Title: Book Windham Vacation Packages 2026 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx10053)[Hotels in Windham](https://expedia.com/Windham-Hotels.d10053.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d10053.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windham Vacations from $802 ## 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 Windham Vacation With plenty of highlights as well as some hidden gems, this city is best experienced with a Windham vacation package. Book a hotel in Parkside, which is good for festivals, markets and walking. If your trip to Windham includes a little sightseeing, don't miss well-known attractions like [Maine Wildlife Park](https://www.expedia.com/Maine-Wildlife-Park-Windham.d553248621532667988.Vacation-Attraction), [Riverside Municipal Golf Course](https://www.expedia.com/Riverside-Municipal-Golf-Course-Portland.d6327744.Vacation-Attraction) and [MAGAN Trailhead](https://www.expedia.com/MAGAN-Trailhead-Portland.d641530092651474944.Vacation-Attraction). Check out Expedia's wide range of travel options and begin planning your perfect vacation to Windham today. ## The Latest Windham vacation packages Price found within the past 48 hours. Click for updated prices. ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland $802 per person Apr 6 - Apr 9 found 17 hours ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) Very friendly and helpful staff, clean room, comfortable beds and pillows, large closet and storage space, ample number of chairs, good heating system, and a nice bathroom with lots of hot water for a long shower. The property is in a convenient location within walking distance to restaurants, stores, coffee shops, etc. Reviewed on Feb 19, 2026 ![Ogunquit River Inn & Suites](https://images.trvl-media.com/lodging/2000000/1200000/1198100/1198069/c97d3fbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ogunquit River Inn & Suites $955 per person May 8 - May 15 found 11 hours ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9/10 Wonderful! (1,001 reviews) The room was very clean! Reviewed on Oct 31, 2025 ![The Docent’s Collection – Thompson Block](https://images.trvl-media.com/lodging/39000000/38780000/38770100/38770068/e5025392_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Docent’s Collection – Thompson Block Downtown Portland $809 per person Apr 6 - Apr 9 found 17 hours ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.6/10 Exceptional! (249 reviews) Room was very clean, neat vibe, tons of space! Made coming back from Reviewed on Jan 23, 2026 ![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The McKernan Inn $868 per person Apr 6 - Apr 9 found 17 hours ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9/10 Wonderful! (83 reviews) We had a wonderful stay, breakfast was great Reviewed on Feb 18, 2026 ![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Weldon Hotel Downtown Portland $850 per person Apr 6 - Apr 9 found 17 hours ago Roundtrip flight included Atlanta (ATL) to Portland (PWM) 9.8/10 Exceptional! (86 reviews) Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Windham [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-20/2026-03-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_10053) ### Discover the most popular places to visit in Windham #### Seacoast Adventure 5/5(4 reviews) Bring the family to Seacoast Adventure and enjoy some excitement at this amusement park in Windham. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants. [](https://expedia.com/Seacoast-Adventure-Windham.d553248621532667986.Vacation-Attraction) ### What to do in Windham ![Portland Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/45719150/c5757d24-772a-4314-9a5b-385c37350ecc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Portland Smartphone Audio Tour: Self-Guided Drive $17 per traveler [](https://expedia.com/things-to-do/portland-smartphone-audio-tour-self-guided-drive.a45719150.activity-details) ![Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour](https://mediaim.expedia.com/localexpert/44927495/42f8f2e5-289d-480a-a822-cc8751cc6b66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour $10 per traveler [](https://expedia.com/things-to-do/downtown-portland-coastal-vibe-and-old-mansions-with-in-add-audio-tour.a44927495.activity-details) ![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/00064774-1203-465f-8cee-e200125a2c6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ultimate Portland Self-Guided Driving GPS Audio Tour $17 per traveler **100%** of travellers recommend [](https://expedia.com/things-to-do/ultimate-portland-self-guided-driving-gps-audio-tour.a44941422.activity-details) [See all activities in