Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

Find Historic Hotels in Bend, OR

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Our top choices for Bend historic hotels

Room

1. 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.
$188 nightly
The price is $210
Sep 13 - Sep 14
Total with taxes and fees
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
Exterior detail

2. 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, (155 reviews)
"Great location!"
United States
Marc H.
$194 nightly
The price is $217
Sep 23 - Sep 24
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

3. 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, (48 reviews)
"Aaron was a great host! Place was even better than pictured. Great location and easy parking!"
United States
Alyssa M.
$280 nightly
The price is $314
Sep 23 - Sep 24
Total with taxes and fees
Brick Brownstone Living in the most desired neighborhood in Bend.
Private kitchen

4. 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, (30 reviews)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
$158 nightly
The price is $177
Sep 13 - Sep 14
Total with taxes and fees
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Exterior

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

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (45 reviews)
"Great location and perfect for our family!"
United States
Kate C.
$375 nightly
The price is $420
Sep 14 - Sep 15
Total with taxes and fees
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Outdoor spa tub

6. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
$330 nightly
The price is $369
Sep 14 - Sep 15
Total with taxes and fees
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Exterior detail

7. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 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
Oct 4 - Oct 5
Total with taxes and fees
Walk to downtown and amphitheater
Living area

8. 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)
"Yes perfect place to stay ."
United States
Arthur G.
$336 nightly
The price is $376
Oct 5 - Oct 6
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior detail

9. 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, (79 reviews)
"Great stay-walkable location, charming home with great fenced backyard and outdoor space. Will definitely stay again!"
United States
Paula M.
$321 nightly
The price is $359
Oct 11 - Oct 12
Total with taxes and fees
West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River
Pool

10. Inside Sunriver Village near local shops, eateries

Inside Sunriver Village near local shops, eateries
Sunriver
9.2 out of 10, Wonderful, (26 reviews)
"Comfortable place. Great location."
United States
Angela S.
$483 nightly
The price is $535
Sep 14 - Sep 15
Total with taxes and fees
Inside Sunriver Village near local shops, eateries
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 Bend Hotel Reviews

Sugarloaf Mt Motel

Sugarloaf Mt Motel

10/10 Excellent
"The heater made a noise that disturbed my husband’s sleep."
Diane 1-night trip
Posted 5 hours ago
Sugarloaf Mt Motel

Frequently asked questions

What should a history buff expect from a stay in Bend?
You're already probably planning a visit to historically relevant sites during your vacation in Bend. And while you're here, you can visit the ski slopes and scenic riverfront. You can also take some time enjoying the majestic mountain landscape.
What's the best accommodation in Bend to be near historical sites?
Based on our travel expertise, RIVER FRONT front property with Hot Tub! Bring the dogs! is a top lodge for history seekers booking on Expedia, and it features free WiFi and a game room. Other choices close to historic sites include Rustic Luxury:Stunning 5BR Custom Lodge, 12x SHARC!! and PNW Luxe Lodge- 4 Suites, Game Rm, Loft, 12xSHARC, Bikes, Hot Tub, Big Deck, ADA.
How many historical hotels will I find in Bend?
In Bend, you'll find 3601 hotels and other lodging options bookable on Expedia, including 4 hotels designated as historic or close to historic sites.
What are the top historical sites and other places to visit in Bend?
Favorite places to visit include Tower Theater, Deschutes River, and Drake Park. A couple of additional sights to add to your agenda are Hayden Homes Amphitheater and Deschutes Brewery.
What is a historic hotel like in Bend?
Guests who book a historic hotel can spend a night or two someplace that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of such hotels in Bend, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels are generally what's most important. For a heritage hotel, mainly, it's cultural value and how it inspired the community.
Do historic hotels in Bend have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in any hotel should be available at a historic hotel. When you book a historic hotel in Bend, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.

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