The Best Hotels Closest to Oregon Trail of Dreams in Bend - 2026 Updated Prices

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Our top choices for Oregon Trail of Dreams hotels

A stone facade with a glass entrance, a fire feature in the foreground, and a dining area visible through the glass.

A modern bar area with a wooden counter, bar stools, and a menu board.

A family playing on a seesaw in a park with a lodge in the background.

A hotel room with a bed, a desk, a chair, a wardrobe, a mirror, and a kitchenette.

1. Trailhead Lodge

Century West, 1.6 mi from Oregon Trail of Dreams

Jeffrey

£113

includes taxes & fees

14 Sept - 15 Sept

A modern building with a stone facade, multiple windows, and outdoor seating with blue umbrellas.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.

A hotel room with a large bed, a bedside table with a lamp, a chair with a patterned cushion, and a framed abstract artwork on the wall.

A modern living room with a blue sofa, a wooden coffee table, a patterned ottoman, and a black armchair. There is a large window with a view of a cityscape.

2. Holiday Inn Express & Suites Bend South by IHG

Southeast Bend, 1.4 mi from Oregon Trail of Dreams

Lauren

£84

includes taxes & fees

12 Oct - 13 Oct

A modern two-story house with a well-maintained lawn and large windows.

A hallway with a wooden staircase, a framed picture, a lamp, and a sofa.

A spacious dining area with wooden floors, dark furniture, and a stone fireplace.

A balcony with a table set for breakfast, overlooking a forested area.

3. Pine Ridge Inn

Southern Crossing, 0.6 mi from Oregon Trail of Dreams

Rosanne

£126

includes taxes & fees

11 Oct - 12 Oct

An outdoor patio with a fire pit, seating, and tables.

A modern interior with a sectional sofa, a bar area, and a dining space.

A modern bar area with a long wooden table, metal chairs, and a TV mounted on the wall.

A hotel with a covered entrance, signage for Springhill Suites Marriott, and a parking area.

4. SpringHill Suites by Marriott Bend

Southern Crossing, 1.6 mi from Oregon Trail of Dreams

Kamiah

£126

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with brick walls, multiple seating areas, and string lights.

A modern living room with a sectional sofa, armchairs, and a coffee table. There is a bookshelf and a dining area in the background.

A modern conference room with multiple tables and chairs, a large flat-screen TV mounted on the wall, and a wooden ceiling.

A modern living room with a fireplace, sofas, armchairs, and a bookshelf.

5. Residence Inn by Marriott Bend

Southern Crossing, 1.5 mi from Oregon Trail of Dreams

Erica

£118

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a TV, a window with blinds, a framed picture on the wall, and a bedside lamp.

A multi-story hotel with a stone facade, multiple balconies, and a covered entrance.

A modern kitchen with a black microwave, coffee maker, and a refrigerator.

6. My Place Hotel - Bend, OR

Southern Crossing, 1.4 mi from Oregon Trail of Dreams

Mackenzie

£87

includes taxes & fees

28 Sept - 29 Sept

A spacious lobby with a modern design, featuring sofas, a coffee table, and a fireplace.

A spacious indoor area with tables and chairs, a bar area with stools, and a large window providing natural light.

A hotel entrance with a covered walkway, large windows, and a sign for 'Hotel Pepper Pizza'.

An outdoor patio area with tables and chairs, a wooden fence, and a building in the background.

7. Hotel Peppertree Bend, BW Premier Collection

Century West, 0.4 mi from Oregon Trail of Dreams

Ashit

£104

includes taxes & fees

4 Oct - 5 Oct

A bar area with a counter, stools, and a variety of bottles and glasses.

A bar area with wooden bar stools, a counter with various bottles and glasses, and a 'NO MINORS' sign.

A hotel reception area with two wooden reception desks, a plant, and a shelf with snacks.

A modern office space with a desk, chair, and a view of a balcony with a cityscape and mountains in the background.

8. Hilton Garden Inn Bend

Old Mill District, 1.4 mi from Oregon Trail of Dreams

Thomas

£118

includes taxes & fees

11 Oct - 12 Oct

A hotel pool area with lounge chairs, umbrellas, and a hot tub.

A restaurant with a stone wall, a buffet counter, and several tables with chairs.

A compact living space with a kitchenette, a desk, a sofa, and a small table.

A townhouse hotel with a parking lot, a white SUV parked, and trees in the background.

