Title: Most Booked Portland Vacation Book from $1,245 | Expedia.com [Portland Travel Guide](https://expedia.com/Portland.dx182615)[Hotels in Portland](https://expedia.com/Portland-Hotels.d182615.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.com/Portland-Vacation-Rentals.d182615.Travel-Guide-VacationRentals)[Flights to Portland](https://expedia.com/Cheap-Flights-To-Portland.d182615.Travel-Guide-Flights)[Things to do in Portland](https://expedia.com/Things-To-Do-In-Portland.d182615.Travel-Guide-Activities)[Car Rentals in Portland](https://expedia.com/Car-Rentals-In-Portland.d182615.Car-Rental-Guide) ![](https://images.trvl-media.com/place/182615/dfa783fe-5f25-40a4-9a5f-5c3ca8c8675f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Portland Vacations from $1,245 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Portland Vacation Prepare to experience Portland on your own terms with a custom Portland vacation package! Uncovering the treasures of this interesting city is made easier with a base in a neighborhood such as Winfrith Newburgh, which is great for nature, among lots of other things. A trip to Portland is a terrific opportunity to see the sights. Be sure to look around well-known attractions like [Weymouth Beach](https://www.expedia.com/Weymouth-Beach-Weymouth.d6092157.Vacation-Attraction), [Chesil Beach](https://www.expedia.com/Chesil-Beach-Weymouth.d6092167.Vacation-Attraction) and [Weymouth Harbour](https://www.expedia.com/Weymouth-Harbour-Weymouth.d553248635975733700.Vacation-Attraction). Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your Portland vacation plans into action! ## The Latest Portland vacation packages Price found within the past 48 hours. Click for updated prices. ![Park Grand Mayfair](https://images.trvl-media.com/lodging/5000000/4220000/4212200/4212191/ab925683_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Grand Mayfair London City Centre $1,245 per person Mar 13 - Mar 19 found 16 hours ago Roundtrip flight included New York (JFK) to London (LHR) 7.2/10 Good! (603 reviews) the rooms are spacious and the location is very convenient for me. the staff is really attentive and polite. Reviewed on Jan 26, 2026 ![Montcalm Marble Arch Townhouse](https://images.trvl-media.com/lodging/1000000/90000/84100/84049/aedeffa2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Montcalm Marble Arch Townhouse London City Centre $1,336 per person Mar 13 - Mar 19 found 16 hours ago Roundtrip flight included New York (JFK) to London (LHR) 7.6/10 Good! (10 reviews) very clean room and bathroom Reviewed on Nov 26, 2025 ![The Langham, London](https://images.trvl-media.com/lodging/1000000/30000/22100/22099/bb9ee3ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, London London City Centre Save 100% on your flight $2,429 per person Mar 14 - Mar 20 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to London (LHR) 9.6/10 Exceptional! (1,002 reviews) The staff, the rooms are all first class! The spa is amazing. Very clean Reviewed on Jan 19, 2026 ![Urban Chic - Bond Street](https://images.trvl-media.com/lodging/14000000/13460000/13455800/13455725/3619789b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Urban Chic - Bond Street London City Centre Save 100% on your flight $2,332 per person Mar 13 - Mar 19 found 16 hours ago Roundtrip flight included New York (JFK) to London (LHR) 6.8/10 (5 reviews) ![Avari Apartments - Winchester Collection](https://images.trvl-media.com/lodging/92000000/91030000/91020200/91020172/8f7b37f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Avari Apartments - Winchester Collection London City Centre $1,349 per person Apr 14 - Apr 17 found 19 hours ago Roundtrip flight included Los Angeles (LAX) to London (LHR) 7.8/10 Good! (7 reviews) Great service and they also kindly gave us free early check-in which was super helpful. Great place to stay for a short stay and amazing location. Reviewed on Jan 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Portland [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOH&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Portland ![Portland Bill Lighthouse Dorset, UK](https://images.trvl-media.com/place/6167041/f04fd455-2aae-4192-8d0a-2499ac4977db.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Portland-Bill-Lighthouse-Portland.d6167041.Vacation-Attraction) ![Beautiful quiet beach Very big pebbles, rocks so probably don't attempt to go barefoot. ](https://images.trvl-media.com/place/182615/ea76ec6b-5a3a-4d7e-8431-ea1403392d58.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Church-Ope-Cove-Portland.d553248621555940544.Vacation-Attraction) #### Portland Harbour Explore the waterfront in Portland with a trip to Portland Harbour. Stroll along the area's waterfront, or simply savor its lively bars. [](https://expedia.com/Portland-Harbour-Portland.d553248621555784718.Vacation-Attraction) ### What to do in Portland ![Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735 ](https://mediaim.expedia.com/localexpert/2915786/c66065d8-a8ae-4ff6-8924-bdb5bbcfa60a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pauls Walking Tour - Sundays at 10:00am - or Group $13 per adult [](https://expedia.com/things-to-do/pauls-walking-tour-sundays-at-1000am-or-group.a2915786.activity-details) [See all activities in Portland](https://expedia.com/things-to-do/search?rid=182615) ## Portland Hotel Deals ![Heights Hotel](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Heights Hotel Yeates Road Portland England 8.4/10 Very Good! (683 reviews) Yes, the room was spotless but it is the friendliness of the staff that