Sherman Vacations from $535

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The Latest Sherman vacation packages

Price found within the past 48 hours. Click for updated prices.
Express Inn New Albany Near Tupelo I 22

Express Inn New Albany Near Tupelo I 22

2.5 out of 5
Price was $675, price is now $535 per person
$535
per person
May 15 - May 22
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tupelo (TUP)
7.6/10 Good! (42 reviews)
The staff was amazing helped with whatever i needed

Reviewed on Feb 8, 2026

Historic Whispering Woods Hotel & Conference Center

Historic Whispering Woods Hotel & Conference Center

3 out of 5
Price was $812, price is now $682 per person
$682
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
7.4/10 Good! (1,003 reviews)
Yes, everything was perfect!

Reviewed on Mar 29, 2026

Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $648, price is now $577 per person
$577
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
9/10 Wonderful! (1,121 reviews)
Staff were whatever, can’t be rude if you don’t speak I guess. No amenities. Bare bones place. It would be fine but the elevator stunk so bad. Does someone vomit in the shafts everyday. The hallways stink too but in a chemical way

Reviewed on Mar 24, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $711, price is now $638 per person
$638
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
8.6/10 Excellent! (1,011 reviews)
Staff are very nice , good breakfast and clean

Reviewed on Mar 30, 2026

Holiday Inn Express New Albany by IHG

Holiday Inn Express New Albany by IHG

2.5 out of 5
Price was $773, price is now $696 per person
$696
per person
May 15 - May 22
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tupelo (TUP)
8.4/10 Very Good! (567 reviews)
The room was nice and clean. The highlight was the GREAT breakfast and the awesome employee who prepared it!!

Reviewed on Feb 16, 2026

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Sherman Hotel Deals

Best Western Plus Tupelo Inn & Suites

Best Western Plus Tupelo Inn & Suites

2.5 out of 5
3158 N Gloster Street Tupelo MS
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $108 total per night from Apr 12 to Apr 13
$108 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
The stay was nice the staff awesome

Reviewed on Mar 30, 2026

Best Western Plus Tupelo Inn & Suites
Baymont by Wyndham Tupelo

Baymont by Wyndham Tupelo

2.5 out of 5
625 Spicer Drive Tupelo MS
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $71 total per night from Apr 15 to Apr 16
$71 total
Apr 15 - Apr 16
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
Our room was sweltering hot. When I told the front desk clerk that it was so uncomfortable she just said “oh, I’m sorry.” Lol Breakfast was far less options that other hotels of this caliber. Bath tub was less than clean. Bathroom floors in the corners looked like that hadn’t been cleaned in a decade. ...

Reviewed on Mar 28, 2026

Baymont by Wyndham Tupelo
Red Roof Inn Tupelo

Red Roof Inn Tupelo

2 out of 5
1516 Mccullough Blvd Tupelo MS
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $71 total per night from Apr 9 to Apr 10
$71 total
Apr 9 - Apr 10
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
Very quiet and , beds quite comfortable !!! would stay here again !!!!

Reviewed on Mar 31, 2026

Red Roof Inn Tupelo
See all 115 properties in Sherman
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 Sherman Vacation Packages

Sherman Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tupelo Regional Airport (TUP)
Population
680

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Frequently asked questions

How much does a Sherman vacation package cost?
You can snap up a vacation package to this destination from $535 on Expedia. However, how much your vacation to Sherman costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Sherman?
You can usually find lower rates and greater availability in February, June and July. Take a look at our cheap Sherman vacation packages and you could land some excellent off-season deals.
How many days is enough for Sherman?
Typically, a handful of days is enough to check out the major attractions during your Sherman vacation. However, if you prefer to have more time to chill out or take day trips, think about extending your trip.
How to find the best Sherman package deals?
Use Expedia's filter tool to find some fabulous Sherman package deals. When you start 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 break for midweek, or search for Sherman package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Sherman 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 you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Sherman vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Sherman?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Sherman escape.
Does Expedia offer Book Now, Pay Later Sherman vacation packages?
Your Sherman break is meant to be an escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.