How far is Winchester Inn from Medford?

If there is no traffic, the 14.6 mi drive between Medford and Winchester Inn should only take about 43 mins. If your hotel is in a more metropolitan area, you may see the driving time increase due to traffic. Visit the hotel page for more details.

What is the best way to get to Winchester Inn from Medford?

Another more common option is to just take a taxi or rideshare service from the airport to Winchester Inn. The nearest airport to the hotel is Medford. Visit the hotel page for more details.

Are there food options at Winchester Inn?

One of the easiest dining options for Ashland guests staying in Winchester Inn is to get room service, which is available to all hotel guests. Visit the hotel page for more details.

Does Winchester Inn have a pool?

Judging by our data, Winchester Inn does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Winchester Inn at +1 541 488 1113 . Visit the hotel page for more details.

How close is Winchester Inn to Ashland city center?

The city center nearest to Winchester Inn is Ashland, which is 0.1 mi away from the hotel’s front door. There, you can find Oregon Shakespeare Festival, which is a popular sight in the area. Visit the hotel page for more details.

What is the phone number for Winchester Inn?

For questions regarding the hotel or your stay at Winchester Inn, call +1 541 488 1113 . Visit the hotel page for more details.

Does Winchester Inn have Wi-Fi available?

Yes, Winchester Inn has Wi-Fi available to hotel guests. Visit the hotel page for more details.

What time is check-out for Winchester Inn?

The required check-out time is 11:00 AM. Please plan accordingly before your departure to avoid any penalties or fees. Visit the hotel page for more details.

How much is a room at Winchester Inn?

Depending on the room type you prefer and your travel dates, the cost will differ. Average price per night at Winchester Inn, Ashland is $234, but you may find great deals as low as $177. You can find rates for your trip in the form above . Visit the hotel page for more details.

Is there laundry service in Winchester Inn?

Yes, laundry services are accessible for guests staying at Winchester Inn, Ashland. Irons and ironing boards are included as featured amenities. Visit the hotel page for more details.

What is the distance from Winchester Inn, Ashland to Angus Bowmer Theater?

Make sure to visit Angus Bowmer Theater during your stay at Winchester Inn, Ashland. It’s only 0.2 mi away! Visit the hotel page for more details.

Is Oregon Shakespeare Festival, Ashland close to Winchester Inn?

Yes, Oregon Shakespeare Festival is only 0.2 mi from Winchester Inn. Visit the hotel page for more details.

How many operators does momondo search for hotels in Ashland?

There are 245 operators available for hotels in Ashland as of November 2025. Visit the hotel page for more details.

When did momondo last update prices for hotels in Ashland?

Prices for hotels in Ashland are updated daily. Visit the hotel page for more details.

Winchester Inn in Ashland, the United States from $146: Deals, Reviews, Photos

3 stars

35 South 2nd Street, Ashland, OR 97520

+1 541 488 1113

9.3

Wonderful

463 verified ratings

$146

Rate

rate per night

About Winchester Inn, Ashland

Winchester Inn is situated in Ashland and is close to local landmarks, such as Lithia Park. It is also a short walk from IOOF Building and Ashland Masonic Lodge Building, and is close to many of the area's popular attractions. The bed & breakfast provides comfortable accommodation, in addition to a concierge, free Wi-Fi and luggage storage. In fine weather, an outdoor terrace offers a nice spot to relax. The rooms offer tea and coffee making facilities, a mini bar and a refrigerator. Bathrobes are also available for extra comfort. The area surrounding Winchester Inn has a range of cafés and restaurants. It is just two minute's walk from Lithia Springs Hotel.

Winchester Inn photos

Winchester Inn room price & deals

Thu 11/13

Fri 11/14

Superior room

bed type unknown

$711

nightly with fees

bed type unknown

$711

nightly with fees

King room

bed type unknown

$205

nightly with fees

bed type unknown

$297

nightly with fees

bed type unknown

$297

nightly with fees

Double room

1 queen bed

$146

nightly with fees

1 queen bed

$203

nightly with fees

bed type unknown

$265

nightly with fees

Standard room

bed type unknown

$161

nightly with fees

bed type unknown

$221

nightly with fees

bed type unknown

$256

nightly with fees

Deluxe room

bed type unknown

$442

nightly with fees

Queen room

bed type unknown

$267

nightly with fees

1 queen bed

$440

nightly with fees

1 queen bed

$630

nightly with fees

*Total includes estimated local taxes & fees payable on check out.

