Tiller Vacations from $247

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The Latest Tiller vacation packages

Price found within the past 48 hours. Click for updated prices.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $320, price is now $247 per person
$247
per person
Nov 14 - Nov 16
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (136 reviews)
Vineyard and the hummingbirds buzzing around were amazing!

Reviewed on Sep 22, 2025

A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $776, price is now $607 per person
$607
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.8/10 Exceptional! (38 reviews)
Lovely yard courtyard area with koi pond

Reviewed on Aug 25, 2025

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $713, price is now $564 per person
$564
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9/10 Wonderful! (1,466 reviews)
Large airy room. Comfortable for dogs.

Reviewed on Oct 7, 2025

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $994, price is now $789 per person
$789
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (571 reviews)
Very welcoming and hospitable staff. The breakfasts are delish, especially the fritata. Their attention to details are very strong.

Reviewed on Aug 15, 2025

Candlewood Suites Medford by IHG

Candlewood Suites Medford by IHG

2.5 out of 5
Price was $681, price is now $542 per person
$542
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.8/10 Excellent! (641 reviews)
Nice little hotel near the airport, great Halloween decorations, and friendly staff!

Reviewed on Oct 1, 2025

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Tiller Hotel Deals

Travelodge by Wyndham Canyonville

Travelodge by Wyndham Canyonville

2 out of 5
554 SW Pine St, Canyonville, OR
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $74 total per night from Nov 6 to Nov 7
$74 total
Nov 6 - Nov 7
Total with taxes and fees
7.4/10 Good! (439 reviews)
"Staff is always very friendly, rooms are clean."

Reviewed on Oct 6, 2025

Travelodge by Wyndham Canyonville
Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️

Azalea
$231 nightly
The price is $234 total per night from Oct 13 to Oct 14
$234 total
Oct 13 - Oct 14
Total with taxes and fees
9.4/10 Exceptional! (16 reviews)
"It is always a pleasure to stay at thos property . Comfortable and private. The host is amazing."

Reviewed on Aug 25, 2025

Water front Cabin Retreat ✨️ A Vacation Wonderland ✨️
Airstream in Azalea Forest creek side, lake front

Airstream in Azalea Forest creek side, lake front

Azalea
$278 nightly
The price is $282 total per night from Oct 10 to Oct 11
$282 total
Oct 10 - Oct 11
Total with taxes and fees
2/10 (1 review)
Terrible!
"We went here after talking to the host about needing a place where there would be no fireworks for our very scared dog. He said he would discuss it with the only people that were within a mile of the property and ask them to not do fireworks. They did fireworks and they were only 50 yards from us!! ..."

Reviewed on Jul 6, 2025

Airstream in Azalea Forest creek side, lake front
See all 13 properties in Tiller
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.

Tiller Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Tiller vacation package cost?
You'll find cheap prices from $247 on Expedia for your Tiller getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Tiller costs.
What are the cheapest months to go to Tiller?
December, January and February are great times to search for cheap Tiller vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Tiller?
The ideal length for your Tiller vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the main sights and explore some hidden gems along the way.
How to find the best Tiller package deals?
Start your search for a Tiller package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Tiller package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Tiller getaway off to a flying start.
Is it cheaper to book a Tiller vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can personalize your Tiller getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Tiller?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Tiller escape.
Does Expedia offer Book Now, Pay Later Tiller vacation packages?
Jet off on your dream trip to Tiller with our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.