Portland Vacations 2026 from CA $1,454

Portland flight + hotel packages

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

Three Falcons Hotel

City of Westminster

CA $1,454

per person

Mar 9 - Mar 15

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to London (LHR)

Stay at this inn in London. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marble Arch and Hyde Park are located nearby.

Hotel Riu Plaza London Victoria

London City Centre

CA $1,895

per person

Mar 9 - Mar 15

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to London (LHR)

Book a stay at this business-friendly hotel in London. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Buckingham Palace and Big Ben are located nearby.

Miiro Templeton Garden

London City Centre

CA $1,794

per person

Apr 8 - Apr 15

found 6 hours ago

Roundtrip flight included

Halifax (YHZ) to London (LHR)

Stay at this hotel in London. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hyde Park and Marble Arch are located nearby.

Ellen Kensington

London City Centre

CA $1,541

per person

Mar 9 - Mar 15

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to London (LHR)

Stay at this hotel in London. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Popular attractions Hyde Park and Marble Arch are located nearby.

St Martins Lane London, a Morgans Originals hotel

London City Centre

CA $1,809

per person

Mar 9 - Mar 15

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to London (LHR)

Book a stay at this luxury hotel in London. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Leicester Square and Trafalgar Square are located nearby.

Top Portland hotels deals

Heights Hotel

Yeates Road Portland England

Get rates

Stay at this hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Olympic Rings Stone Sculpture and Tout Quarry Sculpture Park are located nearby.

Breakfast included

Parking included

Best Western Weymouth Hotel Rembrandt

12-18 Dorchester Road Weymouth England

Free cancellation

Reserve now, pay when you stay

CA $123

CA $147 total

Jan 25 - Jan 26

includes taxes & fees

Book a stay at this spa hotel in Weymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Greenhill Beach and Radipole Lake Nature Reserve are located nearby.

Pool

Hot tub

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade Weymouth England

Free cancellation

Reserve now, pay when you stay

CA $84

CA $101 total

Feb 6 - Feb 7

includes taxes & fees

Stay at this hotel in Weymouth. Enjoy breakfast (surcharge), daily housekeeping, and an in-room coffeemaker. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Weymouth Beach and Cineworld Weymouth are located nearby.

Free WiFi

Breakfast available

The Duchess of Cornwall Inn

12 Queen Mother Square, Dorchester England

Free cancellation

Reserve now, pay when you stay

CA $99

CA $119 total

Jan 25 - Jan 26

includes taxes & fees

Stay at this inn in Dorchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions The Keep Military Museum and Roman Town House are located nearby.

Pet-friendly

Parking included

George Albert Hotel & Spa

Wardon Hill Farm Dorchester England

Free cancellation

Reserve now, pay when you stay

CA $116

CA $140 total

Jan 25 - Jan 26

includes taxes & fees

Book a stay at this spa hotel in Dorchester. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Clay Pigeon Raceway and Cerne Abbas Giant are located nearby.

Lulworth Cove Inn

Main Road, West Lulworth Wareham England

Free cancellation

Reserve now, pay when you stay

CA $112

CA $134 total

Jan 19 - Jan 20

includes taxes & fees

Stay at this inn in Wareham. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Durdle Door and South West Coast Path Section 50 Trailhead are located nearby.

Pet-friendly

Free WiFi

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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.

Portland Vacations

Got your plane ticket in your hand and your suitcase ready to go? Read on for a few basic Portland tips before you jet off.

This city lies about 120 miles (193 kilometers) to the southwest of the national capital, London, and 4 miles (6 kilometers) south of Weymouth.

Enjoy meeting the locals while on vacation? This corner of Dorset boasts a population of around 13,000 people.

Places to visit in Portland

Discover the age-old walkways of Portland Castle. This grand fortification offers an informative side trip for everyone. Want some more options? Visit Portland Bill Lighthouse, a time-honored building whose beam has led ships through tumultuous storms and crashing waves for many years. And there's more. What about a bit of fun on the water? Then grab the sunscreen and dive into heart-racing water sports at Weymouth and Portland National Sailing Academy.

Where do you fly into for Portland?

Heading into Bournemouth International Airport (BOH)? After you've disembarked and collected your suitcase, central Portland will be only 30 miles (48 kilometers) to the southwest away.

Frequently asked questions

How much are vacation packages to Portland?

Vacation packages, which include flights and hotels in Portland, start at just CA $1,454. Turn your daydreams into reality and book your dream trip with Travelocity today.

Where can I get the best vacation package deals for Portland?

Travelocity is here to help you snap up a Portland package deal. With no less than 400 air carriers and 1,000,000 properties around the world, we know you'll find one that works for you.

Why should I book my Portland vacation bundle via Travelocity?

From our 24/7 customer support to our range of exciting destinations, we are committed to fulfilling your vacation dreams. All you have to do is to click and book — our Price Match Guarantee will ensure you get the lowest price.

Will I save money on my Portland car rental if I combine it with my hotel or flight?

Combining your car, hotel and flight into a Portland vacation package is an excellent way to score an amazing deal. Plus, having your own car rental gives you the freedom to make your way to all the landmarks you can't wait to check out. Located 193 kilometers from Portland, Big Ben is one place that should be on your itinerary. Put together a driving playlist and make a day trip of it.

Which airport is best for Portland?

Bristol Intl. Airport (BRS) is one of the best airports for Portland. It's around 97 kilometers north of the buzzing city center. Other choices include Southampton Airport (SOU) (88 kilometers away from central Portland) and Bournemouth Intl. Airport (BOH) (48 kilometers away from central Portland).

What is there to do in Portland?

Portland has plenty of things to see and do, such as Weymouth and Portland National Sailing Academy and Portland Castle. These two impressive attractions top most visitors' to-do lists.

Where should I stay when visiting Portland?

If you're looking for somewhere to spend your nights, consider the The Aqua. It's the top pick for many visitors.