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Portland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott London Tower Bridge

Residence Inn by Marriott London Tower Bridge

4 out of 5
London City Centre
Price was CA $2,214, price is now CA $1,560 per person
CA $1,560
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
Book a stay at this business-friendly hotel in London. Enjoy free breakfast, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tower Bridge and London Bridge are located nearby.
The Stafford London

The Stafford London

5 out of 5
London City Centre
Price was CA $6,841, price is now CA $4,851 per person
CA $4,851
per person
Dec 28 - Jan 4
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
Book a stay at this luxury hotel in London. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Buckingham Palace and Piccadilly Circus are located nearby.
Cleveland Residences Russell Square

Cleveland Residences Russell Square

3.5 out of 5
London City Centre
Price was CA $2,794, price is now CA $2,047 per person
CA $2,047
per person
Dec 2 - Dec 7
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to London (LHR)
Stay at this aparthotel in London. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions The British Museum and Leicester Square are located nearby.
Southwark Residences by Aeria Apartments

Southwark Residences by Aeria Apartments

4 out of 5
London City Centre
Price was CA $3,636, price is now CA $2,706 per person
CA $2,706
per person
Dec 11 - Dec 16
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
Stay at this apartment in London. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions London Bridge and St. Paul's Cathedral are located nearby.
2 Chesham Hotel

2 Chesham Hotel

4 out of 5
London City Centre
Price was CA $6,558, price is now CA $4,898 per person
CA $4,898
per person
Dec 27 - Jan 3
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
Stay at this hotel in London. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Popular attractions Buckingham Palace and Hyde Park are located nearby.

Top Portland hotels deals

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
The price is CA $179 per night
CA $179
CA $215 total
Nov 1 - Nov 2
includes taxes & fees
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 Weymouth Beach and The Olympic Rings Stone Sculpture are located nearby.
Beautiful, family friendly Cottage with sea views of Chesil Beach

Beautiful, family friendly Cottage with sea views of Chesil Beach

Fortuneswell ENG
Get rates
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Weymouth Beach and Royal Manor Theatre are located nearby.
Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset.

Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset.

Portland Dorset
Get rates
Stay at this vacation home in Portland. Enjoy free WiFi, a garden, and patios. Popular attractions Weymouth Beach and Church Ope Cove are located nearby.
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road Weymouth England
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $167 total
Nov 22 - Nov 23
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 Weymouth Beach and Greenhill Beach are located nearby.
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Free cancellation
Reserve now, pay when you stay
The price is CA $98 per night
CA $98
CA $118 total
Nov 1 - Nov 2
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.
The Frampton Arms

The Frampton Arms

3.5 out of 5
Station Road Dorchester England
Free cancellation
Reserve now, pay when you stay
The price is CA $92 per night
CA $92
CA $111 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this hotel in Dorchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Durdle Door and Sculpture by the Lakes are located nearby.
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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.

Stay near popular Portland attractions

A coastal landscape with a prominent red and white lighthouse, rocky cliffs, and a white building with a green roof.

Portland Bill Lighthouse

9.2/10 (189 reviews)
Find out about the history of Portland when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
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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 $1,560. 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.

Photos of local treasures

Browse Portland vacation photos for more inspiration

A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.
A lighthouse on a rocky coastline with clear blue waters.
A coastal landscape with a prominent red and white lighthouse, rocky cliffs, and a white building with a green roof.
A lighthouse on a rocky coastline with waves crashing against it.
A coastal rock formation with a large overhang and a smaller rock in the foreground.