makes our stay most enjoyable. The wide choice of breakfast suits everyone. Unfortunately we found the evening dinners a little too rich for our taste on this visit. Previous visits have had more choice for the evening meal, ... Reviewed on Jan 30, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=888814&PinnedHotelID=888814&HadPinnedHotel=true®ionId=182615) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=888814&PinnedHotelID=888814&HadPinnedHotel=true®ionId=182615) ![ Beautiful, family friendly Cottage with sea views of Chesil Beach ](https://images.trvl-media.com/lodging/31000000/30080000/30077400/30077346/19bbb671_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautiful, family friendly Cottage with sea views of Chesil Beach Fortuneswell ENG 9.2/10 Wonderful! (24 reviews) Lovely cottage - clean and nicely furnished. Good location to explore Reviewed on Jan 19, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=30077346&PinnedHotelID=30077346&HadPinnedHotel=true®ionId=182615) [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=30077346&PinnedHotelID=30077346&HadPinnedHotel=true®ionId=182615) ![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/48d8ed81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Weymouth Hotel Rembrandt 12-18 Dorchester Road Weymouth England Fully refundableReserve now, pay when you stay $98 nightly $118 total Feb 9 - Feb 10 Total with taxes and fees 8.2/10 Very Good! (1,001 reviews) Room very clean, staff nice and friendly hotel itself also clean and fresh. Swimming pool and spa dated and not as clean (due to age rather lack of effort). Food and drink slightly over priced £17+ for a pint of lager and glass of wine. Reviewed on Jan 26, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=4102869&PinnedHotelID=4102869&HadPinnedHotel=true®ionId=182615) [See all 1,863 properties in Portland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=182615) 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. ## Find the Best Portland Vacation Packages ### Things to do in and around Portland Portland, England offers a variety of outdoor and adventure activities perfect for your vacation. Enjoy thrilling water sports, relax at a country private club, and explore educational attractions. Ideal for families, the area features exciting day trips, family-friendly tours, beach vacations, and fishing resorts, ensuring a memorable experience for everyone. **Shopping** For a unique shopping experience, explore local treasures at the Portland Market, where you can find handmade crafts and local produce. If you're up for a drive, visit the Broadwindsor Craft and Design Centre, 24 miles away, for a wider selection of artisanal gifts and souvenirs. **Recreation** Experience tranquility at [Greenhill Beach](https://www.expedia.com/Greenhill-Beach-Weymouth.d553248635978573319.Vacation-Attraction), just 5 miles from Portland, where you can unwind on the sandy shores and soak in the soothing ocean vibes. For family-friendly entertainment, catch a show at Weymouth Pavilion, located 4 miles away, or enjoy a movie at Cineworld Weymouth, also 5 miles from Portland. **Adventure** Experience the [Osmington Roman Walk](https://www.expedia.com/Osmington-Roman-Walk-Weymouth.d553248621555971186.Vacation-Attraction), a stunning 6-mile hiking trail with breathtaking scenery. Head to the Weymouth and Portland National Sailing Academy for thrilling water sports right in Portland. Don’t miss the South West Coast Path Section 49 Trailhead, a scenic 3-mile hike perfect for outdoor enthusiasts. **Nightlife** Portland's nightlife offers a vibrant mix of pubs and live music. Check out the Boat Café for a relaxed drink by the water, or head to the Royal George for a lively atmosphere and local brews. For a dance scene, try the Portland Club, where DJs keep the energy high. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Portland Portland, England, is perfect for outdoor and adventure vacations, offering stunning scenery and a blend of culture. Explore local attractions like beautiful beaches, historic castles, and bustling harbors. Whether you're seeking a relaxing beach day or a cultural experience, Portland has something for everyone. Don't miss out on guided tours and local resorts to enhance your visit and make the most of your time in this charming coastal town. - **[Chesil Beach: ](https://www.expedia.com/Chesil-Beach-Weymouth.d6092167.Vacation-Attraction)** Experience the stunning beauty of Chesil Beach, a unique pebble beach stretching along the coast. Perfect for a leisurely stroll, this spot offers breathtaking views and a serene atmosphere, making it ideal for relaxation and beach vibes. - **[Weymouth Harbour: ](https://www.expedia.com/Weymouth-Harbour-Weymouth.d553248635975733700.Vacation-Attraction)** Just a short distance away, Weymouth Harbour is a picturesque spot where you can enjoy beautiful scenery and vibrant local life. Explore the charming waterfront, indulge in fresh seafood, or take a boat tour to soak in the coastal views. - **[Portland Bill Lighthouse: ](https://www.expedia.com/Portland-Bill-Lighthouse-Portland.d6167041.Vacation-Attraction)** Visit the historic Portland Bill Lighthouse, a symbol of maritime history. Climb to the top for panoramic views of the coastline and learn about its fascinating past and cultural significance in the region. ### Best time to go to Portland The best time to visit Portland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Portland falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Portland falls in February, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 44.6°F (7.0°C) | Light Rain | Mostly Cloudy | Low | Slightly Low | | February | 44.4°F (6.