Jackson County

Boutique Hotels in Jackson County

Select your dates to find the best Jackson County Boutique hotel deals

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Top Boutique Hotels in Jackson County

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
46
Hotels in Jackson County
Featured facilities: Swimming Pool, Bar, Restaurant
Amazing
107 reviews
9.4/10
1 night
From PLN 656
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27
Hotels in Jackson County
When you stay at this vacation home in Ashland, you'll be near the airport, within a 15-minute walk of Oregon Shakespeare Festival and Ashland Library. This vacation home is 0.5 mi (0.8 km) from Southern Oregon University and 0.6 mi (1 km) from North Mountain Park. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area. Free self parking is available onsite. Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. Complimentary wireless internet access is available to keep you connected. A private bathroom with a separate bathtub and shower features a deep soaking tub. Conveniences include a separate sitting area and a microwave.
Outstanding
5 reviews
10/10
1 night
From PLN 396
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80
Hotels in Jackson County
With a stay at McCall House Boutique Inn, you'll be centrally located in Ashland, steps from Lithia Park and Thomas Theatre. This bed & breakfast is 0.2 mi (0.3 km) from Oregon Shakespeare Festival and 0.3 mi (0.5 km) from Oregon Cabaret Theatre. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this Victorian bed & breakfast include wedding services and a fireplace in the lobby. Mingle with other guests at the complimentary reception, held daily. A complimentary full breakfast is served daily from 8:30 AM to 9:30 AM. Featured amenities include a business center, express check-out, and multilingual staff. Free self parking is available onsite. Make yourself at home in one of the 10 air-conditioned rooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Detached private bathrooms have designer toiletries and hair dryers. Conveniences include complimentary bottled water and irons/ironing boards, and housekeeping is provided on request.
Great
74 reviews
9.2/10
1 night
From PLN 1,022
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75
Hotels in Jackson County
With a stay at A Cowslip's Belle Inn, you'll be centrally located in Ashland, just a 4-minute walk from Ashland Creek and 6 minutes by foot from Lithia Park. This apartment is 0.3 mi (0.5 km) from Allen Elizabethan Theatre and 0.3 mi (0.5 km) from Angus Bowmer Theatre. Make use of convenient amenities, which include complimentary wireless internet access and bike parking. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 5 air-conditioned rooms featuring microwaves. Complimentary wireless internet access is available to keep you connected. Conveniences include desks and coffee/tea makers, and you can also request rollaway/extra beds (surcharge).
Amazing
19 reviews
9.6/10
1 night
From PLN 638
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99+
Hotels in Jackson County
Featured facilities: Bar, Restaurant
Amazing
63 reviews
9.4/10
1 night
From PLN 636
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45
Hotels in Jackson County
When you stay at this vacation home in Ashland, you'll be near the airport and within a short 5-minute drive from Lithia Park. This vacation home is 1.8 mi (2.8 km) from Allen Elizabethan Theatre and 1.8 mi (2.8 km) from Angus Bowmer Theatre. Be sure to enjoy recreational amenities including a hot tub and a sauna. This vacation home also features complimentary wireless internet access, a picnic area, and gas grills. Free self parking is available onsite. Your vacation home features a Smart TV. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a coffee/tea maker and a sofa bed.
Outstanding
4 reviews
10/10
1 night
From PLN 953
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30
Hotels in Jackson County
A stay at The Orth House Inn by Remotion places you in the heart of Jacksonville, steps from Kharmic Creations and Sarah Zigler Interpretive Trail. This inn is 0.2 mi (0.3 km) from Quady North and 0.2 mi (0.3 km) from Britt Pavilion. Enjoy recreation amenities such as an attached winery or take in the view from a garden. Additional features at this inn include complimentary wireless internet access and a picnic area. Featured amenities include express check-in and express check-out. Free self parking is available onsite. Make yourself at home in one of the 3 air-conditioned rooms featuring flat-screen televisions. Your bed comes with down comforters and premium bedding. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include coffee/tea makers and irons/ironing boards.
Very Good
17 reviews
8.6/10
1 night
From PLN 677
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19
Hotels in Jackson County
With a stay at this vacation home, you'll be centrally located in Ashland, a short 9-minute walk from Southern Oregon University and 15 minutes by foot from ScienceWorks Hands-On Museum. This vacation home is 0.9 mi (1.4 km) from Oregon Cabaret Theatre and 0.9 mi (1.5 km) from Thomas Theatre. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Limited parking is available onsite. Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a desk and a separate sitting area.
Outstanding
5 reviews
10/10
1 night
From PLN 705
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62
Hotels in Jackson County
Located in Central Point, Hummingbird Estate Wine & Suites is in a rural location, within a 10-minute drive of Britt Pavilion and Rogue Creamery. This luxury bed & breakfast is 5.7 mi (9.2 km) from Providence Medford Medical Center and 6 mi (9.6 km) from The Expo. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this bed & breakfast include wedding services, a fireplace in the lobby, and a picnic area. Wrap up your day with a drink at the bar/lounge. Featured amenities include express check-in, express check-out, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 5 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature showers, hair dryers, and bathrobes.
Amazing
64 reviews
9.6/10
1 night
From PLN 592
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82
Hotels in Jackson County
Featured facilities: Swimming Pool
Great
42 reviews
9.3/10
1 night
From PLN 747
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Frequently Asked Questions

Which hotels in Jackson County are pet friendly?

Which hotels in Jackson County have hot springs?

Want to experience hot springs in your hotel? Lithia Springs Resort (from PLN 456) has hot springs. Book now!

How to get good deals on hotels in Jackson County?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.