Windham](https://expedia.com/things-to-do/search?rid=10053) ## Windham Hotel Deals ![Dormir](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dormir 965 Roosevelt Trail Windham ME Fully refundableReserve now, pay when you stay $132 nightly $143 total Feb 25 - Feb 26 Total with taxes and fees 8.8/10 Excellent! (1,002 reviews) Staff was friendly. Room and bathroom were very clean. Great location for Sebago Lake area Reviewed on Feb 16, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F25%2F2026&endDate=2%2F26%2F2026&selected=9312400&PinnedHotelID=9312400&HadPinnedHotel=true®ionId=10053) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clarion Hotel Portland Airport ME 1230 Congress St Portland ME Fully refundableReserve now, pay when you stay $78 nightly $87 total Feb 23 - Feb 24 Total with taxes and fees 8/10 Very Good! (1,370 reviews) Pool dirty with hair balls noted at bottom. Told staff still there hours later. Moldnin hand santizer stati9n near elevators. Rooms okay Reviewed on Feb 20, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=7171&PinnedHotelID=7171&HadPinnedHotel=true®ionId=10053) ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay $148 nightly $164 total Mar 15 - Mar 16 Total with taxes and fees 9.2/10 Wonderful! (1,769 reviews) Staff was amazing and the room was beautiful. The restaurant in the hotel a wonderful breakfast. Try the blueberry pancakes. Reviewed on Feb 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=10053) [See all 3,090 properties in Windham](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F21%2F2026&endDate=2%2F22%2F2026®ionId=10053) 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 Windham Vacation Packages ### Things to do in and around Windham Windham, Maine, offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Visitors can enjoy a variety of activities, including skiing at the local ski resort and exploring the picturesque landscapes. The area's charm and recreational options make it a great destination for those seeking both relaxation and adventure. **Shopping** The [Maine Mall](https://www.expedia.com/Maine-Mall-South-Portland.d6077232.Vacation-Attraction) is a great spot for shopping, located 9 miles away from Windham, featuring entertainment and family-friendly vibes. If you're up for a drive, you can visit the [LL Bean Flagship Store](https://www.expedia.com/LL-Bean-Flagship-Store-Freeport.d6180409.Vacation-Attraction) 16 miles away or explore [The Willows Flea Market](https://www.expedia.com/The-Willows-Flea-Market-Mechanic-Falls.d553248635974793735.Vacation-Attraction), 23 miles from Windham, for unique finds. **Recreation** Experience live music at [Thompson's Point](https://www.expedia.com/Thompsons-Point-Portland.d553248622839373742.Vacation-Attraction), a vibrant venue 9 miles from Windham that offers an electrifying atmosphere. For sports enthusiasts, [Hadlock Field](https://www.expedia.com/Hadlock-Field-Valley-Street.d6077238.Vacation-Attraction), also 9 miles away, hosts thrilling games. Enjoy a round of golf at [Riverside Municipal Golf Course](https://www.expedia.com/Riverside-Municipal-Golf-Course-Portland.d6327744.Vacation-Attraction), just 5 miles from Windham, surrounded by beautiful scenery. **Adventure** Experience the thrill at [Seacoast Adventure](https://www.expedia.com/Seacoast-Adventure-Windham.d553248621532667986.Vacation-Attraction) with exciting arcade games and family-friendly activities. Hike the scenic [Rattlesnake Mountain Trail](https://www.expedia.com/Rattlesnake-Mountain-Trail-Raymond.d553248621532667989.Vacation-Attraction) for breathtaking views, located 10 miles from Windham. For more fun, visit [Bayside Bowl](https://www.expedia.com/Bayside-Bowl-West-Bayside.d553248621532668077.Vacation-Attraction) to enjoy arcade games and a lively atmosphere, also 10 miles away. **Nightlife** Windham offers a cozy nightlife with local favorites like The Frog & Turtle, where you can enjoy craft beers and live music. For a relaxed evening, visit the Windham Public Library's events, or unwind at a nearby bar with friends, soaking in the welcoming community vibe. