Portland Vacation Packages 2026/2026 from $930

Portland flight + hotel vacation packages

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

Paddington Park Hotel

London City Centre

$930

per person

Feb 9 - Feb 16

found 11 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

Free WiFi in public areas and luggage storage are available at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

The Cadogan, A Belmond Hotel, London

London City Centre

Save 100% on your flight

$2,865

per person

Feb 9 - Feb 16

found 1 day ago

Roundtrip flight included

New York (JFK) 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.

One Bed Serviced Apartment in Chelsea

London City Centre

Save 100% on your flight

$1,437

per person

Feb 9 - Feb 16

found 16 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

This apartment features concierge services.

Great Scotland Yard Hotel, part of Hyatt

London City Centre

Save 100% on your flight

$1,742

per person

Feb 9 - Feb 16

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Royal Lancaster London

London City Centre

Save 100% on your flight

$1,291

per person

Feb 15 - Feb 20

found 16 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. WiFi in public areas is free.

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.

The Aqua

Castletown Portland England

$136 nightly

$164 total

Dec 9 - Dec 10

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

$89 nightly

$106 total

Dec 15 - Dec 16

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.

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade Weymouth England

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$82 total

Dec 7 - Dec 8

Total with taxes and fees

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

The Duchess of Cornwall Inn

12 Queen Mother Square, Dorchester England

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$96 total

Dec 4 - Dec 5

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

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$112 total

Dec 4 - Dec 5

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.

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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 charming coffeehouses.

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 $930. 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.