Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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The 55 by Le Mirage

The 55 by Le Mirage

4 out of 5
London City Centre
Price was $1,725, price is now $1,245 per person
$1,245
per person
Aug 15 - Aug 20
found 2 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
This hotel features a bar/lounge, free WiFi in public areas, and a terrace. There's a snack bar/deli and multilingual staff can provide around-the-clock assistance.
Victoria Vincent Square by Viridian Apartments

Victoria Vincent Square by Viridian Apartments

3 out of 5
London City Centre
Price was $1,945, price is now $1,541 per person
$1,541
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
Free WiFi in public areas is available at this apartment. Take advantage of the self parking.
The Berkeley, Maybourne

The Berkeley, Maybourne

5 out of 5
London City Centre
Price was $3,313, price is now $2,655 per person
$2,655
per person
Aug 3 - Aug 6
found 12 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
Apartment in Pimlico Near Tate Britain

Apartment in Pimlico Near Tate Britain

2 out of 5
London City Centre
Save 100% on your flight
Price was $4,118, price is now $2,516 per person
$2,516
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
The Newman

The Newman

5 out of 5
London City Centre
Save 100% on your flight
Price was $41,669, price is now $29,781 per person
$29,781
per person
Sep 8 - Sep 14
found 8 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at one of the 2 bars/lounges and enjoy the in-room fitness.

Top Portland hotels deals

The Aqua

The Aqua

3 out of 5
Castletown Portland England
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $159 total per night
$159 total
Jun 28 - Jun 29
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like English breakfast and WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Breakfast included
Free WiFi
Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
$156 nightly
The price is $187 total per night
$187 total
Jul 5 - Jul 6
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Breakfast included
Parking included
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $114 total per night
$114 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a bar/lounge, free WiFi in public areas, and luggage storage.
Free WiFi
Breakfast available
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
$114 nightly
The price is $137 total per night
$137 total
Jul 5 - Jul 6
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.
Pool
Hot Tub
The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade Weymouth England
Free Cancellation
$91 nightly
The price is $109 total per night
$109 total
Jun 28 - Jun 29
Total with taxes and fees
This Georgian hotel features a full-service spa and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a garden, and express check-in are also offered.
Spa
Pet friendly
The Jubilee Hotel West- with Spa Facilities

The Jubilee Hotel West- with Spa Facilities

3 out of 5
143/145 The Esplanade Weymouth England
Free Cancellation
$102 nightly
The price is $123 total per night
$123 total
Jun 28 - Jun 29
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a garden, and luggage storage are also offered.
Spa
Pet friendly
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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.

Popular places to visit

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

Portland Bill Lighthouse

5/5(4 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 charming coffeehouses.

Portland Bill Lighthouse
A rocky coastline with waves crashing against the rocks.

Portland Bill

5/5(1 review)

Commune with nature and explore the great outdoors at Portland Bill during your travels in Portland. Stroll along the area's waterfront, or simply savor its lively bars.

Portland Bill
Church Ope Cove

Church Ope Cove

Why not spend a carefree afternoon at Church Ope Cove during your travels in Portland? While you're here, you can savor the top-notch restaurants.

Church Ope Cove

Frequently asked questions

How much are vacation packages to Portland?
Vacation packages, which include flights and hotels in Portland, start at just $1,245. 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 120 mi 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 60 mi north of the buzzing city center. Other choices include Southampton Airport (SOU) (55 mi away from central Portland) and Bournemouth Intl. Airport (BOH) (30 mi 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

The Isle of Portland in Dorset
Portland Bill Lighthouse in Dorset, England on a sunny day
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.
Portland