Prices are based on 1 night, including fees but not including taxes.

Inn Amenities & Facilities

Free Wi-Fi
Coffee machine
Air-conditioned
Flat-screen TV
Meeting/Banquet facilities
Bar/Lounge
Laundry service
Room service
Hairdryer
Microwave

Dining

Bar/Lounge
Coffee machine
Kettle
Microwave
Minibar
Refrigerator

Basics

Free Wi-Fi
Heating
Fan
Air-conditioned

Accessibility and suitability

Non-smoking rooms available
Hypoallergenic

Bathroom

Hairdryer
Bathrobe

Laundry

Iron and ironing board
Laundry service

Things to do

Gift shop
Hiking

Services and conveniences

Room service
Meeting/Banquet facilities

Media and entertainment

Flat-screen TV

Outdoor

Garden

General

Storage available

Health and safety

Daily housekeeping

Winchester Inn Reviews

9.3

Wonderful463 verified ratings

9.2Couples

9.3Solo

9.1Families

9.8Friends

Pros +

A great place to stay. (in 10 reviews)
Smallest flat screen tv we have ever seen. (in 1 review)
Great location with Beautiful grounds (in 4 reviews)

Cons -

"The hot water did not last very long, so we had to switch rooms." (in 4 reviews)
Coffee pot was left with used grounds and coffee in the pot. (in 1 review)
Decorative bed pillows still had sharp ends of the tags sticking (in 5 reviews)

Winchester Inn room booking info

Location rating

10.0

Distance to city center

0.1 mi

Nearest Airport

Medford

Distance to airport

14.6 mi

Check in/Check out

Check in anytime after 4:00 PM, check out anytime before 11:00 AM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Frequently asked questions

How far is Winchester Inn from Medford?
If there is no traffic, the 14.6 mi drive between Medford and Winchester Inn should only take about 43 mins. If your hotel is in a more metropolitan area, you may see the driving time increase due to traffic.
What is the best way to get to Winchester Inn from Medford?
Another more common option is to just take a taxi or rideshare service from the airport to Winchester Inn. The nearest airport to the hotel is Medford.
Are there food options at Winchester Inn?
One of the easiest dining options for Ashland guests staying in Winchester Inn is to get room service, which is available to all hotel guests.
Does Winchester Inn have a pool?
Judging by our data, Winchester Inn does not have a pool on site, but hotels regularly make additions and changes to their venues and do not always notify us. It would be best to call Winchester Inn at +1 541 488 1113.
How close is Winchester Inn to Ashland city center?
The city center nearest to Winchester Inn is Ashland, which is 0.1 mi away from the hotel’s front door. There, you can find Oregon Shakespeare Festival, which is a popular sight in the area.
What is the phone number for Winchester Inn?
For questions regarding the hotel or your stay at Winchester Inn, call +1 541 488 1113.
Does Winchester Inn have Wi-Fi available?
Yes, Winchester Inn has Wi-Fi available to hotel guests.
What time is check-out for Winchester Inn?
The required check-out time is 11:00 AM. Please plan accordingly before your departure to avoid any penalties or fees.
How much is a room at Winchester Inn?
Depending on the room type you prefer and your travel dates, the cost will differ. Average price per night at Winchester Inn, Ashland is $234, but you may find great deals as low as $177. You can find rates for your trip in the form above.
Is there laundry service in Winchester Inn?
Yes, laundry services are accessible for guests staying at Winchester Inn, Ashland. Irons and ironing boards are included as featured amenities.
What is the distance from Winchester Inn, Ashland to Angus Bowmer Theater?
Make sure to visit Angus Bowmer Theater during your stay at Winchester Inn, Ashland. It’s only 0.2 mi away!
Is Oregon Shakespeare Festival, Ashland close to Winchester Inn?
Yes, Oregon Shakespeare Festival is only 0.2 mi from Winchester Inn.
How many operators does momondo search for hotels in Ashland?
There are 245 operators available for hotels in Ashland as of November 2025.
When did momondo last update prices for hotels in Ashland?
Prices for hotels in Ashland are updated daily.