Portland, NY

Travel Guide

Photo by Matthew Jay
Photo by Matthew Jay
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Portland NY
The price is AED 679 per night from Dec 3 to Dec 4
AED 679
AED 1,229 total
3 Dec - 4 Dec
includes taxes & fees
Stay at this cabin in Portland. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions 21 Brix Winery and Vetter Vineyards Winery are located ...
10/10 Exceptional! (50 reviews)
The space was beautiful and thoughtfully designed. The hist was very responsive.

Reviewed on 21 November 2025

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Quality Inn Dunkirk

Quality Inn Dunkirk

2.5 out of 5
3925 Vineyard Dr Dunkirk NY
The price is AED 386 per night from Dec 5 to Dec 6
AED 386
AED 449 total
5 Dec - 6 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Dunkirk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (513 reviews)
Staff was welcoming and polite. Common areas and room were clean. Furniture was a bit dated but clean. The carpet in our room was off-putting because it looked like it hadn't been steam clean in a while. But, overall, a pleasant experience.

Reviewed on 29 November 2025

Quality Inn Dunkirk
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

3.5 out of 5
10 Dunham Ave Celoron NY
The price is AED 372 per night from Jan 1 to Jan 2
AED 372
AED 420 total
1 Jan - 2 January 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Celoron. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff ...
9.6/10 Exceptional! (1,001 reviews)
Nice and clean

Reviewed on 20 November 2025

Chautauqua Harbor Hotel - Jamestown
See all 471 properties in Portland
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.
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Portland NY
Stay at this cabin in Portland. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions 21 Brix Winery and Vetter Vineyards Winery are located ...
10/10 Exceptional! (50 reviews)
The space was beautiful and thoughtfully designed. The hist was very responsive.

Reviewed on 21 November 2025

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

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

Dewittville NY
Stay at this vacation home in Dewittville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dewittville Bay and Midway State Park are located ...
9.8/10 Exceptional! (58 reviews)
Cleanliness, attentive, how large it was

Reviewed on 20 November 2025

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Beachfront Retreat in Wine Country w/ Sunset View!

Beachfront Retreat in Wine Country w/ Sunset View!

2 out of 5
North East PA
Stay at this vacation home in North East. Enjoy a beach locale, laundry facilities, and a pool table. Popular attractions Mazza Vineyards and Freeport Beach ...
10/10 Exceptional! (15 reviews)
Perfect location for the wine harvest weekend

Reviewed on 9 November 2025

Beachfront Retreat in Wine Country w/ Sunset View!
See all properties in Portland
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.