9. TownePlace Suites by Marriott Bend

Southern Crossing, 0.7 mi from Oregon Trail of Dreams

Donna

£100

includes taxes & fees

11 Oct - 12 Oct

A hotel reception desk with a large painting of a bridge, a sign indicating a 4.2 rating, and a 100% satisfaction guarantee.

A Holiday Motel sign with a flag, a blue car parked in front, and a building with a sign reading "Office."

A backyard with a wooden fence, a tree, and a table.

A parking lot with several vehicles, including a Chevrolet truck, and a building with a red roof and multiple windows.

10. Holiday Motel

Larkspur, 1.7 mi from Oregon Trail of Dreams

Neil

£50

includes taxes & fees

1 Oct - 2 Oct

A compact living space with a sofa, a wooden table, a kitchenette, and a TV.

A hotel room with a bed, a TV mounted on the wall, a dresser, a window with curtains, and a wall-mounted air conditioner.

A room with a desk, shelves with books, a fish tank, and a wall with a 'Cascade Lodge' sign.

A compact room with a wooden dining table, two chairs, a small wooden cabinet, a flat-screen TV mounted on the wall, a built-in shelf with a microwave, and a wall-mounted light fixture.

11. Cascade Lodge Boutique

Larkspur, 1.9 mi from Oregon Trail of Dreams

Dale

£68

includes taxes & fees

14 Sept - 15 Sept

A modern hotel room with a large window, a built-in bench, a flat-screen TV mounted on the wall, and a small shelf with a privacy tag.

A fitness center with treadmills, stationary bikes, and a bench.

A modern living room with green upholstered chairs, a round coffee table, and a flat-screen TV mounted on the wall.

A modern kitchenette with a built-in coffee maker, a mirror, and a small table with glasses.

12. Cambria Hotel Bend - Mt. Bachelor

Southern Crossing, 1 mi from Oregon Trail of Dreams

Moises

£90

includes taxes & fees

4 Oct - 5 Oct

A modern hotel with a covered entrance, a landscaped driveway, and a well-lit exterior at dusk.

A hotel room with a bed, a sofa, a lamp, a television, and a door leading to another room.

An indoor swimming pool with a hot tub, seating area, and a reception desk.

A pool area with a clear view of the pool, a metal handrail, and two chairs with cushions.

13. La Quinta Inn by Wyndham Bend

Old Farm District, 1.3 mi from Oregon Trail of Dreams

Anonymous traveller

£81

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a large TV displaying multiple camera feeds, a coffee maker, a small table with books, two patterned armchairs, and an ATM.

A motel with a covered parking area, an American flag, and a clear sky.

A compact kitchen with a refrigerator, microwave, sink, and a black induction cooktop.

A reception area with a 'WELCOME' sign, a reception desk, two patterned chairs, a coffee machine, a TV displaying multiple camera feeds, and an ATM.

14. Royal Gateway Motel

Larkspur, 1.8 mi from Oregon Trail of Dreams

Michael

£62

includes taxes & fees

14 Sept - 15 Sept

An indoor swimming pool with clear water, tiled walls, and windows offering a view of the outside.

A hotel room with a large framed black and white photo of a street scene, two bedside lamps, a bed with white and brown bedding, and a nightstand with a phone and a remote control.

A compact kitchenette with a microwave, sink, and wooden cabinets.

A modern living room with a grey sofa, red armchairs, a glass coffee table, and a large cityscape painting on the wall.

15. Super 8 by Wyndham Bend

Old Farm District, 1.5 mi from Oregon Trail of Dreams

Amy

£57

includes taxes & fees

5 Oct - 6 Oct

A compact kitchen with a built-in stove, a sink, and wooden cabinets.

A row of motel rooms with green walls and white trim, numbered doors, and a 'No Smoking' sign on one door.

A kitchenette with a microwave, coffee maker, and a trash bin.

A motel corridor with green doors, a no-smoking sign, and parked cars.

16. Chalet Motel

Larkspur, 1.8 mi from Oregon Trail of Dreams

Caelah

£57

includes taxes & fees

4 Oct - 5 Oct

A room with two beds, each with patterned bedding and multiple pillows. There are bedside lamps and a large mirror on the wall.

A dining area with a wooden table, chairs, a vase of flowers, and a mounted flat-screen TV.

A compact kitchen with wooden cabinets, a stove, a sink, and a refrigerator.

A compact hotel room with a flat-screen TV, a microwave, a small refrigerator, a desk with a chair, a coffee maker, and a decorative flower arrangement.

