Book Exclusive Portland Vacation Packages
Top Portland hotels deals
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
The price is CA $298 per night
CA $298
CA $500 total
includes taxes & fees
Jun 24 - Jun 25
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 nearby.
Kitchen
Pet-friendly
Chautauqua Harbor Hotel - Jamestown
10 Dunham Ave, Celoron, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $209 per night
CA $209
CA $236 total
includes taxes & fees
May 28 - May 29
Stay at this 3.5-star spa hotel in Celoron. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lucille Ball Memorial Park and Northwest Arena are located nearby.
Pool
Spa
Quality Inn
3925 Vineyard Dr, Dunkirk, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $189 total
includes taxes & fees
Jun 23 - Jun 24
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. Popular attractions Rockefeller Arts Center and Darwin R. Barker Historical Museum are located nearby.
Breakfast included
Pet-friendly
Holiday Inn Express & Suites Jamestown by IHG
2811 North Main Street, Jamestown, NY
Free cancellation
The price is CA $168 per night
CA $168
CA $194 total
includes taxes & fees
May 30 - May 31
Book a stay at this business-friendly hotel in Jamestown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Roger Tory Peterson Institute and Russell E. Diethrick, Jr. Park are located nearby.
Pool
Breakfast included
Webb's Year Round Resort
125 W Lake Rd, Mayville, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $222 per night
CA $222
CA $251 total
includes taxes & fees
Jun 23 - Jun 24
Stay at this motel in Mayville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chautauqua Institution and Chautauqua Belle Steamboat are located nearby.
Pool
Hot tub
Treat yourself - Enjoy spring and summer on the lake.
The price is CA $344 per night
CA $344
CA $642 total
includes taxes & fees
May 25 - May 26
Stay at this vacation home in North East. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Freeport Beach and Mazza Vineyards are located nearby.
Kitchen
Washer
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.
Popular places to visit
21 Brix Winery
You can enjoy a tasting or tour at 21 Brix Winery during your travels to Portland.
Portland Vacations
Get your escape off to an amazing start by familiarizing yourself with Portland before you head off.
Portland is located 10 miles (16 kilometers) southwest of Dunkirk. You'll also find it 25 miles (40 kilometers) northwest of Jamestown.
Places to visit in Portland
Whether you're a bit of a wine connoisseur or just can't resist the occasional glass, an afternoon at Vetter Vineyards Winery is sure to educate and entertain. Still need more ideas? It doesn't matter whether you're aiming for a hole-in-one or simply in the mood to brush up on your technique, you'll have a blast at Hillview Golf Course.Where do you fly into for Portland?
Seats in the upright position, stow your tray tables and prepare to experience Portland! Once you hit the tarmac at Erie International Airport (ERI), the buzzing main streets will be just 40 miles (64 kilometers) northeast from here.Photos of local treasures
Browse Portland vacation photos for more inspiration
