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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Portland

Terrace/patio
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (51)
"The stay made for a wonderful girls weekend!"
United States
Christine W.
The price is AED 679
AED 1,228 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Exterior
Theater Motel

Theater Motel

Theater Motel
2.0 star property
Westfield
8.6 out of 10, Excellent, (591)
"Clean, quiet motel with personable innkeeper. "
United States
Robert
The price is AED 239
AED 270 total
includes taxes & fees
11 Dec - 12 Dec
Theater Motel
Suite, 1 King Bed with Sofa bed | Living area
The White Inn

The White Inn

The White Inn
2.0 star property
Fredonia
9.6 out of 10, Exceptional, (58)
"Loved our stay. Great place!"
United States
Michael
The price is AED 425
AED 480 total
includes taxes & fees
9 Jan - 10 January 2026
The White Inn
Exterior
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
3.5 star property
Celoron
9.6 out of 10, Exceptional, (1000)
"Beautiful room, wonderful staff, excellent food and service. "
United States
Robert
The price is AED 371
AED 420 total
includes taxes & fees
1 Jan - 2 January 2026
Chautauqua Harbor Hotel - Jamestown
Exterior
Quality Inn Dunkirk

Quality Inn Dunkirk

Quality Inn Dunkirk
2.5 star property
Dunkirk
7.6 out of 10, Good, (517)
"The room was clean and quite comfortable. The lady that checked mevin was very friendly. I felt as if she knew me well."
United States
Debra
The price is AED 402
AED 454 total
includes taxes & fees
8 Jan - 9 January 2026
Quality Inn Dunkirk
Bar (on property)
Clarion Hotel Conference Center on Lake Erie

Clarion Hotel Conference Center on Lake Erie

Clarion Hotel Conference Center on Lake Erie
2.5 star property
Dunkirk
7.6 out of 10, Good, (1001)
"I had a great stay "
United States
Madonna
The price is AED 397
AED 448 total
includes taxes & fees
25 Dec - 26 Dec
Clarion Hotel Conference Center on Lake Erie
Indoor pool
Webb's Year Round Resort

Webb's Year Round Resort

Webb's Year Round Resort
2.5 star property
Mayville
7.2 out of 10, Good, (201)
"Very quiet and comfortable. Excellent view of lake."
United States
Joanna
The price is AED 397
AED 448 total
includes taxes & fees
11 Dec - 12 Dec
Webb's Year Round Resort
Exterior
Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn
2.5 star property
Dunkirk
7.8 out of 10, Good, (972)
"Check-in was flawless and the room was very clean and comfortable. "
United States
Megan
The price is AED 514
AED 581 total
includes taxes & fees
11 Dec - 12 Dec
Best Western Dunkirk & Fredonia Inn
Free daily continental breakfast
Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG
2.5 star property
Jamestown
9.2 out of 10, Wonderful, (791)
"Was great stay and the bfast was excellent "
United States
Deborah
The price is AED 371
AED 419 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Jamestown by IHG
Front of property
Hideaway Bay Resort

Hideaway Bay Resort

Hideaway Bay Resort
3.0 star property
Silver Creek
10.0 out of 10, Exceptional, (8)
"The service was amazing the owners is very friendly we will be back soon "
United States
Tonetta
The price is AED 929
AED 1,342 total
includes taxes & fees
15 Dec - 16 Dec
Hideaway Bay Resort
Fridge, microwave, oven, stovetop
Step back in time farm house

Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (75)
"Great place to stay! Enjoyed the decor and location."
United States
Thomas B.
The price is AED 268
AED 552 total
includes taxes & fees
15 Dec - 16 Dec
Step back in time farm house
Smart TV, fireplace, books
The Refined Retreat

The Refined Retreat

The Refined Retreat
Celoron
10.0 out of 10, Exceptional, (13)
"Very clean and organized. Easy in and out. "
United States
scott r.
The price is AED 401
AED 1,101 total
includes taxes & fees
11 Dec - 12 Dec
The Refined Retreat
Fridge, microwave, oven, stovetop
Peaceful, Serene, Lake View thru the trees

Peaceful, Serene, Lake View thru the trees

Peaceful, Serene, Lake View thru the trees
2.0 star property
Ashville
10.0 out of 10, Exceptional, (16)
"It was a calm safe space when we needed one. "
United States
Teresa C.
The price is AED 331
AED 1,008 total
includes taxes & fees
15 Dec - 16 Dec
Peaceful, Serene, Lake View thru the trees
Property grounds
Beautiful Camper on a country road.

