Title: The Best Chatham Hotels with Pools from $88 - Hotels with indoor pools in Chatham, MA | Expedia.com [Chatham Travel Guide](https://expedia.com/Chatham.dx10743)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.com/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Things to do in Chatham](https://expedia.com/Things-To-Do-In-Chatham.d10743.Travel-Guide-Activities)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d10743.Destination-Travel-Guides) ![Chatham showing a windmill, wildflowers and general coastal views](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chatham Hotels with a Pool Tonight [Mar 6 - Mar 7](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-06&endDate=2026-03-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 7 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-07&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=10743&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham hotels with a pool ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0dedd969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/97707902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn [](https://www.expedia.com/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (638 reviews) - Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days. $167 nightly $191 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/c3fa2de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5695h3900x5y0-3649fa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/efc614b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn [](https://www.expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (812 reviews) - Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury. $360 nightly $412 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/28000000/27440000/27432300/27432287/0e03da8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27440000/27432300/27432287/7fd5717b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27440000/27432300/27432287/2eb0f5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/28000000/27440000/27432300/27432287/56a3eda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Awesome Vacation while staying at "HomeAway" from Home" [](https://www.expedia.com/South-Yarmouth-Hotels-Awesome-Vacation-While-Staying-At-HomeAway-From-Home.h27432287.Hotel-Information) Bass River 8.2/10 Very Good (81 reviews) $145 nightly $166 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/South-Yarmouth-Hotels-Awesome-Vacation-While-Staying-At-HomeAway-From-Home.h27432287.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/43000000/42420000/42411100/42411054/005f4d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/43000000/42420000/42411100/42411054/f2f65438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/43000000/42420000/42411100/42411054/cabfb3dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42420000/42411100/42411054/4faa774e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Seasons Resort [](https://www.expedia.com/South-Yarmouth-Hotels-Private-Cozy-Room-With-Resort-Amenities-And-Prime-Location.h42411054.Hotel-Information) Bass River 9.0/10 Wonderful (57 reviews) $113 nightly $129 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/South-Yarmouth-Hotels-Private-Cozy-Room-With-Resort-Amenities-And-Prime-Location.h42411054.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/5a8499c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/01ecbf0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/8b9d0245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds | Iron/ironing board, cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/2c353cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Travel Inn [](https://www.expedia.com/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) Hyannis 9.6/10 Exceptional (1,000 reviews) - Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools. $77 nightly $88 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5bdfdac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5e533d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/32aabc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/b61b6541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Escape Inn [](https://www.expedia.com/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) Bass River 9.4/10 Exceptional (672 reviews) - Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm. $99 nightly $114 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/177f4e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/7c597c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/ab3ba5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/be943348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mariner Motor Lodge- "Where People Come By Choice And Not By Chance". [](https://www.expedia.com/West-Yarmouth-Hotels-Mariner-Motor-Lodge-Where-People-Come-By-Choice-And-Not-By-Chance.h24222957.Hotel-Information) Yarmouth 7.8/10 Good (15 reviews) $142 nightly $163 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/West-Yarmouth-Hotels-Mariner-Motor-Lodge-Where-People-Come-By-Choice-And-Not-By-Chance.h24222957.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/8538a76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/bc568ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/b38fce29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aiden by Best Western Cape Cod - West Yarmouth [](https://www.expedia.com/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) West Yarmouth 8.0/10 Very Good (1,006 reviews) - Swim in serenity at a beachside oasis with both indoor and seasonal outdoor pools. $82 nightly $94 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/3fdd0247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Queen Beds Harborview Suite | Living area | 55-inch Smart TV with cable channels, Netflix, Hulu](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/c85afb09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/bfb8a032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/f27823ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor In Distinctive Waterfront Lodging [](https://www.expedia.com/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) Hyannis 9.4/10 Exceptional (1,002 reviews) - Plunge into seaside splendor at this waterfront hotel's seasonal outdoor pool offering harbor views and complimentary loungers. $143 nightly $164 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/056f2544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Voyager Escape King Elite | Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/c366b6b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/6ac8a051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/490000/480800/480770/10f6fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uncommoner Hotel by Reverie Boutique Collection [](https://www.expedia.com/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) West Yarmouth 9.2/10 Wonderful (115 reviews) - Renovated art deco hotel offers indoor and outdoor pools near Hyannis Harbor. $118 nightly $135 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-20&endDate=2026-03-21®ionId=10743&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Chatham Breakfast included 4 stars Hot tub 5 stars Spa ![](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=AFFINITY_SPRING_PROMO_10743) ## Top Chatham Hotel Reviews ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 6/10 Okay "Hotel is in need of a good cleaning and renovation. Hallway carpet needs to be vacuumed and has threads coming up at numerous seams. Doors to hallways from elevator lobbies are showing major wear & tear with large paint chips & marks from the housekeeping carts. Breakfast offerings are very limited to waffles, powdered scrambled eggs, sausage patty, yogurt, instant oatmeal, cereal (corn flakes or Raisin Bran), toast or small blueberry muffins. Coffee is also weak. " [](https://expedia.com/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Cape Cod Hotel](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/a9ca7204_y.jpg) ### Cape Cod Hotel 8/10 Good "Staff was very friendly " [](https://expedia.com/Hyannis-Hotels-Cape-Cod-Hotel.h28183.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 6/10 Okay "Need remodeling " [](https://expedia.com/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 2/10 Terrible "We booked the Hotel, called to check on the room as there was a Power outage in the area due to snow. We were told on the phone the room was ready. We arrived, went to check in. The women a reception informed us "You know we have no electricity, hot water, all facilities were closed. They were were willing to check us in, noting that there are only lights in the hallways. How about close the Hotel and halt booking? Terrible Managment." [](https://expedia.com/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Everything was wonderful! Great staff, fast Wi-Fi, and clean hotel. Also, the breakfast served there is the best that my wife and I have ever had from a hotel." [](https://expedia.com/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg) ### Anchor In Distinctive Waterfront Lodging 6/10 Okay "Bay view nice but if you choose „basket service“ it means NO service. TV had lots of channels but were of no relationship to handout in room. Cold floors (no rugs). Right next to hospital (possibly a good thing). Read about incredible breakfast….well increase if you are looking for packaged cheese sticks, boiled eggs (for real), cereal cups, etc. Nothing warm…frankly yuck… Way overpriced for what you get. If you are upstairs no elevator and stairway is steep and literally 2 foot or less wide…scary" [](https://expedia.com/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Staff are amazing, place is beautiful, clean and all around wonderful place " [](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 2/10 Terrible "Terrible management. Don't stay here." [](https://expedia.com/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Edgewater Beach Resort, a VRI resort](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/b89cf6cc_y.jpg) ### Edgewater Beach Resort, a VRI resort 10/10 Excellent "Clean rooms, excellent staff. " [](https://expedia.com/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Chatham with outdoor pools? > For those seeking a more luxurious experience, [Chatham Bars Inn](https://www.expedia.com/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) stands out as a premier 5-star hotel. This hotel not only features a stunning outdoor pool but also offers a private beach, an array of top amenities, and exceptional service. With a traveller rating of 9.2, visitors appreciate the exquisite food, beautiful location, and the staff's willingness to go above and beyond to enhance their stay. > > > [Chatham Wayside Inn](https://www.expedia.com/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information), a delightful 4-star hotel, is another fantastic option boasting an outdoor pool. Guests love the charming and clean rooms, along with the friendly staff who are always ready to assist. With a review rating of 9.2, the included complimentary breakfast adds great value for families looking to start their day right before exploring the local attractions. > > > Each of these hotels provides unique features and a warm atmosphere, making them excellent choices for families seeking a memorable stay in Chatham. ### How much does a hotel with outdoor pool in Chatham cost? ### What are some of the best Chatham hotels with outdoor pools and scenic views? > This exquisite hotel boasts a gorgeous outdoor pool that overlooks the serene landscape, allowing you to soak in the sun while enjoying the picturesque surroundings. Families can take advantage of the private beach access, great for a day of fun in the sand, or enjoy a game of tennis on-site. The spacious rooms feature premium bedding and designer toiletries, ensuring a comfortable and luxurious stay. > > > Moreover, the inn's top amenities extend to a relaxing massage service, making it easy for parents to unwind while the kids splash around in the pool. Dining options are also highly praised, with guests noting the exceptional quality of the food available, enhancing the overall experience at this remarkable destination. ### Is it cheaper to book flights and a Chatham hotel with a pool as a package? ### How can I save on a Chatham hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Gallery Antonia ](https://www.expedia.com/Gallery-Antonia-Hotels.0-l553248621532666630-0.Travel-Guide-Filter-Hotels) - [Hotels near Monomoy Theatre ](https://www.expedia.com/Monomoy-Theatre-Hotels.0-l6286898-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Railroad Museum ](https://www.expedia.com/Chatham-Railroad-Museum-Hotels.0-l6287125-0.Travel-Guide-Filter-Hotels) - [Hotels near Veterans Field ](https://www.expedia.com/Veterans-Field-Hotels.0-l6070219-0.Travel-Guide-Filter-Hotels) - [Hotels near Chatham Seaside Links ](https://www.expedia.com/Chatham-Seaside-Links-Hotels.0-l6286368-0.Travel-Guide-Filter-Hotels) - 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