17. Sonoma Lodge

Larkspur, 1.9 mi from Oregon Trail of Dreams

Katrina

£52

includes taxes & fees

23 Sept - 24 Sept

A hotel room with three beds, a chair, and a wooden floor.

A covered porch with a view of a road and buildings in the background.

A kitchen with wooden cabinets, a stainless steel sink, a microwave, and a black trash bin.

A reception area with a stone wall, a reception desk, and a view of the outside.

18. Budget Inn Bend

Old Farm District, 1.5 mi from Oregon Trail of Dreams

Angie

£54

includes taxes & fees

14 Sept - 15 Sept

An outdoor seating area with tables and umbrellas, a sign for 'ROAM Eat + Drink', and a brick building in the background.

A bar area with a central bar counter, multiple seating options including bar stools and round tables, and a well-stocked liquor display.

A dining table set with candles, glasses, and a plate.

A spacious lobby with a stone floor, wooden accents, and a large window offering a view of the street.

19. The Oxford Hotel Bend

Downtown Bend, 2.1 mi from Oregon Trail of Dreams

Sheri

£231

includes taxes & fees

20 Sept - 21 Sept

A wooden cabin with two doors, a small light fixture, and a number '12' on the wall.

A glass-enclosed shower with a towel rack and a white towel.

A bedroom with a bed, a nightstand, a wall-mounted towel rack, a map, and a window.

An aerial view of a residential area with houses, a parking lot, and a lake.

20. Central Block Motel

River West, 3.1 mi from Oregon Trail of Dreams

Tahnee

£87

includes taxes & fees

21 Sept - 22 Sept

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Compare popular hotels close to Oregon Trail of Dreams

Property	Property class	Guest rating
Trailhead Lodge	9.8 Exceptional 46 reviews	View
Holiday Inn Express & Suites Bend South by IHG	9.4 Exceptional 1,003 reviews	View
Pine Ridge Inn	9.6 Exceptional 1,003 reviews	View
SpringHill Suites by Marriott Bend	9.4 Exceptional 1,002 reviews	View
Residence Inn by Marriott Bend	9.4 Exceptional 1,001 reviews	View

Top Oregon Trail of Dreams Hotel Reviews

Hotel Peppertree Bend, BW Premier Collection

10/10 Excellent

"Staff was friendly. Parking was free. Nice to have a complimentary breakfast."

Riverhouse Lodge

10/10 Excellent

"Kkkkkkkkkkkkkkk"

TownePlace Suites by Marriott Bend

8/10 Good

"The room was very clean and well stocked. Staff was friendly. It is a good location if you are attending a concert at Hayden Homes Amphitheatre. It was a one mile walk to the venue with sidewalks all the way. It is uphill on the way back though so make sure you have energy after the concert to do it! I am gluten free and dairy free. The breakfast offered gf items and they had oat milk which I appreciate! Enjoyed the hot tub the next morning as well."

Fantastic Mt. Bachelor Villiage Escape, 10 min to Downtown & Old Mill, Deck, River Trails, Fireplace

10/10 Excellent

"Great communication, great property, convenient location. Pool area was excellent. Thanks for a lovely stay!"

Summer in Bend at a Greatly Reduced Rate Due to Construction - READ DESCRIPTION

10/10 Excellent

"This place is absolutely beautiful and peaceful. It’s is very clean and the host is super friendly and very responsive. We can’t wait to come stay here again. Thank you so much for hosting us."

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

10/10 Excellent

"Nice place and neat location. Perfect for us and our dog, Kato."

Executive suite in Mount Bachelor Village - great for a couple

10/10 Excellent

"Mt. Bachelor Village is a beautiful location and close to the Old Mill District. The condo was clean and nicely decorated. The host was quick to respond to our pre-trip questions. It took a minute to figure out where the pool was located."

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a lovely stay with two couples in this home. It was well-stocked with everything we needed to prepare meals at home, and located in a fantastic location, an easy walk to the Deschutes River Trail and a short drive to Old Mill and downtown Bend."

Trails End Retreat - Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

10/10 Excellent

"Beautiful home and location. Loved the 4 car garage for storing our bikes and boards. Tony is excellent at communication and checked up on us a few times to make sure everything is okay."

Other attractions near Oregon Trail of Dreams

A glass mug with 'Bend Brewfest' written on it.

Hayden Homes Amphitheater

8.8/10 (598 reviews)

You can get tickets for a performance at Hayden Homes Amphitheater during your stay in Bend. Amble around the area's riverfront or seek out the cycling trails.

