Bolton Vacation Packages

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Top Holiday Package Deals in Bolton

Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $1,139
per person
Dec 20 - Dec 26
found 6 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
9.2/10 Wonderful! (2,476 reviews)
Timmy checked us in and was very friendly and helpful.

Reviewed on Oct 17, 2026

Park Lane Suites and Inn

Park Lane Suites and Inn

Southwest Portland
CA $1,214
per person
Dec 20 - Dec 26
found 6 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
8.6/10 Excellent! (1,966 reviews)
Was a great stay and perfectly located we even caught a free soccer game right down the street it was amazing.

Reviewed on Oct 18, 2026

Inn at Northrup Station

Inn at Northrup Station

Northwest Portland
CA $1,364
per person
Dec 20 - Dec 26
found 6 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
9.4/10 Exceptional! (2,262 reviews)
Roomy, comfortable units. Excellent location. Frie dly staff.

Reviewed on Oct 17, 2026

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

Downtown Portland
CA $1,224
per person
Dec 20 - Dec 26
found 6 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
8.8/10 Excellent! (2,592 reviews)
Stayed at this hotel before, very nice. Liked the bar for drinks and snacks. Last summer, the area didn’t seem as dirty, and there were less homeless, and more businesses open. Sad, but has nothing to do with the hotel. Would stay again.

Reviewed on Oct 18, 2026

Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

Northeast Portland
CA $1,309
per person
Dec 20 - Dec 26
found 6 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
9.4/10 Exceptional! (1,856 reviews)

Where to stay in Bolton

Find the best Bolton areas and neighborhoods for the activities you enjoy most. Learn more about Bolton
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

3 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Bolton Hotel Deals

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $123
CA $159 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,911 reviews)
"What a great place to stay! Everyone was helpful! Hotel was clean! Breakfast was amazing!"

Reviewed on Oct 17, 2026

Oxford Suites Portland - Jantzen Beach
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $115
CA $134 total
Nov 1 - Nov 2
includes taxes & fees
Red Lion Hotel Portland Airport
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $139
CA $162 total
Nov 15 - Nov 16
includes taxes & fees
9.2/10 Wonderful! (3,760 reviews)
"We stayed here for three nights and overall it was good. It’s in a good location to catch the MAX, nice selection of restaurants, and other things to check out. What I did not like was that the fan & shower plug in the bathroom of our room was broken. It makes me wonder how well their rooms are checked ..."

Reviewed on Oct 18, 2026

The Paramount Hotel
See all 2,642 properties in Bolton
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.

Frequently asked questions

How much does a Bolton vacation package cost?
Starting from a low CA $1,139, a vacation package is your passport to low-cost travel. Create your own Bolton getaway by picking from our extensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Bolton?
Secure flights that fit your schedule, add a hotel room to your booking and watch the savings grow with a Bolton vacation package. It's that easy! From flights and hotels to rental cars and activities, Expedia makes traveling on the cheap easy. And with more than 550 air carriers and 1,000,000 properties around the globe to choose from, you won't be short of choice.
Where should I stay in Bolton?
There's so much to explore in Bolton, so spend your nights close to its best sights and spend more time sightseeing. West Linn Farmers Market is one spot to put on your to-do list.
How far in advance should I book my Bolton vacation?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't despair. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Bolton travel package include?
It all depends on what sort of trip you're contemplating. Bolton travel deals can include car rentals, flights and hotels. You can mix and match to create the package that suits your needs. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Bolton travel package?
Our prices are always low. However, you'll pick up an even better deal if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Bolton Expedia vacation package?
You can, and with over 550 airlines to choose from across the globe, you've got lots of choice. Look through the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Bolton vacation package?
It's hard to predict what the future holds, so it's comforting to know that you can cancel or change your Bolton vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $123
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

CA $180
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

CA $147
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.