Book Exclusive Portland Vacation Packages

Choose one or more items to build your trip:

Portland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was CA $3,149, price is now CA $2,294 per person
CA $2,294
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to London (LHR)
Stay at this hotel in London. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westminster Abbey and Big Ben are located nearby.
Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
London City Centre
Price was CA $5,857, price is now CA $3,744 per person
CA $3,744
per person
Sep 7 - Sep 12
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
Stay at this apartment in London. Enjoy free parking and in-room washers/dryers. Popular attractions Westminster Abbey and Buckingham Palace are located nearby.
Elegant Apartment in Marylebone

Elegant Apartment in Marylebone

2.5 out of 5
London City Centre
Price was CA $6,813, price is now CA $4,545 per person
CA $4,545
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to London (LHR)
Stay at this apartment in London. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Marble Arch and Oxford Street are located nearby.

Park Lane Apartments Mayfair Collection

4 out of 5
London City Centre
Price was CA $4,260, price is now CA $3,113 per person
CA $3,113
per person
Sep 13 - Sep 19
found 22 hours ago
Roundtrip flight included
Calgary (YYC) to London (LHR)
Stay at this aparthotel in London. Enjoy free WiFi, a fitness center, and in-room massages. Popular attractions Buckingham Palace and Piccadilly Circus are located nearby.
The Beaumont Mayfair

The Beaumont Mayfair

5 out of 5
London City Centre
Price was CA $7,192, price is now CA $5,265 per person
CA $5,265
per person
Sep 13 - Sep 19
found 22 hours ago
Roundtrip flight included
Calgary (YYC) to London (LHR)
Book a stay at this luxury hotel in London. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Marble Arch and Oxford Street are located nearby.

Top Portland hotels deals

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
The price is CA $224 per night
CA $224
CA $268 total
Aug 11 - Aug 12
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 Harbour and Weymouth Beach are located nearby.
Breakfast included
Parking included
The Aqua

The Aqua

3 out of 5
Castletown Portland England
The price is CA $200 per night
CA $200
CA $240 total
Jul 30 - Jul 31
includes taxes & fees
Book a stay at this beach hotel in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Weymouth Harbour and Weymouth Beach are located nearby.
Breakfast included
Free WiFi
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 $133 per night
CA $133
CA $160 total
Jul 26 - Jul 27
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 Weymouth Harbour are located nearby.
Free WiFi
Breakfast available
The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade Weymouth England
The price is CA $157 per night
CA $157
CA $188 total
Jul 22 - Jul 23
includes taxes & fees
Book a stay at this beach hotel in Weymouth. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Weymouth Beach and Weymouth Harbour are located nearby.
Spa
Pet-friendly
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 $197 per night
CA $197
CA $236 total
Aug 16 - Aug 17
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 Weymouth Harbour are located nearby.
George Albert Hotel & Spa

George Albert Hotel & Spa

3 out of 5
Wardon Hill Farm Dorchester England
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $162 total
Jul 29 - Jul 30
includes taxes & fees
Stay at this hotel in Dorchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Clay Pigeon Raceway and Cerne Abbas Giant are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Portland
View all properties
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 top-notch restaurants.
See properties

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 $2,294. 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.