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Holidays in Portland

Ready to break free and head off on your next holiday? Come and see what Portland is all about!

Portland Holidays

We believe that each and every traveller is unique in their own way, and you're not one to buck the trend. From accommodation to flights, rental cars to tours, let ebookers custom-build the ideal Portland itinerary for you and your travel group today.

You'll be over the moon with savings of up to 16%* if you combine your airfares and hotels with us.

There are over 500 partner airlines and more than 500,000 properties around the globe just a click away. It's time to stop holding back and start designing your ultimate holiday.

Appreciate having a bit of peace of mind? Secure a Flight + Hotel package now via ebookers, and if you happen to see a cheaper deal elsewhere within 48 hours pre check in, we'll meet it and return the difference. That's our Price Guarantee.

The time is right now! Chase your inner wanderer and never let go. Every corner of the globe is filled with fantastic surprises and inspiring experiences, so allow us to help you get moving. Terms and Conditions apply.

Holidays in Portland

Often, it's the people of a city that make it special. In this part of Dorset, there's 13,000 of them.

Portland lies 4 miles away from Weymouth, and 120 miles away from London, the country's capital.

Listen to some good tunes, get some exercise or just be at ease in the city's parklands. Choose from Broadcroft Quarry Nature Reserve and Governor's Community Garden.

Do you find it tough to imagine taking a trip and not spending some time near the water? Chesil Beach awaits!

Take time to wander through the hallways and learn more about our world at the Portland Museum. The carefully presented artefacts and interesting exhibits are bound to teach you something new.

The Verne High Angle Battery and the Durdle Pier help shine a spotlight on Portland's background. History fanatics should schedule time for both.

Safeguarded between the towering walls of Portland Castle is an incredible history. The heyday of a bygone era can be felt in every room.

Standing where the land meets the sea, Portland Bill Lighthouse has been a beacon for many ships throughout the years. It's also a great place to work on your photography skills!

Dress up for an evening of entertainment at Portland's the Royal Manor Theatre, a lively local venue.

There's always more to see. Why not swing by Weymouth and Portland National Sailing Academy?

Best Portland Flight + Hotel Holiday Deals

See all 582 properties in Portland
Maritime Hotel

Maritime Hotel

Southwell Park, Dorset, Portland, England
    3.5 out of 5.0
     
     
    2.0 out of 5 (1 reviews)

    The spacious rooms at Maritime Hotel get high marks from our customers. During your stay, you'll be within walking distance of Portland Bill Lighthouse. Features ...

    Maritime Hotel£45

    Maritime Hotel£45
    Beach House B&B

    Beach House B&B

    51 Chiswell, Portland, England
      3.0 out of 5.0
       
       
      4.5 out of 5 (2 reviews)

      Our customers tell us that they enjoy the clean rooms at Beach House B&B. During your stay, you're just a quick walk from Chesil Beach. Features include free ...

      Beach House B&B£70

      Beach House B&B£70
      Heights Hotel

      Heights Hotel

      Yeates Road, Portland, England
        3.0 out of 5.0
         
         
        3.7 out of 5 (3 reviews)

        Our customers tell us that they enjoy the convenient parking at Heights Hotel. During your stay, you're just a quick walk from The Olympic Rings Stone Sculpture. ...

        Heights Hotel£81

        Heights Hotel£81
        The Aqua

        The Aqua

        Castletown, Portland, England
          3.0 out of 5.0
           
           

          The free breakfast at The Aqua gets good marks from our customers. During your stay, you're just a quick walk from Weymouth Bay. You'll find features such as ...

          The Aqua£59

          The Aqua£59
          YHA Portland - Hostel

          YHA Portland - Hostel

          Hardy House, Castle Road, Portland, England
            3.0 out of 5.0
             
             

            Our customers tell us that they enjoy the comfortable beds at YHA Portland - Hostel. During your stay, you're just a quick walk from Weymouth Bay. Free WiFi ...

            YHA Portland - Hostel£39

            YHA Portland - Hostel£39
            Portland Lodge Hotel

            Portland Lodge Hotel

            Easton Lane, Portland, England
              3.0 out of 5.0
               
               
              3.0 out of 5 (1 reviews)

              During your stay at Portland Lodge Hotel, you're just a quick walk from The Olympic Rings Stone Sculpture. Features include free WiFi in public areas and free ...

              Portland Lodge Hotel£62

              Portland Lodge Hotel£62
              199 Atlantic House

              199 Atlantic House

              Ayton Drive, Portland, England
                3.5 out of 5.0
                 
                 

                During your stay at this apartment building, you're just a quick walk from Weymouth Bay. You'll find features such as free self-parking, plus an outdoor pool ...

                199 Atlantic HouseGet Rates

                Thirtyfive B&B

                Thirtyfive B&B

                35 Easton Street, Portland, England
                  4.0 out of 5.0
                   
                   
                  5.0 out of 5 (2 reviews)

                  Our customers tell us that they enjoy the spacious rooms at Thirtyfive B&B. During your stay, you're just a quick walk from Broadcroft Quarry Nature Reserve. ...

                  Thirtyfive B&B£78

                  Thirtyfive B&B£78
                  Mariners Cottage, a Beach House 10 Yards From Chesil Beach

                  Mariners Cottage, a Beach House 10 Yards From Chesil Beach

                  181 Brandy Row, Portland, ENG
                     
                     

                    During your stay at this holiday home, you're just a quick walk from Chesil Beach. Enjoy your stay with amenities like a kitchen and 3 bathrooms in the holiday ...

                    Mariners Cottage, a Beach House 10 Yards From Chesil BeachGet Rates

                    Tree Tops

                    Tree Tops

                    Treetops 158 Church Ope Road, Portland, England
                      3.5 out of 5.0
                       
                       

                      During your stay at this cottage, you're just a quick walk from Weymouth Bay. Enjoy features like free self-parking. The cottage includes amenities such as free ...

                      Tree Tops£585

                      Tree Tops£585

                      ^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.