Leland Vacations from $724

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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.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $905, price is now $724 per person
$724
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.4/10 Exceptional! (1,005 reviews)
Wonderful stay! I loved the grounds and the room was immaculate. The coffee at the front desk was fabulous, too!

Reviewed on May 5, 2026

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $1,023, price is now $810 per person
$810
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.6/10 Exceptional! (157 reviews)
Charming vintage winery with great history and lovely rooms. The Syrah suite was clean and comfortable. The sunrise in the morning was spectacular. The tasting room is directly below the suite and can be loud but closes around 7 during the week. I don’t think I would stay here during an event unless I was participating in the event. So check the calendar first if noise is an issue for you. The grounds are wonderful and there are many spots to sit and enjoy. At night the terrace is lovely with the fires going. We played a bit of pickleball as well. Highly recommend with the caveat of checking for events first if noise is an issue for you.

Reviewed on Feb 28, 2026

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
Price was $1,795, price is now $1,426 per person
$1,426
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Medford (MFR)
10/10 Exceptional! (8 reviews)
Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals.

Reviewed on Mar 10, 2026

A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $1,220, price is now $997 per person
$997
per person
Jul 21 - Jul 25
found 23 hours ago
Roundtrip flight included
Phoenix (PHX) to Medford (MFR)
9.8/10 Exceptional! (42 reviews)
Lovely yard courtyard area with koi pond

Reviewed on Aug 25, 2025

Quail Run River View Cottage

Quail Run River View Cottage

2 out of 5
Price was $1,971, price is now $1,658 per person
$1,658
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
No reviews
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Discover the most popular places to visit in Leland

Applegate Trail Interpretive Center

You can spend time studying the exhibits at Applegate Trail Interpretive Center during your travels in Sunny Valley. Stroll along this family-friendly area's riverfront, or simply enjoy its coffeehouses.

Applegate Trail Interpretive Center

Grave Creek Bridge

After visiting Grave Creek Bridge, make a plan to see the other sights and activities in Sunny Valley. Stroll along this family-friendly area's riverfront, or simply enjoy its coffeehouses.

Grave Creek Bridge

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
$151 nightly
The price is $171 total per night from May 11 to May 12
$171 total
May 11 - May 12
Total with taxes and fees
9.6/10 Exceptional! (2,005 reviews)
Beautiful stay with a scenic view of the river. Loved how accessible our room was. Walls were thin so could hear the people above us and next to us in the morning. Overall, perfect place to stay since we were driving through.

Reviewed on May 9, 2026

Riverside Inn
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
$45 nightly
The price is $51 total per night from May 18 to May 19
$51 total
May 18 - May 19
Total with taxes and fees
7.6/10 Good! (1,784 reviews)
Room was perfect! Sandy and her staff is great! The rv was perfect but on the flip side the dish box shut down at 3 am and all we could get was 2 channels and they were the news channels. The dish box never recovered its channels.

Reviewed on May 7, 2026

Motel 6 Grants Pass, OR
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
$75 nightly
The price is $85 total per night from May 20 to May 21
$85 total
May 20 - May 21
Total with taxes and fees
9.2/10 Wonderful! (1,634 reviews)
Good

Reviewed on May 10, 2026

Red Lion Inn & Suites Grants Pass
See all 261 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 $724 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.