Portland Vacation Packages 2026 from $784

Portland flight + hotel vacation packages

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

Duke of Leinster

London City Centre

$784

per person

Mar 6 - Mar 12

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

Free WiFi in public areas, limo/town car service, and a computer station are available at this hotel. Traveling on business? Take advantage of the business center and free internet in public areas. Luggage storage, concierge services, and free newspapers are also on offer.

Ellen Kensington

London City Centre

$1,085

per person

Mar 8 - Mar 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to London (LHR)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A terrace, luggage storage, and laundry facilities are also on offer.

Park Lane Apartments - Shaw House

London City Centre

Save 100% on your flight

$2,600

per person

Mar 8 - Mar 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Residence Inn by Marriott London Bridge

London City Centre

$1,388

per person

Mar 8 - Mar 14

found 18 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to London (LHR)

This hotel features a 24-hour gym and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental breakfast each morning.

The Cadogan, A Belmond Hotel, London

London City Centre

Save 100% on your flight

$1,652

per person

Feb 8 - Feb 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This luxury hotel features 2 outdoor tennis courts, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Top Portland hotels deals

Heights Hotel

Yeates Road Portland England

Get rates

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

Castletown Portland England

$136 nightly

$164 total

Jan 5 - Jan 6, 2026

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.

Best Western Weymouth Hotel Rembrandt

12-18 Dorchester Road Weymouth England

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$108 total

Dec 17 - Dec 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

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade Weymouth England

$69 nightly

$83 total

Dec 16 - Dec 17

Total with taxes and fees

This hotel features a bar/lounge, free WiFi in public areas, and luggage storage.

Free WiFi

Breakfast available

The Duchess of Cornwall Inn

12 Queen Mother Square, Dorchester England

$73 nightly

$88 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace is also provided.

Durdle Door Hotel

West Lulworth House, Main Road Wareham England

$97 nightly

$117 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Luggage storage is also provided.

Pet friendly

Free WiFi

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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 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.

Head down to see the lighthouse and pulpit rock

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.

Beautiful quiet beach
Very big pebbles, rocks so probably don't attempt to go barefoot.

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.

Frequently asked questions

How much are vacation packages to Portland?

Vacation packages, which include flights and hotels in Portland, start at just $784. 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.