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Our top choices for Oakland bed & breakfast

1. Historical John Rast House

Historical John Rast House
3.0 star property
Roseburg
10.0 out of 10, Exceptional, (53 reviews)
"We loved the atmosphere of the historic home and getting to know our hosts who were tremendous when we asked them for providing recommendations on places we might visit in the area. This was one of the best places that we stayed at during our vacation."
United States
Michael
The price is HK$946
HK$1,271 total
includes taxes & fees
9 Nov - 10 Nov
Historical John Rast House

2. C.H. Bailey House

C.H. Bailey House
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (31 reviews)
"Comfortable room, great breakfast and we loved the bocce ball court!"
United States
RaShel
The price is HK$1,094
HK$1,110 total
includes taxes & fees
9 Nov - 10 Nov
C.H. Bailey House
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.

Learn more about Oakland

This historic small town showcases beautifully preserved 19th-century buildings along its walkable high street. Visit Oakland Museum to explore pioneer artefacts, then enjoy wine tasting at nearby Umpqua Valley vineyards.

A waterfall surrounded by dense forest.

Frequently Asked Questions

Searching for B&Bs in Oakland?

Whether you're passing through town and are looking for accommodation that's small and charming, or you're travelling solo and hoping to make some connections, a B&B can be a good choice for many different types of travellers. When you want to explore some attractions in town, Umpqua River and MarshAnne Landing are worth a stop.

Why should you consider B&Bs instead of traditional hotels?

B&Bs all have a unique charm — whether it's a picturesque garden or a sunlit breakfast nook, the little details are what make bed and breakfasts the perfect escape.

What are the best bed and breakfasts in Oakland?

Here are some well-liked B&Bs in the surrounding area: C.H. Bailey House: 5 rooms. 18 mi (29 km) from the heart of Oakland. Enjoy the free full breakfast and Hot tub. Historical John Rast House: 3 rooms. 14.6 mi (23.6 km) from the city centre.

When should I book my B&B in Oakland?

When you're planning your getaway to Oakland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are December and February, with an average of 5°C. The rainiest months in Oakland are December, March, November and January, with each month seeing an average of 196 mm of rainfall.

What is there to do in Oakland?

Spend some time exploring Umpqua River and Tyee Mountain if you're hoping to see some of the area's natural features. You could visit MarshAnne Landing if you have time to see more of the area.

How can I get to and around Oakland?

Planning your excursions in and around Oakland is easier with these transportation options. Fly into North Bend, OR (OTH-Southwest Oregon Regional), which is located 47.5 mi (76.5 km) away. Otherwise, you can search for flights to Eugene, OR (EUG), which is 48.4 mi (77.8 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.