Search Deals on
Dennis Vacation Packages

Build your package with 2 more options

Dennis Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Olive Branch Old Towne

Comfort Inn & Suites Olive Branch Old Towne

2.5 out of 5
Price was $502, price is now $481 per person
$481
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tupelo (TUP)
Book a stay at this business-friendly hotel in Olive Branch. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cherokee Valley Golf Club and Olive Branch City Park are located nearby.

Holiday Inn Express Hotel & Suites Tupelo by IHG

Holiday Inn Express Hotel & Suites Tupelo by IHG

2.5 out of 5
Price was $920, price is now $823 per person
$823
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Book a stay at this business-friendly hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rob Leake City Park Tennis Center and Cadence Bank Arena are located nearby.

OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
Price was $625, price is now $564 per person
$564
per person
Dec 3 - Dec 7
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Tupelo (TUP)
Stay at this hotel in Grenada. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Butler Hill Park and Bledsoe Park are located nearby.
Our room was neat and clean and the staff was super helpful.

Reviewed on Oct 27, 2026

Holiday Inn Express Hotel & Suites Fulton by IHG

Holiday Inn Express Hotel & Suites Fulton by IHG

2.5 out of 5
Price was $887, price is now $803 per person
$803
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Book a stay at this business-friendly hotel in Fulton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fulton City Park and Jamie L. Whitten Historical Center are located nearby.
Very nice. We were told they are about to under go a complete refurbishment.

Reviewed on Oct 26, 2026

Motel 6 Tupelo, MS - Downtown

Motel 6 Tupelo, MS - Downtown

2 out of 5
Price was $805, price is now $750 per person
$750
per person
Nov 30 - Dec 4
just found
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Stay at this motel in Tupelo. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cadence Bank Arena and Elvis Presley Center are located nearby.

Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $970, price is now $911 per person
$911
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Book a stay at this business-friendly hotel in Olive Branch. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Olive Branch Public Library and Olive Branch City Park are located nearby.

Days Inn by Wyndham Tupelo

Days Inn by Wyndham Tupelo

2 out of 5
Price was $789, price is now $751 per person
$751
per person
Nov 30 - Dec 4
just found
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Stay at this hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rob Leake City Park Tennis Center and Cadence Bank Arena are located nearby.
North gloster in Tupelo ms was very well traveled all night and noisy.

Reviewed on Oct 19, 2026

GLō Best Western Olive Branch

GLō Best Western Olive Branch

2.5 out of 5
Price was $573, price is now $546 per person
$546
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Tupelo (TUP)
Stay at this hotel in Olive Branch. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Olive Branch Public Library and Olive Branch City Park are located nearby.

Dennis Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
GLō Best Western Olive Branch

GLō Best Western Olive Branch

2.5 out of 5
Price was $573, price is now $546 per person
$546
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Tupelo (TUP)
OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
Price was $625, price is now $564 per person
$564
per person
Dec 3 - Dec 7
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Tupelo (TUP)
Motel 6 Tupelo, MS - Downtown

Motel 6 Tupelo, MS - Downtown

2 out of 5
Price was $805, price is now $750 per person
$750
per person
Nov 30 - Dec 4
just found
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Days Inn by Wyndham Tupelo

Days Inn by Wyndham Tupelo

2 out of 5
Price was $789, price is now $751 per person
$751
per person
Nov 30 - Dec 4
just found
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)

Dennis Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Fulton by IHG

Holiday Inn Express Hotel & Suites Fulton by IHG

2.5 out of 5
Price was $887, price is now $803 per person
$803
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Holiday Inn Express Hotel & Suites Tupelo by IHG

Holiday Inn Express Hotel & Suites Tupelo by IHG

2.5 out of 5
Price was $920, price is now $823 per person
$823
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
Holiday Inn Hotel & Suites Tupelo North by IHG

Holiday Inn Hotel & Suites Tupelo North by IHG

3 out of 5
Price was $919, price is now $850 per person
$850
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tupelo (TUP)
Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $970, price is now $911 per person
$911
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)