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.
Cleveland Residences Chelsea

Cleveland Residences Chelsea

2 out of 5
London City Centre
Price was $2,251, price is now $1,696 per person
$1,696
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
Free WiFi in public areas, a garden, and luggage storage are available at this aparthotel. Laundry facilities and a virtual front desk are also provided.
Park Lane Apartments - Shaw House

Park Lane Apartments - Shaw House

3.5 out of 5
London City Centre
Save 100% on your flight
Price was $8,936, price is now $6,329 per person
$6,329
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
An indoor tennis court is featured at this apartment, along with free WiFi in public areas and a computer station. A business center, luggage storage, and laundry facilities are also on offer.
Cleveland Residences Bloomsbury

Cleveland Residences Bloomsbury

4 out of 5
London City Centre
Price was $2,430, price is now $1,797 per person
$1,797
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Cleveland Residences Russell Square

Cleveland Residences Russell Square

3 out of 5
London City Centre
Price was $2,300, price is now $1,714 per person
$1,714
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
This aparthotel includes luggage storage and laundry facilities.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Price was $2,492, price is now $1,861 per person
$1,861
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A snack bar/deli and a safe deposit box are also provided.

Top Portland hotels deals

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
$161 nightly
The price is $193 total per night
$193 total
May 17 - May 18
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
The Aqua

The Aqua

3 out of 5
Castletown Portland England
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $173 total per night
$173 total
May 12 - May 13
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
One bed apartment next to Chesil Beach Dorset

One bed apartment next to Chesil Beach Dorset

Portland England
Get rates
This apartment features laundry facilities.
Kitchen
Washer
Beautiful, family friendly Cottage with sea views of Chesil Beach

Beautiful, family friendly Cottage with sea views of Chesil Beach

Fortuneswell ENG
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $86 total per night
$86 total
May 17 - May 18
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
$107 nightly
The price is $129 total per night
$129 total
May 17 - May 18
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
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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

Portland, Dorset, England

Portland Bill Lighthouse

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
Portland Bill

Portland Bill

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 $1,696. 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
Portland, Dorset, England
Adobe
Portland