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 46.0°F (7.8°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 49.1°F (9.5°C) | Light Rain | Mostly Sunny | Average | Average | | May | 53.8°F (12.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 58.8°F (14.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 62.2°F (16.8°C) | Light Rain | Mostly Sunny | High | Slightly High | | August | 62.4°F (16.9°C) | Light Rain | Mostly Sunny | High | Slightly High | | September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Average | Average | | October | 56.5°F (13.6°C) | Light Rain | Mostly Cloudy | High | Slightly Low | | November | 50.9°F (10.5°C) | Light Rain | Mostly Cloudy | Low | Average | | December | 47.3°F (8.5°C) | Light Rain | Mostly Cloudy | Low | Average | ### Tips to save on your trip to Portland - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically January to February and October) for more affordable package holidays to Portland. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Portland Beach Vacation Get set to live out those beachy daydreams on your Portland vacation. Embark on a romantic stroll, soak up the spectacular coastal views and pick up pretty seashells on your trip to Portland. Only 0.6 miles from the center of town, Church Ope Cove is the place to be for many travelers. Browse our Portland vacation packages and watch your travel budget stretch further! ## Things You Should Know About Portland - Check into one of our [Portland beach hotels](https://www.expedia.com/d182615-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) and experience this destination at its very best. Wander along the shoreline and marvel in the gorgeous sunsets right on your front door. - Our cottages, like [Heights Hotel](https://www.expedia.com/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) and [The Aqua](https://www.expedia.com/Portland-Hotels-The-Aqua.h8043695.Hotel-Information), are popular with visitors of all types. Check out the amenities and get ready for your vacation in Portland! - Some 12,700 people live in Portland. If you want recommendations about what to see and do around these parts, why not ask a couple of the friendly locals? Our [Portland things to do page](null) is also a handy source of information. - Don't leave town without checking out Portland Harbour, Portland Bill and Weymouth and Portland National Sailing Academy. With the money you save through our Portland vacation deals, you can see more top sights like these. ## Portland Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | British pounds sterling | | Population | 12,700 | | Max Temp Winter | 50ºF | | Max Temp Summer | 65ºF | | Top Sights | [Weymouth Beach](https://www.expedia.com/Weymouth-Beach-Weymouth.d6092157.Vacation-Attraction), [Chesil Beach](https://www.expedia.com/Chesil-Beach-Weymouth.d6092167.Vacation-Attraction) and [Lulworth Cove Beach](https://www.expedia.com/Lulworth-Cove-Beach-Wareham.d6092143.Vacation-Attraction) | ## More vacations you might like 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[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) 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[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Portland vacation package cost? ### What are the cheapest months to go to Portland? ### How many days is enough for Portland? ### Is it worth booking a vacation package to Portland? ### How to find the best Portland package deals? ### Is it cheaper to book a Portland vacation as a package? ### When to book a vacation package to Portland? ### How to plan a trip to Portland? > 1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Portland. > 2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Portland. > 3. Organize your Portland getaway with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Search for and book stays and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Portland together. > 4. Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Portland. Then, estimate how long you'll need at each, including any travel time. > 5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Portland vacation package that brings all your bookings together. > 6. Add on excursions and experiences: Take a look at our travel guide to find some exciting [things to do in Portland](https://www.expedia.com/Things-To-Do-In-Portland.d182615.Travel-Guide-Activities). Book tickets or make reservations in advance to save time and avoid the stress of searching for activities when you arrive. ### Does Expedia offer Book Now, Pay Later Portland vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Governor's Community Garden ](https://www.expedia.com/Governors-Community-Garden-Hotels.0-l553248621555940546-0.Travel-Guide-Filter-Hotels) - [Beach Hotels in Southwell ](https://www.expedia.com/Southwell-Hotels-Beach-Hotel.0-0-d5875-tBeachHotel.Travel-Guide-Filter-Hotels) - [Southwell Hotels ](https://www.expedia.com/Southwell-Hotels.d5875.Travel-Guide-Hotels) - [Hotels near Portland Castle ](https://www.expedia.com/Portland-Castle-Hotels.0-l6092165-0.Travel-Guide-Filter-Hotels) - [Hotels near Weymouth and Portland National Sailing Academy ](https://www.expedia.com/Weymouth-And-Portland-National-Sailing-Academy-Hotels.0-l6167039-0.Travel-Guide-Filter-Hotels) - [Hotels near Portland Harbour ](https://www.expedia.com/Portland-Harbour-Hotels.0-l553248621555784718-0.Travel-Guide-Filter-Hotels) - 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