Leland Vacations from $366

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Your Leland Vacation

When you book a Leland vacation package, you can really enjoy your getaway to the fullest. Uncover the sights and sounds of this unique city knowing that all your travel arrangements have been taken care of in advance. Be sure to get in some sightseeing during your trip to Leland. Applegate Trail Interpretive Center and Grave Creek Bridge are some favorite places to check out. Stop daydreaming and start doing. Browse the multitude of options on Expedia today and finally put your Leland vacation plans into action!

The Latest Leland vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
Price was $429, price is now $366 per person
$366
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (1,594 reviews)
Whenever we stay overnight in Medford traveling between the Bay Area and Portland we stay at this hotel. It is very clean, quiet, and comfortable. Also, they can accommodate our cat(s). The staff is helpful and friendly.

Reviewed on Jun 25, 2026

A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $679, price is now $554 per person
$554
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (45 reviews)
We stayed in the upper appartment. The place is beautiful, comfortable, quite, and clean. The kitchen is well equipped. The balcony overlooks a beautiful garden patio. The location is a short walking distance to Ashlands' center with its theaters, coffee shops and restaurants. Steve, our host, was welcoming, bery communicative and accessible. Our stay was perfect.

Reviewed on Jun 25, 2026

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $833, price is now $705 per person
$705
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (598 reviews)
McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.

Reviewed on Apr 27, 2026

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
Historic Railroad District
Price was $786, price is now $672 per person
$672
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (108 reviews)
Beautiful rooms, walkable, comfortable rooms, really enjoyed. Great for couples

Reviewed on May 30, 2026

Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
Price was $452, price is now $401 per person
$401
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.8/10 Excellent! (3,118 reviews)
Room was clean, parking was easy, and breakfast was good

Reviewed on Jun 23, 2026

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What to do in Leland

Floating towards the sunset on the Rogue River

Rogue River Golden Hour Evening Float Trip

$119
per adult
Rogue River Golden Hour Evening Float Trip
See all activities in Leland

Leland Hotel Deals

Riverside Inn

Riverside Inn

2.5 out of 5
986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $179 total per night from Jul 9 to Jul 10
$179 total
Jul 9 - Jul 10
Total with taxes and fees
9.6/10 Exceptional! (2,060 reviews)
"Nice place. Good location on the river"

Reviewed on Jun 24, 2026

Riverside Inn
Red Lion Inn & Suites Grants Pass

Red Lion Inn & Suites Grants Pass

2 out of 5
1880 NW 6th St  Grants Pass OR
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Jun 29 to Jun 30
$96 total
Jun 29 - Jun 30
Total with taxes and fees
9.2/10 Wonderful! (1,701 reviews)
"Awesome place !! Would highly recommend !!"

Reviewed on Jun 25, 2026

Red Lion Inn & Suites Grants Pass
Motel 6 Grants Pass, OR

Motel 6 Grants Pass, OR

2 out of 5
1800 Ne 7th St Grants Pass OR
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $73 total per night from Jun 28 to Jun 29
$73 total
Jun 28 - Jun 29
Total with taxes and fees
7.6/10 Good! (1,789 reviews)
"Clean, quiet, well maintained, great staff and convenient location."

Reviewed on Jun 25, 2026

Motel 6 Grants Pass, OR
See all 268 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.

Find the Best Leland Vacation Packages

Leland Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
50ºF
Max Temp Summer
80ºF
Top Sights
Applegate Trail Interpretive Center and Grave Creek Bridge

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Frequently asked questions

How much does a Leland vacation package cost?
You'll find cheap prices from $366 on Expedia for your Leland break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Leland costs.
What are the cheapest months to go to Leland?
February, March and April are the best times to look for cheap Leland vacation packages. Choosing to travel in less busy months means you'll typically find better prices on flights and hotels.
How many days is enough for Leland?
The ideal duration of your Leland vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to check out all the major sights and explore some hidden spots along the way.
How to find the best Leland package deals?
Use Expedia's handy filters to help you find some tempting Leland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Leland package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Leland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize your Leland escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Leland?
If you've got your Leland travel dates locked in, book early to score some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Leland vacation packages?
Secure your perfect escape to Leland with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals before they sell out.

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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.