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.
The Villa Kensington

The Villa Kensington

3.5 out of 5
London City Centre
Price was $1,422, price is now $971 per person
$971
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
Free WiFi in public areas, express check-out, and dry cleaning are available at this hotel. Luggage storage, laundry facilities, and concierge services are also on offer.
The Beaumont Mayfair

The Beaumont Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,702, price is now $3,171 per person
$3,171
per person
Nov 16 - Nov 21
found 5 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.
The Newman

The Newman

5 out of 5
London City Centre
Save 100% on your flight
Price was $37,395, price is now $25,984 per person
$25,984
per person
Nov 12 - Nov 17
found 23 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at one of the 2 bars/lounges and enjoy the in-room fitness.
1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
Price was $4,109, price is now $2,898 per person
$2,898
per person
Nov 16 - Nov 21
found 5 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
This hotel features 2 coffee shops/cafes and a gym. Enjoy the in-room fitness and perks like free WiFi. A restaurant and a bar/lounge offer onsite options for dining and drinks, and concierge services are provided.
Astoria Hotel

Astoria Hotel

3 out of 5
London City Centre
Price was $1,363, price is now $971 per person
$971
per person
Oct 15 - Oct 21
found 5 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
This hotel features self parking and free WiFi in public areas. Luggage storage is also provided.

Top Portland hotels deals

Heights Hotel

Heights Hotel

3 out of 5
Yeates Road Portland England
$133 nightly
The price is $159 total per night
$159 total
Oct 4 - Oct 5
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.
The Aqua

The Aqua

3 out of 5
Castletown Portland England
$143 nightly
The price is $172 total per night
$172 total
Sep 22 - Sep 23
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.
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
$78 nightly
The price is $93 total per night
$93 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features a bar/lounge, free WiFi in public areas, and luggage storage.
Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

3 out of 5
32 High West Street, 32 Dorchester England
$67 nightly
The price is $80 total per night
$80 total
Sep 13 - Sep 14
Total with taxes and fees
Free WiFi in public areas, express check-in, and luggage storage are available at this hotel. A safe deposit box is also provided.
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
$112 nightly
The price is $134 total per night
$134 total
Oct 8 - Oct 9
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

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade Weymouth England
$79 nightly
The price is $95 total per night
$95 total
Oct 4 - Oct 5
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.
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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 lively bars.
See properties

Frequently asked questions

How much are vacation packages to Portland?
Vacation packages, which include flights and hotels in Portland, start at just $971. 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.