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A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Portland bed & breakfast

1. Peaceful One-Bedroom Stay at YWCA - Two Twin Beds in Beautiful Westfield, NY

A building with a sign reading 'YWCA' above the entrance, a white door with a wreath, two potted plants on either side, and an American flag to the left.

Location: Westfield
Price: $117 nightly, $132 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Portland bed & breakfast

2. Quaint lodging in the heart of Westfield at the YWCA Westfield / King size bed

A building with a sign reading 'YWCA' above the entrance, a white door with a wreath, and two potted plants on either side of the door.

Location: Westfield
Price: $117 nightly, $132 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Portland bed & breakfast

3. Relaxing One-Bedroom Retreat Close to Everything-Stay at the YWCA- Two Twin Beds

Location: Westfield
Price: $117 nightly, $132 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Portland bed & breakfast

4. Simple and Comfortable Double Bedroom Escape - at the YWCA Westfield

Location: Westfield
Price: $117 nightly, $132 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Portland bed & breakfast

5. Cozy 1-bedroom lodging in Westfield's Historic YWCA -Queen size bed

Location: Westfield
Guest rating: 9.6/10 (Exceptional, 4 reviews)
Price: $117 nightly, $132 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Portland bed & breakfast
Review: Great place to stay, reasonable price, clean, historic! What a beautiful little town to stay in as well!, by Abby S.

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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Head to sights like Lake Erie and 21 Brix Winery as you discover Portland.

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A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

Top reviews in Portland

Theater Motel

A two-story building with a porch decorated with various potted plants and flowers.

Location: Westfield
Review: The Theater Motel was built in a different era and shows its wear and tear. When I arrived the host and her very cheerful toddler greeted me. The bed was new, the room, linens and bathroom were clean. The room had a slight musty smell but well within expectations. Many chain hotels could take a hint from these hosts’ efforts in providing a pleasant experience. They are working towards improvements and deserve the support of budget minded travelers., by Steve, September 30, 2015, rated 10/10 Excellent

Quality Inn Dunkirk

A reception area with a sign reading "Comfort Inn" and a modern design with a light wood finish and minimalistic decor.

Location: Dunkirk
Review: Everything is good, by Annette, August 21, 2022, rated 10/10 Excellent

Clarion Hotel Conference Center on Lake Erie

A spacious indoor area with high ceilings, large windows, and a central bar area.

Location: Dunkirk
Review: It was a good stay. Staff are pleasant and have a desire to serve. A new brewery is on its way. The included breakfast was complete…hot upscale continental. Shout out to banquet server Karen O., by Norman, July 6, 2022, rated 10/10 Excellent

Chautauqua Harbor Hotel - Jamestown

An outdoor dining area with wooden chairs, a table with a fire feature, and a view of a body of water at dusk.

Location: Celoron
Review: More Handicap parking closer to entrance would be nicer. The staff saw me struggling to walk with my cane so a employee ran over with a wheel chair and took me all the way to our room and said we can keep it till we check out. She also went back and found the foot pads for the chair which made it easier to elevate the legs. Also I checked the second day of our stay and asked if I could take the chair with us to see some family in the area and he checked and said ok which was a great help as I..., by GREGORY, July 14, 2023, rated 10/10 Excellent

Best Western Dunkirk & Fredonia Inn

An indoor pool with clear water, a lounge area with chairs, and a pool lift sign.

Location: Dunkirk
Review: My son attends SUNY Fredonia we have stayed here several times to attend events at the college. Always happy with the room and the service!, by Dale, May 3, 2017, rated 10/10 Excellent

Holiday Inn Express & Suites Jamestown by IHG

A Holiday Inn Express & Suites hotel with a modern design, featuring a flat roof and a mix of brown and beige exterior walls.

Location: Jamestown
Review: We had the pleasure of staying in this hotel on two separate occasions this past July. It was so wonderful on our first trip; there was no question where we'd stay when we returned to Jamestown. You can still smell the "newness" of the hotel in each room. The rooms had impressive new furnishings and were very spacious - we booked a double bed room and suite with a sofa bed, microwave, and small bar sink. The beds were super comfy and the bathrooms were immaculately clean. Free breakfast in the..., by BlessedMamaof3, August 4, 2015, rated 10/10 Excellent

Americas Best Value Inn Fredonia NY

A room with a stone fireplace, a desk with a chair, a tall red clock, and a patterned carpet.

Location: Fredonia
Review: I came here with my littlest girl for a few days. The staff was very friendly and accommodating. Our room was clean and everything worked as it should. The bed was comfortable with lots of pillows, great for an end of day pillow fight before going to sleep at night! We will be back next year. Thanks!, by stacie, April 27, 2017, rated 10/10 Excellent

Webb's Year Round Resort

A bedroom with a stone wall, a bed, a nightstand, a desk, and a chair.

Location: Mayville
Review: Although they were under construction we very much enjoyed staying here. Friendly folks and a beautiful view of the lake., by Stephanie, March 22, 2025, rated 10/10 Excellent

Grapevine Inn

Location: North East
Review: It’s a comfortable but inexpensive place.Quiet too.Everything works AC,hot water, toilet etc.Beds are clean and comfortable.No odors like most hotels have.This place is a gem to me.The woman at the front desk is friendly and interesting to talk to also., by Michael, May 20, 2025, rated 10/10 Excellent

Frequently Asked Questions

What is the nightly rate for a Bed and Breakfast in Portland?

Prices for B&Bs in Portland often vary, but you can find a great deal from $132 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Portland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

When is the best time to book a Bed & Breakfast in Portland?

The most popular time to book a B&B in Portland is during the vibrant summer months from July to September. This season draws both locals and tourists eager to immerse themselves in the city's rich culture, bustling festivals, and outdoor activities. With pleasant temperatures typically ranging from the mid-60s to low 80s Fahrenheit, it’s an ideal time for sightseeing, exploring lush parks, and indulging in Portland’s renowned food scene.

July stands out as the peak month, filled with lively events such as the Portland International Beer Fest and various outdoor concerts. Strolling through the city’s famous gardens, like the Portland Japanese Garden, becomes a delightful experience as they showcase their breathtaking blooms under the warm sun. The atmosphere is energetic, and you’ll find an abundance of local artisans and vibrant street markets that enhance the city’s charm.

For travelers seeking a more budget-friendly option, consider visiting in October. This month offers a beautiful backdrop of fall foliage as the city transforms into a tapestry of vibrant reds, oranges, and yellows. The cooler temperatures, typically in the high 40s to mid-60s Fahrenheit, make it a comfortable time for leisurely walks along the Willamette River or exploring the unique neighborhoods without the summer crowds.

What is the difference between a Portland Bed and Breakfast and a hotel?

Every Portland B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Portland B&Bs.