Leland Vacations from $344

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Your Leland Vacation

With a Leland vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you depart, so you can get on with discovering this fantastic city. If sightseeing is a must during your trip to Leland, make sure you check out well-known attractions like Highway 61 Blues Museum and Birthplace of Kermit the Frog Museum. Your ultimate Leland vacation is just clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Leland vacation packages

Price found within the past 48 hours. Click for updated prices.
Ruleville Inn By OYO

Ruleville Inn By OYO

2.5 out of 5
Price was $380, price is now $344 per person
$344
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Greenville (GLH)
5.6/10 (52 reviews)
The rooms need to be sprayed for roaches

Reviewed on Dec 1, 2022

Motel 6 Cleveland, MS - Delta State University

Motel 6 Cleveland, MS - Delta State University

2 out of 5
Price was $417, price is now $387 per person
$387
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Greenville (GLH)
8.2/10 Very Good! (186 reviews)
Staff was very nice, rooms were on the low side of acceptable for a not cheap hotel. No breakfast available.

Reviewed on Sep 20, 2025

Rolling Fork Motel

Rolling Fork Motel

2 out of 5
Price was $375, price is now $352 per person
$352
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Greenville (GLH)
6.6/10 (12 reviews)
We were in town for a funeral in Rolling Fork. I didn’t expect much; however, the room could have been cleaned. The sheets and bed spread were very old and outdated. The bathroom was horrible. I would recommend bringing your own sheets, towels and a bottle of Lysol. All I could say it was convenient and we didn’t have to travel a 1 1/2 back in forth to the next main city like other family members.

Reviewed on Aug 24, 2025

Red Leaf Cottages

Red Leaf Cottages

3 out of 5
Price was $484, price is now $458 per person
$458
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Greenville (GLH)
8.8/10 Excellent! (8 reviews)
This place was amazing. If you’re looking for a small little getaway with a beautiful lake view, this is the place to be.

Reviewed on Aug 28, 2025

Turn On Inn

Turn On Inn

3 out of 5
Price was $476, price is now $451 per person
$451
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Greenville (GLH)
9.4/10 Exceptional! (51 reviews)
The cabin was clean, quiet and comfortable. I would definately stay here again if traveling through the area!

Reviewed on Sep 26, 2025

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Discover the most popular places to visit in Leland

Birthplace of Kermit the Frog Museum

4/5(10 reviews)

You can spend an afternoon studying the exhibits at Birthplace of Kermit the Frog Museum during your travels in Leland. Stroll along the lakeside or experience the entertainment venues in this family-friendly area.

Birthplace of Kermit the Frog Museum

Highway 61 Blues Museum

4.5/5(11 reviews)

You can spend time exploring the galleries in Highway 61 Blues Museum during your trip to Leland. Find some time to visit the casinos or churches in this family-friendly area.

Highway 61 Blues Museum

Leland Hotel Deals

Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

3.5 out of 5
215 Cotton Row, Cleveland, MS
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $181 total per night from Oct 12 to Oct 13
$181 total
Oct 12 - Oct 13
Total with taxes and fees
9/10 Wonderful! (595 reviews)
"Beautiful hotel with nice amenities."

Reviewed on Sep 30, 2025

Cotton House, Cleveland, a Tribute Portfolio Hotel
Motel 6 Cleveland, MS - Delta State University

Motel 6 Cleveland, MS - Delta State University

2 out of 5
721 N Davis Ave, Cleveland, MS
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $75 total per night from Oct 5 to Oct 6
$75 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (195 reviews)
"Everything was nice like always enjoyed the stay"

Reviewed on Sep 29, 2025

Motel 6 Cleveland, MS - Delta State University
Harlow's Casino Resort & Spa

Harlow's Casino Resort & Spa

3.5 out of 5
4280 Harlow's Blvd, Greenville, MS
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Oct 5 to Oct 6
$128 total
Oct 5 - Oct 6
Total with taxes and fees
7.6/10 Good! (1,005 reviews)
"Good"

Reviewed on Sep 27, 2025

Harlow's Casino Resort & Spa
See all 66 properties in Leland
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.

Leland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Mid Delta Regional Airport (GLH)
Population
4,200
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Greenville History Museum, Trop Casino Greenville and Highway 61 Blues Museum

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Frequently asked questions

How much does a Leland vacation package cost?
Offering excellent value package deals from $344 on Expedia, you'll be pleasantly surprised at how much a vacation to Leland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Leland?
If you're looking to book a cheap Leland vacation package, consider planning a trip in November, December and January. You'll generally find lower prices on accommodations and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Leland?
The ideal duration of your Leland vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the top sights and discover some hidden treasures along the way.
How to find the best Leland package deals?
Landing a cheap Leland package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Leland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Leland vacation as a package?
You can enjoy significant savings on your Leland break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Leland?
If you're considering a spontaneous Leland trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Leland vacation packages?
Set off on your dream escape to Leland with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.