Winchester Inn | Hotel in Ashland

| 9.8 (261 Reviews) | 1 Bathroom

Historic Downtown District Hotel | Winchester Inn

Hotel in Historic Downtown District, Ashland

Victorian inn with free breakfast and a restaurant
Along with a restaurant, this smoke-free inn has a bar/lounge and a meeting room. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, dry cleaning, and free newspapers are onsite.
Winchester Inn offers 21 air-conditioned accommodations with minibars and coffee/tea makers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Accessibility
Security/Safety
Business Services
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Restaurant
Bar
Toiletries
Guest Services
Breakfast
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in Check-in start time: 4:00 pm; check-in end time: 9 pm late check-in subject to availability minimum check-in age: 21

Check-out A late check-out fee will be charged check-out before 11 am

Payment Policy A late check-out fee will be charged the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.

Child Policy Children are welcome. cribs (infant beds) are not available.

Pet Policy Pets not allowed

Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards; cash is not accepted this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

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Reviews

Patricia Oct 15, 2025 10:55:00 PM

Summary: Lovely room

Christi Aug 30, 2025 08:35:06 AM

Summary: Such a unique Victorian place! So charming, clean and spacious….

Bette Aug 27, 2025 11:27:09 AM

Summary: Beautiful setting with great service and food. Only problem was the bees nest above our patio room. Couldn’t sit outside because of the bees.

Nick Jul 24, 2025 12:48:18 AM

Summary: This inn offers a relaxing and comfortable stay. The location is centrally located in the heart of Ashland and the accomodations are amazing. We loved the welcome cookies and the breakfast was incredible. The Victorian architecture of the Inn, the gardens, and surrounding cottages were beatiful. There were so many places to sit and enjoy the gardens, food, and drinks.

Heather Jul 7, 2025 04:20:28 AM

Summary: The room was amazing, and perfect location . The only negative was how small the tv was but we didn’t end up using it do wasn’t a big deal. The fire place motor sounded like it was on when everything was turned off. The room was amazing and definitely will come back, breakfast was good only bummer was the expresso machine was broken. The bed was comfortable, and staff was great. I love the little touch and personalization in the room.

Dirk Jul 3, 2025 12:04:43 AM

Summary: Beautiful property, really comfortable bed, pillows and sheets!

Sid Jun 16, 2025 04:44:30 AM

Summary: The 2 full bedrooms with 2 large bathrooms was very convenient. Basically the unit is a converted garage surrounded by parking lots which made it noisy. Location is centrally located and excellent.

Len May 16, 2025 11:32:38 PM

Summary: quaint room. Fantastic restaurant. Excellent staff. Grounds need some sttention.

Apr 22, 2025 06:45:17 AM

Summary: Great inn. Maintained beautifully. Excellent service from staff, who make guests very comfortable.

Amy Mar 19, 2025 11:03:33 AM

Summary: Loved our stay so much!

FAQ's

Is this Winchester Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Winchester Inn have a swimming pool?

No, this Winchester Inn does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Winchester Inn?

Best-rates for the Winchester Inn starts from $189 per night with includes Wellness Facilities, Child Friendly, Laundry, TV, Accessibility, Security/Safety, Bedding/Linens, Bar, Guest Services, Internet, Kitchen, Balcony/Terrace, Restaurant, Air Conditioner, Parking, Business Services, Fireplace/Heating, Toiletries, Breakfast with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Winchester Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Winchester Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Winchester Inn has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Winchester Inn?

Based on the information reported by the owner or manager, the Winchester Inn indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Winchester Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the Winchester Inn are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check Hotel Availability

Nightly rates from:

US $189