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A calm river with kayakers, autumn foliage, and a bridge in the background.

Old Mill District

9.2/10 (2,599 reviews)

Nature and society converge in one of Bend’s most charming neighborhoods, which features stunning views and a lively cultural scene.

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A park with a wooden bridge over a calm lake, surrounded by trees with yellow leaves.

Drake Park

9.4/10 (876 reviews)

Stroll along Mirror Pond and enjoy stunning views of Mount Bachelor in Bend’s premier park, which hosts a range of seasonal events.

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Bend Factory Stores

8.2/10 (133 reviews)

You can do some window-shopping at Bend Factory Stores during your trip to Bend. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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Deschutes Brewery

9.0/10 (1,125 reviews)

Enjoy a trip to Deschutes Brewery and popular activities such as cycling in Bend. Discover the area's lively breweries and its entertainment choices.

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Regal Old Mill

You can take time to visit Regal Old Mill during your travels to Bend.

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Bend Whitewater Park

Explore the great outdoors at Bend Whitewater Park, a lovely green space in Bend.

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Des Chutes Historical Museum

7.4/10 (3 reviews)

You can spend an afternoon studying the exhibits at Des Chutes Historical Museum during your travels in Bend. Stroll along the riverfront or attend a sporting event in this family-friendly area.

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Frequently asked questions

What's the area like around Oregon Trail of Dreams?

Oregon Trail of Dreams is located in an area of Bend known for its stunning river views, lively breweries and cycling. If you're looking for a convenient place to stay, take a look at the 252 hotels and other accommodation options you'll find within a mile.

What's the best place to stay close to Oregon Trail of Dreams?

Hotel Peppertree Bend, BW Premier Collection is one of the top choices for your stay based on our traveller data, and this hotel offers 2 bars and free breakfast. It's located just a short 0.4 mi (0.7 km) from Oregon Trail of Dreams. Other good options within a few miles include Campfire Hotel and Pine Ridge Inn.

How many hotels will I be able to find near Oregon Trail of Dreams?

Expedia has 252 hotels and other accommodation options within a mile from Oregon Trail of Dreams.

If I need to cancel the hotel reservation for my stay near Oregon Trail of Dreams, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view top deals close to Oregon Trail of Dreams.

What can I see and do near Oregon Trail of Dreams?

You'll want to browse the exhibits at High Desert Museum and Des Chutes Historical Museum. You can enjoy live performances at Hayden Homes Amphitheater and Tower Theater. Consider spending a leisurely afternoon outside at Drake Park, Bend Whitewater Park or Overturf Butte Off-Leash Area.

Search Hotels Near Oregon Trail of Dreams, Bend

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Our top choices for Oregon Trail of Dreams hotels

1. Trailhead Lodge

2. Holiday Inn Express & Suites Bend South by IHG

3. Pine Ridge Inn

4. SpringHill Suites by Marriott Bend

5. Residence Inn by Marriott Bend

6. My Place Hotel - Bend, OR

7. Hotel Peppertree Bend, BW Premier Collection

8. Hilton Garden Inn Bend

9. TownePlace Suites by Marriott Bend

10. Holiday Motel

11. Cascade Lodge Boutique

12. Cambria Hotel Bend - Mt. Bachelor

13. La Quinta Inn by Wyndham Bend

14. Royal Gateway Motel

15. Super 8 by Wyndham Bend

16. Chalet Motel

17. Sonoma Lodge

18. Budget Inn Bend

19. The Oxford Hotel Bend

20. Central Block Motel

Compare popular hotels close to Oregon Trail of Dreams

Top Oregon Trail of Dreams Hotel Reviews

Hotel Peppertree Bend, BW Premier Collection

Riverhouse Lodge

TownePlace Suites by Marriott Bend

Fantastic Mt. Bachelor Villiage Escape, 10 min to Downtown & Old Mill, Deck, River Trails, Fireplace

Summer in Bend at a Greatly Reduced Rate Due to Construction - READ DESCRIPTION

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Executive suite in Mount Bachelor Village - great for a couple

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man

Trails End Retreat - Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

Other attractions near Oregon Trail of Dreams

Hayden Homes Amphitheater

Old Mill District

Drake Park

Bend Factory Stores

Deschutes Brewery

Regal Old Mill

Bend Whitewater Park

Des Chutes Historical Museum

Frequently asked questions