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Travel Guide

Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
The price is €60 per night from 26 May to 27 May
€60
26 May - 27 May
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,317 reviews)
"What a pleasant surprise. Great staff, clean quiet rooms. Even fresh baked cookies at check in.Many restaurants within walking distance and a decent breakfast."

Reviewed on 20 May 2026

Prospero's Flagship Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is €120 per night from 25 May to 26 May
€120
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,471 reviews)
"Mid century modern but impeccably clean. Worth the price, rooms are so comfortable and well appointed, cork screws and glasses included, dog friendly, with enclosed park at rear ( lots of poop). Really good room service food, breakfast is not so hot. Great staff, all of them, charging for electric ..."

Reviewed on 20 May 2026

Ashland Hills Hotel & Suites
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
The price is €105 per night from 25 May to 26 May
€105
25 May - 26 May
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (1,020 reviews)
"The front desk staff were friendly and helpful. The breakfast staff were efficient, attentive and friendly. The facility is nicely located for all we did in Ashland for the weekend, very walkable. The breakfast was robust and well stocked, offering gluten free and dairy free options. The bed was ..."

Reviewed on 19 May 2026

The Bard's Inn, BW Signature Collection by Best Western
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.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St Ashland OR
Stay at this business-friendly apartment in Ashland. Enjoy free Wi-Fi, free parking and an in-room coffee maker. Popular attractions Allen Elizabethan Theatre ...
A Cowslip's Belle Inn
Paschal Winery

Paschal Winery

4.5 out of 5
1122 Suncrest Rd Talent OR
Stay at this luxury cottage in Talent. Enjoy free Wi-Fi, free parking and an on-site winery. Popular attractions Paschal Winery and Talent Library are located ...
9.8/10 Exceptional! (18 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"

Reviewed on 21 Apr 2026

Paschal Winery
BLOSSOM VIEW COTTAGES  -  Charming Home near OSF Plaza and Downtown

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Ashland OR
Stay at this holiday home in Ashland. Enjoy a garden, laundry facilities and patios. Popular attractions Ashland Library and Allen Elizabethan Theatre are located ...
9.6/10 Exceptional! (89 reviews)
"Adorable little cottage in a great location! Plenty of space for us and our 3 kids (although we did have to use the sofa bed). Very clean and easy to access and park. Super location within a 10 minute walk of all the shops, restaurants, and theaters."

Reviewed on 17 Oct 2025

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown
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.

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