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Best Resorts in Portland

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Oct 24 - Oct 26
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Oct 31 - Nov 2
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Nov 14 - Nov 16
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Dec 12 - Dec 14

Resorts in Portland

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Recommended hotels in Portland

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Terrace/patio
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
10.0 out of 10, Exceptional, (45)
"We had a great time!"
$317 nightly
The price is $358
Oct 14 - Oct 15
Total with taxes and fees
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
The White Inn
Suite, 1 King Bed with Sofa bed | Living area
The White Inn
2.0 star property
9.8 out of 10, Exceptional, (41)
"Place is clean and well kept would stay again."
$117 nightly
The price is $132
Oct 14 - Oct 15
Total with taxes and fees
The White Inn
Athenaeum Hotel
Front of property
Athenaeum Hotel
3.5 star property
8.6 out of 10, Excellent, (215)
"Very welcoming to our dog. Very friendly staff"
$120 nightly
The price is $135
Oct 16 - Oct 17
Total with taxes and fees
Athenaeum Hotel
Theater Motel
Exterior
Theater Motel
2.0 star property
8.6 out of 10, Excellent, (577)
"Motel was clean, owners very nice, would go again."
$65 nightly
The price is $73
Nov 2 - Nov 3
Total with taxes and fees
Theater Motel
Clarion Hotel Conference Center on Lake Erie
Bar (on property)
Clarion Hotel Conference Center on Lake Erie
2.5 star property
7.6 out of 10, Good, (980)
"Nice place to stay nice view I will come back soon "
$122 nightly
The price is $138
Nov 9 - Nov 10
Total with taxes and fees
Clarion Hotel Conference Center on Lake Erie
Best Western Dunkirk & Fredonia Inn
Exterior
Best Western Dunkirk & Fredonia Inn
2.5 star property
7.8 out of 10, Good, (949)
"Great stay"
$130 nightly
The price is $147
Nov 1 - Nov 2
Total with taxes and fees
Best Western Dunkirk & Fredonia Inn
Chautauqua Harbor Hotel - Jamestown
Exterior
Chautauqua Harbor Hotel - Jamestown
3.5 star property
9.6 out of 10, Exceptional, (1002)
"Amazing hotel and location. It’s definitely a hidden gem. "
$135 nightly
The price is $153
Nov 5 - Nov 6
Total with taxes and fees
Chautauqua Harbor Hotel - Jamestown
Quality Inn
Exterior
Quality Inn
2.5 star property
7.6 out of 10, Good, (494)
"Very welcoming, great place to stay with a pet. "
$114 nightly
The price is $132
Nov 13 - Nov 14
Total with taxes and fees
Quality Inn
Webb's Year Round Resort
Indoor pool
Webb's Year Round Resort
2.5 star property
7.2 out of 10, Good, (192)
"Very quiet and comfortable. Excellent view of lake."
$120 nightly
The price is $136
Oct 14 - Oct 15
Total with taxes and fees
Webb's Year Round Resort
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Fridge, microwave, oven, stovetop
Cozy 2 Bedroom Canal Front Cottage With Private Dock
9.8 out of 10, Exceptional, (46)
"We had a great stay in this cute little house. The host was great thank you"
$213 nightly
The price is $241
Oct 20 - Oct 21
Total with taxes and fees
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Beautiful Camper on a country road.
Property grounds
Beautiful Camper on a country road.
9.6 out of 10, Exceptional, (9)
"The property is quiet and peaceful, and the host was incredibly kind and responsive. When the first camper I booked wasn’t a good fit for me due to some air quality sensitivities, she generously offered another one that felt more comfortable. Both campers are older, so travelers with sensitivities may want to be aware of that — but everything was very clean, and I appreciated the thoughtful care the host puts into the space."
Beautiful Camper on a country road.
Holiday Inn Express & Suites Jamestown by IHG
Free daily continental breakfast
Holiday Inn Express & Suites Jamestown by IHG
2.5 star property
9.2 out of 10, Wonderful, (778)
"Fantastic hotel! Would definitely stay again. Comfy beds and pillows, super clean, staff was great, breakfast was fantastic! "
$103 nightly
The price is $120
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Jamestown by IHG
Holiday Motel Westfield
Reception
Holiday Motel Westfield
2.0 star property
7.0 out of 10, Good, (90)
"The classic motel is simple, clean and affordable. "
$119 nightly
The price is $134
Oct 14 - Oct 15
Total with taxes and fees
Holiday Motel Westfield
Minerva Bed and Breakfast
Living area
Minerva Bed and Breakfast
2.0 star property
10.0 out of 10, Exceptional, (5)
"Cute B&B run like a hotel just outsude the gate to the world famous Chautauqua Institute. Very quiet although it is an older home. Real nice staff."
$176 nightly
The price is $199
Oct 31 - Nov 1
Total with taxes and fees
Minerva Bed and Breakfast
Peaceful, Serene, Lake View thru the trees
Fridge, microwave, oven, stovetop
Peaceful, Serene, Lake View thru the trees
2.0 star property
10.0 out of 10, Exceptional, (13)
"Very clean and very convenient to everything around the lake. We would definitely stay again."
$250 nightly
The price is $282
Oct 16 - Oct 17
Total with taxes and fees
Peaceful, Serene, Lake View thru the trees
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Outdoor dining
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
1.0 star property
8.0 out of 10, Very Good, (1)
$95 nightly
The price is $107
Oct 31 - Nov 1
Total with taxes and fees
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Step back in time farm house
Fridge, microwave, oven, stovetop
Step back in time farm house
9.6 out of 10, Exceptional, (71)
"Very nice place! Love the spin on the antiques! Enjoyed our time her."
$141 nightly
The price is $159
Nov 3 - Nov 4
Total with taxes and fees
Step back in time farm house
The Stable at Windmill Ridge Farm
Interior
The Stable at Windmill Ridge Farm
9.6 out of 10, Exceptional, (14)
"Superb place "
$195 nightly
The price is $221
Oct 14 - Oct 15
Total with taxes and fees
The Stable at Windmill Ridge Farm
Lake Erie Hosta Cabin
Beach
Lake Erie Hosta Cabin
$235 nightly
The price is $266
Oct 14 - Oct 15
Total with taxes and fees
Lake Erie Hosta Cabin
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Property grounds
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
10.0 out of 10, Exceptional, (54)
"We stayed here for a family reunion with a second house on the lake. This property was perfect location and comfortably slept 6 of us. It was clean and offered amenities that made our stay easy and relaxed. We would definitely stay again!"
$256 nightly
The price is $289
Oct 15 - Oct 16
Total with taxes and fees
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
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

