Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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

Matchbox

3.5 out of 5
Save 100% on your flight
Price was $1,936, price is now $1,192 per person
$1,192
per person
Sep 8 - Sep 13
found 9 hours ago
Roundtrip non-stop flight included
New York (NYC) to London (LHR)
Free WiFi in public areas is available at this vacation home. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Chancery Lane by Viridian Apartments

Chancery Lane by Viridian Apartments

4 out of 5
London City Centre
Save 100% on your flight
Price was $3,423, price is now $2,342 per person
$2,342
per person
Oct 2 - Oct 7
just found
Roundtrip flight included
New York (NYC) to London (LHR)
Montcalm Mayfair Townhouse

Montcalm Mayfair Townhouse

4 out of 5
London City Centre
Price was $1,953, price is now $1,442 per person
$1,442
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and dry cleaning. Luggage storage, laundry facilities, and concierge services are also on offer.
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 $3,903, price is now $2,553 per person
$2,553
per person
Sep 29 - Oct 3
found 12 hours ago
Roundtrip flight included
New York (NYC) to London (LHR)
Cleveland Residences Bloomsbury

Cleveland Residences Bloomsbury

4 out of 5
London City Centre
Price was $2,264, price is now $1,613 per person
$1,613
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Top Portland hotels deals

The Aqua

The Aqua

3 out of 5
Castletown Portland England
$141 nightly
The price is $169 total per night
$169 total
Aug 6 - Aug 7
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
$157 nightly
The price is $189 total per night
$189 total
Aug 2 - Aug 3
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
$92 nightly
The price is $111 total per night
$111 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a bar/lounge, free WiFi in public areas, and luggage storage.
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
$116 nightly
The price is $140 total per night
$140 total
Jul 29 - Jul 30
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
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
$129 nightly
The price is $154 total per night
$154 total
Aug 23 - Aug 24
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.
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
$97 nightly
The price is $116 total per night
$116 total
Aug 9 - Aug 10
Total with taxes and fees
A restaurant, free self parking, and wedding services are among this hotel's amenities. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.
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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 top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Portland?
Vacation packages, which include flights and hotels in Portland, start at just $1,192. 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

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.