Dennis Vacations from $399

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Your Dennis Vacation

With a vacation package to Dennis, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you depart, so you can enjoy each moment experiencing this interesting city. During your trip to Dennis, give yourself plenty of time for sightseeing. An excellent place to begin is Tishomingo State Park. Whoever you're heading away with and whatever you want to spend, your ultimate Dennis vacation is just clicks away with Expedia.

The Latest Dennis vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $412, price is now $399 per person
$399
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.8/10 Excellent! (1,101 reviews)
The room was incredibly clean. Check in was efficient but non-personal. My worst early impression was the luggage cart-just a utility moving cart without an upper rod to hang clothes or a purse etc. Room was small but adequate, no blanket or extra covers. Soap and shampoo were the refillable kind so you know nothing about the contents. Not even a box of Kleenex.

Reviewed on Apr 29, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $477, price is now $457 per person
$457
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.6/10 Excellent! (1,005 reviews)
Only stayed one night but everything was as expected.

Reviewed on Apr 24, 2026

Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was $427, price is now $417 per person
$417
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.4/10 Very Good! (873 reviews)
Cons: Not enough parking. Spend more on the bed. It was hard as a rock. Noticed water damage in the shower ceiling and possible black mold starting to spread. Pros: Breakfast was excellent, coffee was amazing. Room and facility were otherwise very clean and well maintained. Staff was super nice and helpful. Good value for the price.

Reviewed on Apr 29, 2026

Fairfield Inn & Suites by Marriott Memphis Olive Branch

Fairfield Inn & Suites by Marriott Memphis Olive Branch

3 out of 5
Price was $467, price is now $467 per person
$467
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.8/10 Excellent! (1,002 reviews)
Had a get stay very nice and clean.

Reviewed on Apr 27, 2026

La Quinta Inn & Suites by Wyndham Olive Branch

La Quinta Inn & Suites by Wyndham Olive Branch

2.5 out of 5
Price was $492, price is now $492 per person
$492
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
9.4/10 Exceptional! (300 reviews)
Breakfast was fine rooms great and clean. Nice area

Reviewed on Apr 28, 2026

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Dennis Hotel Deals

Holiday Inn Express Hotel & Suites Fulton by IHG

Holiday Inn Express Hotel & Suites Fulton by IHG

2.5 out of 5
1505 S. Adams St Fulton MS
Fully refundable
$89 nightly
The price is $98 total per night from May 31 to Jun 1
$98 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Yes breakfast is always fresh and good

Reviewed on Apr 30, 2026

Holiday Inn Express Hotel & Suites Fulton by IHG
Days Inn by Wyndham Fulton

Days Inn by Wyndham Fulton

2 out of 5
1603 S Adams St Fulton MS
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $86 total per night from May 10 to May 11
$86 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (388 reviews)
Room was clean , bed was comfortable, not many choices for breakfast.

Reviewed on Apr 27, 2026

Days Inn by Wyndham Fulton
Best Inn Booneville

Best Inn Booneville

2.5 out of 5
805 N 2nd St Booneville MS
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $60 total per night from May 2 to May 3
$60 total
May 2 - May 3
Total with taxes and fees
6.8/10 (295 reviews)
N/A

Reviewed on Apr 13, 2026

Best Inn Booneville
See all 66 properties in Dennis
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 Dennis Vacation Packages

Dennis Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Dennis vacation package cost?
You'll find cheap prices from $399 on Expedia for your Dennis escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Dennis costs.
What are the cheapest months to go to Dennis?
If you're looking to snag a cheap Dennis vacation package, consider traveling in November, December and January. You'll usually find better rates on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Dennis?
The ideal duration for your Dennis vacation depends on what you'd like to see. Typically, a few days to a week will give you time to check out all the top attractions and discover some hidden gems along the way.
How to find the best Dennis package deals?
Use Expedia's handy filters to find some terrific Dennis package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Dennis package deals in the low season. Switch up 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 well in advance.
Is it cheaper to book a Dennis vacation as a package?
You can enjoy significant savings on your Dennis retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Dennis?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Dennis trip.
Does Expedia offer Book Now, Pay Later Dennis vacation packages?
If you're like us, you love exploring new places 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 break down the total cost of your Dennis vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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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.