Portland Vacation Packages 2026 from $967

Portland flight + hotel vacation packages

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

Dreamtel London Kensington

London City Centre

$967

per person

Aug 27 - Aug 31

found 4 hours ago

Roundtrip flight included

New York (NYC) to London (LHR)

Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Corinthia London

London City Centre

$2,185

per person

Aug 13 - Aug 16

found 16 hours ago

Roundtrip flight included

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

A full-service spa, 4 restaurants, and 2 indoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Make the most of the 24-hour gym and sauna, and relax with drinks at one of the 2 bars/lounges.

Holiday Inn London - Regent's Park by IHG

London City Centre

$1,425

per person

Sep 3 - Sep 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, limo/town car service, and a snack bar/deli are also offered.

5 Bedroom Holiday Home With Sauna, No Deposit

Save 100% on your flight

$4,371

per person

Jul 11 - Jul 13

found 1 day ago

Roundtrip flight included

New York (NYC) to London (LHR)

A sauna, free self parking, and barbecue grills are featured at this vacation home. A terrace and a garden are also provided.

Hotel La Place

London City Centre

$1,528

per person

Aug 9 - Aug 15

found 1 day ago

Roundtrip flight included

New York (NYC) to London (LHR)

This hotel features a bar/lounge, free WiFi in public areas, and a library. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle. Luggage storage, laundry facilities, and concierge services are also on offer.

Top Portland hotels deals

The Aqua

Castletown Portland England

Free Cancellation

Reserve now, pay when you stay

$141 nightly

$169 total

Jun 10 - Jun 11

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.

Heights Hotel

Yeates Road Portland England

$158 nightly

$190 total

Jun 14 - Jun 15

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

One bed apartment next to Chesil Beach Dorset

Portland England

Get rates

This apartment features laundry facilities.

Fairhaven Hotel

Fairhaven Hotel, 37 Esplanade Weymouth England

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$91 total

Jun 14 - Jun 15

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

12-18 Dorchester Road Weymouth England

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$132 total

Jun 14 - Jun 15

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.

The Jubilee Hotel East- with Spa Facilities

143-146 The Esplanade Weymouth England

Free Cancellation

$94 nightly

$113 total

Jun 9 - Jun 10

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

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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

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

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.

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 $967. 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.