Kent Vacations from $248

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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.
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was $281, price is now $248 per person
$248
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
12.8/10 Exceptional! (1,000 reviews)
Clean room, nice staff. Great price for 1 night stay. Had microwave and little fridge. 👍

Reviewed on Nov 16, 2025

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
Price was $306, price is now $268 per person
$268
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
12.4/10 Exceptional! (1,001 reviews)
Great location, a little aged but ok for the price.

Reviewed on Nov 14, 2025

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $332, price is now $292 per person
$292
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
12/10 Exceptional! (1,002 reviews)
Room was very clean, Friendly staff, easy ck in and out.

Reviewed on Nov 7, 2025

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3 out of 5
Price was $566, price is now $516 per person
$516
per person
Feb 13 - Feb 16
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
18.8/10 Exceptional! (313 reviews)
The best!! Completely beautiful and spotless, breakfast was amazing a lot of different choice to pick from. Staff was very welcoming and nice. Next time I book a flight I will be staying here again. 💕

Reviewed on Oct 13, 2025

Cottage Suites

Cottage Suites

2 out of 5
Price was $531, price is now $485 per person
$485
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newburgh (SWF)
11.2/10 Exceptional! (11 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

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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
$277 nightly
The price is $319 total per night from Nov 30 to Dec 1
$319 total
Nov 30 - Dec 1
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 1 to Dec 2
$107 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,032 reviews)
No breakfast on mondays

Reviewed on Nov 20, 2025

Wyndham Southbury
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Nov 30 to Dec 1
$91 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
Evening and night time staff were accommodating but neither were very cordial. Abrupt and unfriendly. Not a huge deal but very surprising. Room was very clean and satisfactory.

Reviewed on Nov 12, 2025

Best Western Danbury/Bethel
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 $248 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.