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

Hotels with Entertainment in Jacksonville Historic District

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Check availability on Jacksonville Historic District Hotels with Entertainment

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Jacksonville Historic District hotels with entertainment

A hotel with a prominent Red Lion sign, a covered outdoor seating area, and a building with a green awning.

1. Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
3.0 star property
8.7 km from Jacksonville Historic District
8.6 out of 10, Excellent, (3,292 reviews)
"The breakfast is good"
United States
Jayne
The price is S$147
includes taxes & fees
9 Nov - 10 Nov
Red Lion Hotel Rogue Regency Medford Airport
A grand lobby with a high ceiling, large windows, and a central staircase.

2. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
24.8 km from Jacksonville Historic District
9.2 out of 10, Wonderful, (1,011 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is S$154
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

3. Stratford Inn

Stratford Inn
2.5 star property
25.3 km from Jacksonville Historic District
9.4 out of 10, Exceptional, (1,798 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is S$134
includes taxes & fees
10 Nov - 11 Nov
Stratford Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

4. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
24.3 km from Jacksonville Historic District
9.0 out of 10, Wonderful, (1,007 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is S$166
includes taxes & fees
9 Nov - 10 Nov
Plaza Inn & Suites at Ashland Creek
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

5. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
26.9 km from Jacksonville Historic District
8.8 out of 10, Excellent, (1,004 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is S$98
includes taxes & fees
18 Nov - 19 Nov
Timbers INN and Suites
A Victorian-style building with ornate architectural details, large windows, and a red door.

6. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
24.6 km from Jacksonville Historic District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is S$237
includes taxes & fees
9 Dec - 10 Dec
McCall House Boutique Inn
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

7. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
23.7 km from Jacksonville Historic District
9.4 out of 10, Exceptional, (66 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
United States
Kim
The price is S$272
includes taxes & fees
18 Nov - 19 Nov
Abigail’s Bed & Breakfast Inn
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

8. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
25.1 km from Jacksonville Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is S$229
includes taxes & fees
10 Nov - 11 Nov
Hanna's House by WanderLodges
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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Top Jacksonville Historic District Hotel Reviews

Ramada by Wyndham Medford Airport North

Ramada by Wyndham Medford Airport North

8/10 Good
"Theresa was personable and treated my adult autistic son with respect. She engaged in conversation with him, which I completely appreciated, and the gentleman who checked us in the evening before was super helpful with a great personality. Housekeeping needs to change the bedsheets!"
Virginia 1-night trip
Posted 5 hours ago
Ramada by Wyndham Medford Airport North

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