Colonial Motel

Colonial Motel

10/10 Excellent
"Great location for wineries in the area and visiting Lake Erie. Clean and comfortable. Very pleasant stay."
Glenn 3-night trip
Posted 5 days ago
Colonial Motel

Find out more about Portland

Portland Resorts information

Number of reviews
5,551
Accommodation
1 Resorts
Lowest Price
$73
Highest Price
$358

Frequently asked questions

What is Portland like for a resort vacation?
You deserve a vacation, and a resort is the perfect place to find all the services and amenities you need for a relaxing stay in Portland. One of the comfortable resorts in the area might be just what you're searching for, whether you're hoping for great restaurants on site, shopping possibilities, or fun activities to try.
What's a favorite resort in Portland?
Our top-rated resort near Portland: Hideaway Bay Resort - Beach resort, 5-minute walk from Lake Erie. 18.8 mi (30.3 km) from Portland. Features a private beach, a full-service spa, and free self parking.
What can I do in Portland?
Lake Erie and 21 Brix Winery are a few of the interesting sights to visit. Other attractions in the area include Lily Dale Spiritual Center and Lily Dale Assembly.
What's the seasonal weather like in Portland?
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's the best way to get to and around Portland?
Fly into Jamestown, NY (JHW-Chautauqua County), which is located 18.7 mi (30.1 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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