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.
Montagu Place Hotel

Montagu Place Hotel

4 out of 5
London City Centre
per person
Feb. 11 - Feb. 17
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to London (LHR)
Stay at this 4-star boutique hotel in London. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Marble Arch and Oxford Street are located nearby.
1 Bed Serviced Apartment near Blackfriars

1 Bed Serviced Apartment near Blackfriars

4 out of 5
London City Centre
per person
Jan. 4 - Jan. 10
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
Stay at this 4-star apartment in London. Enjoy free WiFi, dry cleaning or laundry services, and housekeeping. Popular attractions St. Paul's Cathedral and London Bridge are located nearby.
Radisson Blu Hotel, London Bloomsbury

Radisson Blu Hotel, London Bloomsbury

4 out of 5
London City Centre
per person
Jan. 3 - Jan. 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
Stay at this 4-star business-friendly hotel in London. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions The British Museum and Leicester Square are located nearby.
Taj 51 Buckingham Gate, Suites and Residences

Taj 51 Buckingham Gate, Suites and Residences

5 out of 5
London City Centre
per person
Dec. 29 - Jan. 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to London (LHR)
Book a stay at this spa hotel in London. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Buckingham Palace and Big Ben are located nearby.
The Savoy

The Savoy

5 out of 5
London City Centre
per person
Dec. 29 - Jan. 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to London (LHR)
Stay at this 5-star luxury hotel in London. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Trafalgar Square and Leicester Square are located nearby.

Top Portland hotels deals

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.

Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.

Get rates
Book a stay at this beach houseboat in Portland. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Weymouth Beach and Portland Harbour are located nearby.
Kitchen
Pet-friendly
Heights Hotel

Heights Hotel

3 out of 5
Yeates Road, Portland, England
The price is CA $172 per night
CA $172
CA $207 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star 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.
Breakfast included
Parking included
The Aqua

The Aqua

3 out of 5
Castletown, Portland, England
The price is CA $162 per night
CA $162
CA $194 total
includes taxes & fees
10 Dec - 11 Dec
Stay at this 3-star 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
Beautiful, family friendly Cottage with sea views of Chesil Beach

Beautiful, family friendly Cottage with sea views of Chesil Beach

Get rates
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Weymouth Harbour and Weymouth Beach are located nearby.
Kitchen
Washer
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Free cancellation
Reserve now, pay when you stay
The price is CA $88 per night
CA $88
CA $106 total
includes taxes & fees
5 Dec - 6 Dec
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.
Breakfast available
Bar
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 $100 per night
CA $100
CA $120 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star 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.
Pool
Hot tub
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.

Popular places to visit

Portland Bill Lighthouse

Portland Bill Lighthouse

Find out about the history of Southwell when you spend time at Portland Bill Lighthouse. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Portland Bill Lighthouse
Portland Bill

Portland Bill

Commune with nature and explore the great outdoors at Portland Bill during your travels in Southwell. Stroll along the area's beautiful beaches, or simply savor its charming coffeehouses.

Portland Bill
Church Ope Cove

Church Ope Cove

Why not spend a carefree afternoon at Church Ope Cove during your travels in Southwell? Amble around the area's seaside or visit its spas.

Church Ope Cove

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 $1,698. 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

Portland
Photo by Doug Smith
Photo by Doug Smith
Photo by Leila Mae
Photo by Leila Mae
Photo by Doug Smith
Photo by Doug Smith
Photo by Chaz Selwyn
Photo by Chaz Selwyn