Beautiful Camper on a country road.

Beautiful Camper on a country road.
Dewittville
9.6 out of 10, Exceptional, (9)
"Liked it so much I stayed 2 more days. "
United States
BUZZ
The price is AED 239
AED 353 total
includes taxes & fees
31 Dec - 1 January 2026
Beautiful Camper on a country road.
Outdoor dining
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood

Comfortable Camper a few miles off thruway and area attractions. Fire ring wood

Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
1.0 star property
Forestville
8.0 out of 10, Very Good, (1)
The price is AED 220
AED 394 total
includes taxes & fees
31 Dec - 1 January 2026
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Terrace/patio
Lakefront w Dock, Pet Friendly, Spacious Yard

Lakefront w Dock, Pet Friendly, Spacious Yard

Lakefront w Dock, Pet Friendly, Spacious Yard
2.0 star property
Chautauqua Lake
9.8 out of 10, Exceptional, (13)
"This was a great property to stay at! I couldn’t have asked for anything different. What stood out the most was how clean everything was and how friendly the host was; all our questions were answered promptly and the host was exceedingly helpful. Overall great place to stay!"
United States
Melissa C.
The price is AED 440
AED 924 total
includes taxes & fees
11 Dec - 12 Dec
Lakefront w Dock, Pet Friendly, Spacious Yard
Reception
Holiday Motel Westfield

Holiday Motel Westfield

Holiday Motel Westfield
2.0 star property
Westfield
7.2 out of 10, Good, (91)
"Did not feel safe"
United States
Douglas
The price is AED 511
AED 577 total
includes taxes & fees
5 Jan - 6 January 2026
Holiday Motel Westfield
Property grounds
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
9.8 out of 10, Exceptional, (59)
"We had a wonderful relaxing time. The house was nice and homey. Will be back next time we visit Lily Dale. "
United States
Anonymous traveler
The price is AED 514
AED 1,129 total
includes taxes & fees
12 Dec - 13 Dec
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Fridge, microwave, oven, stovetop
Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
10.0 out of 10, Exceptional, (8)
"Very clean, very well appointed and the owners were very accommodating Easy parking and close to all the areas we wanted to go toI would stay there again"
United States
harry w.
The price is AED 606
AED 1,129 total
includes taxes & fees
17 Dec - 18 Dec
Beautiful Wine Trail 2-BR Rental
Free daily cooked-to-order breakfast
The Spencer Hotel & Spa

The Spencer Hotel & Spa

The Spencer Hotel & Spa
2.5 star property
Mayville
8.0 out of 10, Very Good, (16)
"This was a charming property on the Chautauqua Institute grounds. It was extremely convenient and the staff went out of their way to make sure guests were comfortable and well cared for."
United States
Ruth
The price is AED 790
AED 893 total
includes taxes & fees
11 Dec - 12 Dec
The Spencer Hotel & Spa
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 Portland Hotel Reviews

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

10/10 Excellent
"Beautiful room, wonderful staff, excellent food and service. "
Robert 1-night trip
Posted 2 days ago
Chautauqua Harbor Hotel - Jamestown

Frequently asked questions

Searching for B&Bs in Portland?
If you're looking for something a little quirkier than your standard hotel, a bed and breakfast could be a great option for your trip. When you want to explore some attractions in town, Lake Erie and 21 Brix Winery are worth a stop.
Are you thinking about a B&B instead of a traditional hotel?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Portland?
Check out this B&B in the surrounding area: BUTLER HOUSE at The Cherry Creek Inn: 6 rooms. 17.9 mi (28.8 km) from the heart of Portland. Enjoy the designer toiletries and skiing access.
When is the best time to book my B&B in Portland?
When you're planning your escape to Portland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are February and January with an average of 30°F. The snowiest months in Portland are January, November, March, and February, with each month seeing an average of 7 inches of snowfall.
What is there to do in Portland?
When you want to explore some things to do in town, Lake Erie and 21 Brix Winery are some notable sights to visit. Lily Dale Spiritual Center and Fredonia Opera House are also some sites to visit if you want to see more of the area.
How can I get to and around Portland?
You can plan your excursions in and around Portland ahead of time with these transportation options. Fly into Jamestown, NY (JHW-Chautauqua County), which is located 18.7 mi (30.1 km) away from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.