A brick building labeled "City Hall" with a white door and windows, a bench outside, and a tree nearby.

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Check availability on Jacksonville Historic District 4 Star Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Jacksonville Historic District 4-star hotels

Lobby lounge

1. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
Medford
9.6 out of 10, Exceptional, (1,047 reviews)
"Clean and great breakfast"
United States
Kyunghoon
The price is £151
includes taxes & fees
13 Aug - 14 Aug
Compass by Margaritaville in Medford
Front of property

2. Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
Central Point
9.6 out of 10, Exceptional, (176 reviews)
"Absolutely stunning place. Beautiful rooms, gorgeous grounds, good wine. Only wish we would have stayed longer."
United States
Jamie
The price is £128
includes taxes & fees
1 Sept - 2 Sept
Hummingbird Estate Wine & Suites
Front of property

3. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (603 reviews)
"Staff was great!"
United States
Charles
The price is £228
includes taxes & fees
9 Aug - 10 Aug
McCall House Boutique Inn
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

4. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"
United States
Steve
The price is £191
includes taxes & fees
5 Aug - 6 Aug
Country Willows Inn and Estate
Garden view

5. Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (108 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is £134
includes taxes & fees
11 Aug - 12 Aug
Arden Forest Inn
House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

6. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is £314
includes taxes & fees
20 Aug - 21 Aug
Paschal Winery
Interior detail

7. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is £188
includes taxes & fees
10 Aug - 11 Aug
Hanna's House by WanderLodges
Grand House | Living area | 65-inch TV with digital channels, streaming services

8. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is £293
includes taxes & fees
10 Aug - 11 Aug
The Mountain Ave House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

9. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is £263
includes taxes & fees
9 Aug - 10 Aug
Barclay Klum House by WanderLodges
Lounge

10. Inn at the Commons

Inn at the Commons
4.0 star property
City Center Medford
8.4 out of 10, Very good, (1,000 reviews)
"Overall good experience and a nice room. "
United States
Anonymous traveller
Inn at the Commons
Front of property – evening/night

11. Bybee's Historic Inn

Bybee's Historic Inn
4.0 star property
Central Point
9.8 out of 10, Exceptional, (10 reviews)
"We had a short but pleasant stay at this Inn. Due to Covid 19 we didn't get to experience the full scope of this Inn but after a long 2 days drive we were ready to relax. It's a wonderful Inn with a very friendly hostess. "
United States
Paula
Bybee's Historic Inn
House (2 Bedrooms) | Living area | TV, fireplace

12. Oak Sherwin House Near OSF

Oak Sherwin House Near OSF
4.0 star property
Historic Downtown District
Oak Sherwin House Near OSF
Iron/ironing board, free WiFi, bed sheets

13. 'C' Street Station - Short Walk to OSF

'C' Street Station - Short Walk to OSF
4.0 star property
Historic Railroad District
'C' Street Station - Short Walk to OSF
Full-sized fridge

14. The Retreat at Oak Knoll ~ Pet Friendly

The Retreat at Oak Knoll ~ Pet Friendly
4.0 star property
Ashland
The Retreat at Oak Knoll ~ Pet Friendly
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Learn more about Jacksonville Historic District

Experience the historic area of Historic Jacksonville—restaurants, shopping and sights from Art Presence Art Center to Kharmic Creations.

See all hotels in Jacksonville Historic District
A storefront with Christmas decorations, including garlands and potted plants with flowers.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Top Jacksonville Historic District Hotel Reviews

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

10/10 Excellent
"We had a fantastic stay at Compass by Margaritaville! From the moment we arrived, the staff were incredibly friendly and welcoming. We were greeted with leis upon check-in, and our daughter especially loved getting to pick out her favourite colour. It was such a fun and thoughtful way to start our stay. The hotel was spotless, beautifully decorated, and had a fun, relaxing atmosphere throughout. The pool area was definitely a highlight. It was clean, inviting, and a great place to spend the day. We travelled with a couple of other families, and the pool area and selection of board games made it easy for everyone to relax, have fun, and spend quality time together. Those little touches really made our stay even more enjoyable. We would absolutely stay here again and highly recommend Compass by Margaritaville to anyone looking for a fun, family-friendly getaway!"
Tara 1-night trip
Posted 6 hours ago
Compass by Margaritaville in Medford

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Historic Jacksonville?
With Expedia's filter tool, locking in a terrific deal on a 4-star hotel in Historic Jacksonville just got easier. Start by keying in your chosen travel dates and length of your trip. Then list the results by price and choose a property that best matches your style and budget.

  • Search for the lowest price from £128

What's the difference between 5-star and 4-star hotels in Historic Jacksonville?
Offering a welcoming guest experience and upmarket surroundings, 4-star hotels are a fantastic option for your Historic Jacksonville escape. These kinds of accommodation generally come with lots of useful amenities that make it a breeze to unpack and unwind — think pillowtop mattresses, pools and restaurants. Or live in the lap of luxury at a 5-star hotel designed to pamper with high-end perks and amenities. On-site health clubs, premium toiletries and world-class dining are typically featured at these plush properties.
Does Historic Jacksonville have any 4-star all-inclusive resorts?
Finding your dream hotel in Historic Jacksonville is as easy as entering in your destination and dates, and selecting our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodation, meals and activities, or choose a standard 4-star resort in or around this top destination.

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