Dennis Vacation Packages 2026 from $339

Dennis flight + hotel vacation packages

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

Hobson Stay & Residences

$339

per person

Nov 22 - Nov 24

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to Corinth (CRX)

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.

Historic Whispering Woods Hotel & Conference Center

$616

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tupelo (TUP)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like full breakfast and free self parking.

La Quinta Inn & Suites by Wyndham Olive Branch

$521

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tupelo (TUP)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

GLō Best Western Olive Branch

$627

per person

Jan 6 - Jan 10

found 14 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tupelo (TUP)

This hotel features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

TownePlace Suites by Marriott Memphis Olive Branch

$586

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Tupelo (TUP)

This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Dennis hotels deals

Holiday Inn Express Hotel & Suites Fulton by IHG

1505 S. Adams St Fulton MS

Free Cancellation

$95 nightly

$105 total

Nov 15 - Nov 16

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Heritage PLACE HOTEL IUKA

1409 HERITAGE DRIVE IUKA MISS, 38852 Iuka MS

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Oct 31 - Nov 1

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station and laundry facilities are also provided.

Pet friendly

Parking included

Best Inn Booneville

805 N 2nd St Booneville MS

Free Cancellation

Reserve now, pay when you stay

$55 nightly

$60 total

Oct 18 - Oct 19

Total with taxes and fees

Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.

Pet friendly

Parking included

Days Inn by Wyndham Fulton

1603 S Adams St Fulton MS

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$71 total

Oct 18 - Oct 19

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Pet friendly

Super 8 by Wyndham Booneville

110 Hospitality Ave Booneville MS

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$83 total

Oct 18 - Oct 19

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Parking included

RIVERTON LAKESIDE COTTAGE ON PICKWICK LAKE

Cherokee AL

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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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.

Frequently asked questions

How much are vacation packages to Dennis?

$339 is all you'll need for a memorable vacation in Dennis. Bundle your flights and hotel into a Travelocity vacation package and watch how the savings start to grow. With prices as good as these, it's never been more tempting to travel.

Where can I get the best vacation package deals for Dennis?

For an excellent Dennis package deal, you can't go past Travelocity. Take your pick from as many as 400 airlines and 1,000,000 worldwide properties to create the ideal escape — the choice is all yours!

Why should I purchase my Dennis vacation package via Travelocity?

Incredible savings, countless enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Dennis car rental if I book it with hotels and flights?

You certainly can — combine your car, flight and hotel into a Dennis vacation package and you can save tons. With so many things to do in and around Dennis, having your own wheels will come in handy. Once you've slid into the driver's seat, turn up the stereo and find your way to Orpheum Theatre, a renowned attraction roughly 110 mi from Dennis.

Which airport is best for Dennis?

The main airport is Tupelo Regional Airport (TUP), around 35 mi southwest of downtown Dennis.

Where should I stay when visiting Dennis?

If you're after somewhere to spend your nights, consider the Tentrr State Park Site - Mississippi Tishomingo State Park - Haynes Lake West A. It's the top pick for many visitors.