Dennis Vacations from $326

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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.
Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was $352, price is now $326 per person
$326
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tupelo (TUP)
8.4/10 Very Good! (705 reviews)
Everything was perfect. Just would’ve been nice if the pool had a warmer lol

Reviewed on Aug 29, 2025

La Quinta Inn & Suites by Wyndham Olive Branch

La Quinta Inn & Suites by Wyndham Olive Branch

2.5 out of 5
Price was $603, price is now $505 per person
$505
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
9.6/10 Exceptional! (119 reviews)
Very convenient place!!! Very Quiet and peaceful place

Reviewed on Sep 2, 2025

Hotel Tupelo, a Wyndham Hotel

Hotel Tupelo, a Wyndham Hotel

3 out of 5
Price was $1,267, price is now $1,126 per person
$1,126
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tupelo (TUP)
9.6/10 Exceptional! (543 reviews)
Parking not so good. A few spots out front and some on the side then there is a small lot halfway down the block. The sink in the bathroom is very high. I am only 5’ tall and had to stand on toes to brush my teeth. Also the space to hang clothes was high. Had a difficult time reaching the hangers

Reviewed on Aug 24, 2025

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $417, price is now $373 per person
$373
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tupelo (TUP)
8.6/10 Excellent! (1,006 reviews)
Overall, everything was excellent thanks

Reviewed on Aug 17, 2025

Holiday Inn Hotel & Suites Tupelo North by IHG

Holiday Inn Hotel & Suites Tupelo North by IHG

3 out of 5
Price was $1,128, price is now $1,019 per person
$1,019
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tupelo (TUP)
9.2/10 Wonderful! (971 reviews)
Very clean, friendly.

Reviewed on Aug 4, 2025

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Dennis Hotel Deals

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
$65 nightly
The price is $71 total per night from Sep 4 to Sep 5
$71 total
Sep 4 - Sep 5
Total with taxes and fees
Days Inn by Wyndham Fulton
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
$100 nightly
The price is $110 total per night from Sep 21 to Sep 22
$110 total
Sep 21 - Sep 22
Total with taxes and fees
Holiday Inn Express Hotel & Suites Fulton by IHG
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 Sep 3 to Sep 4
$60 total
Sep 3 - Sep 4
Total with taxes and fees
Best Inn Booneville
See all 55 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.

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Frequently asked questions

How much does a Dennis vacation package cost?
You'll find cheap prices from $326 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.