A large, layered mountain with distinct geological formations.

Find Historic Hotels in Prineville, OR

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Check availability on Prineville Historic Hotels

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Prineville historic hotels

Exterior detail

1. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (148 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
$194 nightly
The price is $217
Aug 17 - Aug 18
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Coffee/tea maker, fridge, microwave, oven

2. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (26 reviews)
"The loft space was perfect - close to everything! It was really clean, nicely laid out and appointed for my short stay in Bend. The patio was amazing for relaxing after a long day with a glass of wine in the sun with trees and birdsong - and especially at night under the stars. It had everything I needed!"
United States
Kimberly M.
$222 nightly
The price is $248
Aug 11 - Aug 12
Total with taxes and fees
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Exterior detail

3. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (42 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
$273 nightly
The price is $305
Aug 11 - Aug 12
Total with taxes and fees
Walk to downtown and amphitheater
Property grounds

4. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (58 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
$354 nightly
The price is $396
Aug 9 - Aug 10
Total with taxes and fees
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
1 bedroom, desk, iron/ironing board, travel crib

5. Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
River West
9.6 out of 10, Exceptional, (46 reviews)
"The host was very welcoming with a variety pack of coffee, chocolates and more! The place had everything we needed for our stay. The rooms were decorated nicely and everything was very comfortable! We would stay here again!"
United States
Trevor D.
$255 nightly
The price is $286
Aug 9 - Aug 10
Total with taxes and fees
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
Exterior

6. *NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (44 reviews)
"Great location and perfect for our family!"
United States
Kate C.
$364 nightly
The price is $407
Aug 17 - Aug 18
Total with taxes and fees
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Exterior

7. Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
10.0 out of 10, Exceptional, (46 reviews)
"Enjoyed stay and property was perfect for our needs"
United States
Evie K.
$197 nightly
The price is $220
Aug 13 - Aug 14
Total with taxes and fees
Brick Brownstone Living in the most desired neighborhood in Bend.
Exterior detail

8. West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River

West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (77 reviews)
"Great stay-walkable location, charming home with great fenced backyard and outdoor space. Will definitely stay again!"
United States
Paula M.
$478 nightly
The price is $535
Aug 9 - Aug 10
Total with taxes and fees
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
Exterior

9. Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen

Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Old Bend
9.8 out of 10, Exceptional, (72 reviews)
"Absolutely loved this little house and location. Walkable to downtown, Drake Park, including great food/drink locations. Perfect house for 2 people. "
United States
LInda H.
$370 nightly
The price is $414
Sep 1 - Sep 2
Total with taxes and fees
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Smart TV

10. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Had a fantastic visit. Love the location! "
United States
Ben W.
$549 nightly
The price is $614
Aug 17 - Aug 18
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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 Prineville Hotel Reviews

My Place Hotel - Bend, OR

My Place Hotel - Bend, OR

10/10 Excellent
"Everything was great! We stayed one night and the staff was helpful and responsive to our requests. The facilities were clean and well maintained. Easy check-in and check-out experience!"
Dyllon 1-night trip
Posted 2 days ago
My Place Hotel - Bend, OR

Frequently asked questions

What should a history enthusiast expect from a trip to Prineville?
The historical places in Prineville are probably at the top of your travel itinerary. Why not absorb the local color with a visit to the restaurants?
How many historical hotels are there in Prineville?
In Prineville, there are 18 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the most important historical places and other sights to visit in Prineville?
Prineville is notable for landmarks like A.R. Bowman Museum. Natural beauty is on display at Ochoco Creek Park, Crooked River, and Prineville Reservoir State Park. A couple of additional sights to add to your agenda are Meadow Lakes Golf Course and Ochoco National Forest.
What is a historic hotel like in Prineville?
Guests who book a historic hotel can stay someplace that has an official historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are often preserved in the communal spaces and guestrooms of historic hotels in Prineville, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value and how it influenced the community.
Do historic hotels in Prineville have modern facilities?
Hotels include modern conveniences and safety features you expect to find, but every effort is made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the normal amenities found in any hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Prineville, you won't find yourself staying at a place that's uncomfortable or rundown.

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