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Windham Windham, Maine, is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore a variety of attractions, including historic colleges and universities, charming historic houses, and entertainment arenas. The area's points of interest cater to travelers looking for cultural experiences, outdoor activities, and beautiful beach settings, making it a delightful spot for a memorable vacation. - **[University of New England: ](https://www.expedia.com/University-Of-New-England-Portland.d6176269.Vacation-Attraction)** A modern institution located 7 miles from Windham, the University of New England offers a vibrant campus atmosphere. Visitors can enjoy the blend of academic excellence and city vibes, making it a great spot for a leisurely stroll or to appreciate the architecture. - **[Portland Museum of Art: ](https://www.expedia.com/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction)** Situated 10 miles away, this museum showcases a rich collection of American and European art. With its cultural vibes, visitors can immerse themselves in art exhibitions and enjoy the beautiful architecture of the museum itself. - **[Cross Insurance Arena: ](https://www.expedia.com/Cross-Insurance-Arena-Downtown-Portland.d6077236.Vacation-Attraction)** Also located 10 miles from Windham, this entertainment venue is perfect for family-friendly events. Experience the excitement of live sports, concerts, and shows, all in a lively atmosphere that appeals to all ages. ### Best time to go to Windham The best time to visit Windham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny 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 | 24.6°F (-4.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 25.9°F (-3.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 32.9°F (0.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 43.7°F (6.5°C) | Light Rain | Mostly Cloudy | Slightly High | Average | | May | 54.3°F (12.4°C) | Light Rain | Mostly Sunny | Average | Average | | June | 62.6°F (17.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 69.4°F (20.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 68.7°F (20.4°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 62.2°F (16.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 51.6°F (10.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 40.1°F (4.5°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 31.6°F (-0.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### Tips to save on your trip to Windham - 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 March) for more affordable package holidays to Windham. - 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. ## Windham Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Portland Intl. Jetport Airport (PWM) | | Max Temp Winter | 30ºF | | Max Temp Summer | 75ºF | | Top Sights | [State Theatre](https://www.expedia.com/State-Theatre-Downtown-Portland.d553248621532668181.Vacation-Attraction), [East End Beach](https://www.expedia.com/East-End-Beach-East-End.d6326357.Vacation-Attraction) and [Portland Museum of Art](https://www.expedia.com/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](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 Windham vacation package cost? ### What are the cheapest months to go to Windham? ### How many days is enough for Windham? ### How to find the best Windham package deals? ### Is it cheaper to book a Windham vacation as a package? ### When to book a vacation package to Windham? ### How to plan a trip to Windham? > 1. Pick your travel dates: What you want to do in Windham and your preferred season can help you decide when to get away. > 2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Windham. > 3. Organize your Windham escape with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Search for and book stays and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Windham together. > 4. Set the duration of your trip: Start by compiling a list of the attractions and activities you want to experience in Windham. Then, estimate how long you'll need at each, along with any travel time. > 5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Windham vacation package that brings all your bookings together. > 6. Add on experiences and excursions: Have a look at our travel guide to find some incredible [things to do in Windham](https://www.expedia.com/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities). Book tickets or make reservations in advance to save time and avoid the hassle of searching for activities once you arrive. ### Does Expedia offer Book Now, Pay Later Windham vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Little Falls-South Windham Hotels ](https://www.expedia.com/Little-Falls-South-Windham-Hotels.d553248634999088397.Travel-Guide-Hotels) - [Hotels near Shaw Park ](https://www.expedia.com/Shaw-Park-Hotels.0-l553248633861906803-0.Travel-Guide-Filter-Hotels) - [North Windham Hotels ](https://www.expedia.com/North-Windham-Hotels.d553248634999118067.Travel-Guide-Hotels) - [Hotels near Maine Wildlife Park ](https://www.expedia.com/Maine-Wildlife-Park-Hotels.0-l553248621532667988-0.Travel-Guide-Filter-Hotels) - [Westbrook Hotels ](https://www.expedia.com/Westbrook-Hotels.d56049.Travel-Guide-Hotels) - 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