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Check prices for these dates

This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Skidmore Academy Historic District hotels

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

1. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (65 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 Rp4.687.020
Rp5.226.027 total
includes taxes & fees
27 Oct - 28 Oct
Abigail’s Bed & Breakfast Inn
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

2. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 2 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1,806 reviews)
"very nice inn to stay."
United States
David
The price is Rp1.684.623
Rp1.878.354 total
includes taxes & fees
26 Oct - 27 Oct
Stratford Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

3. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
2.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,055 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is Rp2.028.038
Rp2.058.459 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn & Suites Ashland
An outdoor patio area with tables and chairs, string lights, and potted plants.

4. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 1.5 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1,004 reviews)
"We love this charming, cheery, historic hotel, and always stay there when we pass through Ashland. Great location, cozy rooms with comfy beds, pretty public spaces and delish breakfast on site."
United States
Susan
The price is Rp1.686.952
Rp2.160.970 total
includes taxes & fees
11 Nov - 12 Nov
Ashland Springs Hotel
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

5. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
1 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice property, good breakfast, clean rooms, beautiful location"
United States
Bill
The price is Rp2.092.935
Rp2.333.595 total
includes taxes & fees
1 Nov - 2 Nov
Plaza Inn & Suites at Ashland Creek
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

6. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
5.7 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1,002 reviews)
"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"
United States
Lorenzo
The price is Rp1.730.592
Rp1.929.610 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

7. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
5.6 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1,563 reviews)
"Clean rooms, nice location."
United States
Nicholas
The price is Rp1.759.075
Rp2.141.608 total
includes taxes & fees
1 Nov - 2 Nov
Ashland Hills Hotel & Suites
Exterior

8. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
5.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"Room and property was clean, staff friendly and helpful, breakfast was good."
United States
Deborah
The price is Rp1.915.369
Rp2.135.637 total
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
A spacious lobby with a reception desk, seating area, and large windows.

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 1.1 km from Skidmore Academy Historic District
8.4 out of 10, Very good, (1,006 reviews)
"Comfortable room, nice breakfast, parking excellent, walking distance to OSF Theaters and restaurants"
United States
Marilyn
The price is Rp2.145.393
Rp2.392.113 total
includes taxes & fees
3 Nov - 4 Nov
The Bard's Inn, BW Signature Collection by Best Western
A resort with a covered walkway, potted plants, and a statue.

10. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
2.2 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
United States
Steven
The price is Rp1.686.952
Rp2.072.796 total
includes taxes & fees
8 Nov - 9 Nov
Lithia Springs Resort
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

11. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
3.3 km from Skidmore Academy Historic District
8.4 out of 10, Very good, (1,486 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is Rp1.330.393
Rp1.483.442 total
includes taxes & fees
1 Nov - 2 Nov
Prospero's Flagship Inn
A Victorian-style building with ornate architectural details, large windows, and a red door.

12. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 1.3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (618 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is Rp2.823.028
Rp3.147.676 total
includes taxes & fees
1 Nov - 2 Nov
McCall House Boutique Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.

13. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 1.7 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is Rp2.407.930
Rp2.972.553 total
includes taxes & fees
9 Nov - 10 Nov
Winchester Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

14. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
3.7 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1,002 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 Rp1.233.047
Rp1.374.847 total
includes taxes & fees
25 Oct - 26 Oct
Timbers INN and Suites
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

15. Palm Cottages

Palm Cottages
2.5 star property
3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (232 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
United States
Eric
The price is Rp3.622.345
Rp4.038.769 total
includes taxes & fees
20 Oct - 21 Oct
Palm Cottages
A two-story building with a wooden facade, large windows, and a front porch with chairs.

16. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 1.8 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (116 reviews)
"What a beautiful hotel! The interior decor is so lovely. Anyone who enjoys historic buildings will love staying here. Not only is the hotel so comfortable and relaxing, but the surrounding neighborhood is quaint and quiet, and it is a very short and easy walk to the center of town."
United States
Jaye
The price is Rp2.062.991
Rp3.285.140 total
includes taxes & fees
1 Nov - 2 Nov
The Peerless Hotel by WanderLodges
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

17. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
4.5 km from Skidmore Academy Historic District
7.4 out of 10, Good, (1,002 reviews)
"Good location, good value."
United States
Toby
The price is Rp1.352.025
Rp1.507.507 total
includes taxes & fees
20 Oct - 21 Oct
Cedarwood Inn of Ashland
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

18. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
1.8 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is Rp1.281.720
Rp1.429.181 total
includes taxes & fees
20 Oct - 21 Oct
Ashland Commons Hostel
A hotel room with two beds, a large framed picture of a mountain, a lamp, and a window with curtains.

19. Baymont by Wyndham

Baymont by Wyndham
2.5 star property
5.2 km from Skidmore Academy Historic District
7.8 out of 10, Good, (702 reviews)
"It was quiet, clean and reasonably priced. The wi fi worked well in the room"
United States
Virginia
The price is Rp1.622.430
Rp1.809.010 total
includes taxes & fees
20 Oct - 21 Oct
Baymont by Wyndham
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

20. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.7 km from Skidmore Academy Historic District
9.8 out of 10, Exceptional, (113 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is Rp2.920.373
Rp3.256.216 total
includes taxes & fees
20 Oct - 21 Oct
Arden Forest Inn
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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Hotels recommended for families in Skidmore Academy Historic District

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,806)
The price is Rp1.684.623
Rp1.878.354 total
includes taxes & fees
26 Oct - 27 Oct
Stratford Inn

Where to stay in Skidmore Academy Historic District

Find the best Skidmore Academy Historic District areas for the activities you enjoy most.
A paved pedestrian area with trees, a white building with a green awning, and a dog walking.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

A rusted metal bridge in a forested area.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.

A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Top Skidmore Academy Historic District Hotel Reviews

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

10/10 Excellent
"Very comfortable stay. Great staff and clean rooms.loves the area."
Sharon 4-night trip
Posted less than an hour ago
Compass by Margaritaville in Medford

Frequently asked questions

What's it like in Skidmore Academy Historic District?
You'll be sure to have fun exploring Ashland's Skidmore Academy Historic District neighbourhood.
What's the best accommodation in Skidmore Academy Historic District?
Based on our traveller data, Abigail's Bed & Breakfast Inn is one of the top choices for your stay in Skidmore Academy Historic District. This B&B offers free parking and a snack bar/deli.
How many hotels will I find in Skidmore Academy Historic District?
Book one of Expedia's 5 hotels and other accommodation options in Skidmore Academy Historic District and start exploring everything Ashland has to offer.
If I need to cancel my hotel reservation in Skidmore Academy Historic District, will I receive a refund?
Yes, most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals in Skidmore Academy Historic District.
What are the top things to see and do in Skidmore Academy Historic District?
Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre are just a few of the places to visit in and around Skidmore Academy Historic District. Oregon Shakespeare Festival and Oregon Cabaret Theatre are also worth a visit when you're out sightseeing in Ashland.