Sherman Vacations from $492

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The Latest Sherman vacation packages

Price found within the past 48 hours. Click for updated prices.
Harpoon House
Sound View Greenport
The Harbor Front Inn
Park Lane New York
1 Hotel Brooklyn Bridge
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Sherman Hotel Deals

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 Aug 19 to Aug 20
$107 total
Aug 19 - Aug 20
Total includes taxes and fees
8/10 Very Good! (1,014 reviews)
"It was a beautiful stay room was very clean check in was very easy staff was very professional and sweet thank u we will see ya again"

Reviewed on Aug 11, 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
$86 nightly
The price is $99 total per night from Aug 25 to Aug 26
$99 total
Aug 25 - Aug 26
Total includes taxes and fees
8/10 Very Good! (1,002 reviews)
"The room was very nice and clean"

Reviewed on Aug 9, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
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
$92 nightly
The price is $106 total per night from Aug 18 to Aug 19
$106 total
Aug 18 - Aug 19
Total includes taxes and fees
7.6/10 Good! (1,002 reviews)
"Staff unfriendly. Breakfast area sun roof needs repair."

Reviewed on Aug 8, 2025

Best Western Danbury/Bethel
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.

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Frequently asked questions

How much does a Sherman vacation package cost?
You'll find cheap prices from $492 on Expedia for your Sherman getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Sherman costs.
What are the cheapest months to go to Sherman?
December, January and February are great times to look for cheap Sherman vacation packages. Traveling in less busy periods means you can generally find lower prices on hotels and flights.
How many days is enough for Sherman?
The ideal length for your Sherman vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to visit all the major attractions and explore some hidden spots along the way.
How to find the best Sherman package deals?
Use Expedia's handy filters to find some unbeatable Sherman package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Sherman package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Sherman vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Sherman trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Sherman?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Sherman vacation.
Does Expedia offer Book Now, Pay Later Sherman vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Sherman trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.