reviews)
Super clean, great breakfast, super friendly staff.

Reviewed on Nov 26, 2025

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $430, price is now $312 per person
$312
per person
Jan 8 - Jan 13
found 8 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
7.2/10 Good! (679 reviews)
Yes, every thing was clean. Staff was very friendly. My only complaint was , that a handicap room should have a raised toilet in those rooms.

Reviewed on Oct 31, 2025

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Price was $1,139, price is now $830 per person
$830
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8/10 Very Good! (499 reviews)
The premise is amazing but the execution is lacking. The resort is nice. The vibe was quiet and peaceful. There weren't a lot of guests which probably resulted in a minimal amount of staff on site. I stayed in the lakeview suite which game is a bedroom, livingroom area, balcony, a separate attached room with a massage table and a bathroom with a steam shower. The first room I was book in had a working steam in the shower but the actual shower itself didn't work. The second room they booked me in had a working shower and steam but the shower adjustment was broken. The room had some chipping paint on the ceiling also. Outside of that it really is a nice room. The facilities is nice too. A few of the ammenities were not active. The grounds is nice too. Some parts of the resort is definitely Social Media friendly where great contect can be produced. I think you will like it as a quick getaway if you are in the NYC/Albany area but don't go expecting a top tier luxury experience.

Reviewed on Nov 24, 2025

Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Save 100% on your flight
Price was $393, price is now $299 per person
$299
per person
Jan 18 - Jan 21
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8.6/10 Excellent! (1,089 reviews)
Clean spacious room. Large windows and comfortable beds!

Reviewed on Nov 28, 2025

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
Save 100% on your flight
Price was $354, price is now $278 per person
$278
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
9.2/10 Wonderful! (1,000 reviews)
the receptionist was was great

Reviewed on Nov 22, 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
$275 nightly
The price is $317 total per night from Dec 4 to Dec 5
$317 total
Dec 4 - Dec 5
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 Dec 7 to Dec 8
$107 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,046 reviews)
I was on the first floor and the hallways smelled like cigarettes. But the room was fine

Reviewed on Nov 28, 2025

Wyndham Southbury
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
$82 nightly
The price is $94 total per night from Dec 7 to Dec 8
$94 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
It was a very enjoyable experience. The staff was friendly and the room was clean.

Reviewed on Nov 17, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 768 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.

Find the Best Kent Vacation Packages

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 $223 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.