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Best Resorts in Portland

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Resorts in Portland

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Recommended hotels in Portland

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 19 - Oct 20
Total with taxes and fees
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
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
2.0 star property
8.6 out of 10, Excellent, (578)
"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
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
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 27 - Oct 28
Total with taxes and fees
The White Inn
Best Western Dunkirk & Fredonia Inn
2.5 star property
7.8 out of 10, Good, (950)
"Great stay"
$130 nightly
The price is $147
Nov 1 - Nov 2
Total with taxes and fees
Best Western Dunkirk & Fredonia Inn
Webb's Year Round Resort
2.5 star property
7.2 out of 10, Good, (193)
"Very quiet and comfortable. Excellent view of lake."
$120 nightly
The price is $136
Oct 16 - Oct 17
Total with taxes and fees
Webb's Year Round Resort
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
2.5 star property
7.6 out of 10, Good, (494)
"Very welcoming, great place to stay with a pet. "
$117 nightly
The price is $133
Nov 11 - Nov 12
Total with taxes and fees
Quality Inn
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
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
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
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 16 - Oct 17
Total with taxes and fees
Holiday Motel Westfield
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
Peaceful, Serene, Lake View thru the trees
2.0 star property
10.0 out of 10, Exceptional, (14)
"Very clean and very convenient to everything around the lake. We would definitely stay again."
Peaceful, Serene, Lake View thru the trees
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 Refined Retreat
10.0 out of 10, Exceptional, (10)
"Cozy. beautiful home next to the lake on a quiet street. The host has thought of everything. Lots of extras! Host is very responsive and helpful. Will definitely book again."
$265 nightly
The price is $300
Oct 19 - Oct 20
Total with taxes and fees
The Refined Retreat
The Stable at Windmill Ridge Farm
9.6 out of 10, Exceptional, (14)
"Superb place "
$216 nightly
The price is $244
Oct 20 - Oct 21
Total with taxes and fees
The Stable at Windmill Ridge Farm
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!"
$257 nightly
The price is $290
Oct 16 - Oct 17
Total with taxes and fees
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Grapevine Inn
2.5 star property
5.8 out of 10, (337)
"It was quiet and the price was reasonable."
$50 nightly
The price is $56
Oct 30 - Oct 31
Total with taxes and fees
Grapevine Inn
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Top Portland Hotel Reviews

Find out more about Portland

Portland Resorts information

Number of reviews
5,896
Accommodation
1 Resorts
Lowest Price
$56
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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