Title: Book the Best Chatham Hotels with FREE PARKING in 2025 | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![Chatham featuring a windmill, general coastal views and wild flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105460-Chatham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Chatham, MA from CA $158 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](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 Free Parking Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham Hotels with Free Parking ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/119000000/118210000/118206300/118206247/c23a5356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118210000/118206300/118206247/05f8a9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/119000000/118210000/118206300/118206247/673f49c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118210000/118206300/118206247/bacfe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Cod Motor Inn Bass River 10/10 Exceptional (41) "A great place to stay in Cape Cod. " CA $162 CA $186 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/South-Yarmouth-Hotels-Cape-Cod-Motor-Inn.h118206247.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/3ac160a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/91996a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Travel Inn Hyannis 9.6/10 Exceptional (1002) "Stayed there many times! Great place" CA $138 CA $158 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![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/7000000/6700000/6697800/6697712/5bdfdac3.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) ![Classic Cottage, 2 Bedrooms, Garden View | Private kitchen](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/d5121e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Escape Inn Bass River 9.4/10 Exceptional (625) "Hotel was clean and well kept, looks very coastal. " CA $138 CA $158 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/f436a6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.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/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn Chatham 9.2/10 Wonderful (566) "Great hotel, great locatiion" CA $225 CA $313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/80bc5926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/d50e3e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/83403ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/6317bcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Seafarer Inn Chatham 9.0/10 Wonderful (312) "Perfect location for the wedding thst we attended. The church was nearby and the reception was not far either." CA $215 CA $246 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/7cf38365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/e981387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/94cdbe08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queen Beds](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/44c4b987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greyfinch Chatham Inn Chatham 8.8/10 Excellent (244) "Property was beautiful!" CA $199 CA $276 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) ![Superior Room, 2 Double Beds, Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/2260ae8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/084008b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/6225c6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/f4f57159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chatham Motel Chatham 9.2/10 Wonderful (628) "Good location, good calue" CA $305 CA $349 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chatham-Hotels-The-Chatham-Motel.h4616460.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/878d3dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Queen Room by the Pond](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/e8bf76bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Upper Deluxe Two Bedroom Cottage | Garden](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/de2c60bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower Deluxe Two Bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/3e91efe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Bay Village Resort Chatham 9.6/10 Exceptional (294) "Beautiful place to stay!" CA $321 CA $367 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/7fbceae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/fff188bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/beac235b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/29d74195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surfside Inn Chatham Chatham 8.0/10 Very good (154) "Staff was great and the room was exactly what I needed. Highly recommend staying " CA $279 CA $319 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chatham-Hotels-Surfside-Inn-Chatham.h15581826.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/55128a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/9bc7d6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/02a9dd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hawthorne Chatham 9.4/10 Exceptional (190) "Ocean view with short walk to beach and fishing pier." CA $322 CA $368 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.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.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=10743&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Nice place very clean " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Clean and quiet. Good value for the money. " [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![Margaritaville Resort Cape Cod](//images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Everything was perfect " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The Room was clean and the staff was excellent." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](//images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Comfy beds…. Nice breakfast buffet!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Great hotel, great locatiion" [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Best Western Cape Cod Hotel](//images.trvl-media.com/lodging/1000000/30000/28200/28183/d0406405_y.jpg) ### Best Western Cape Cod Hotel 10/10 Excellent "The pool, is amazing, clean room, good and easy parking " [](https://expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) ![Greyfinch Chatham Inn](//images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/7cf38365_y.jpg) ### Greyfinch Chatham Inn 10/10 Excellent "Clean room and well maintained buildings and pool area " [](https://expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) ![Surfside Inn Chatham](//images.trvl-media.com/lodging/16000000/15590000/15581900/15581826/7fbceae0_y.jpg) ### Surfside Inn Chatham 10/10 Excellent "Staff was great and the room was exactly what I needed. Highly recommend staying " [](https://expedia.ca/Chatham-Hotels-Surfside-Inn-Chatham.h15581826.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Boston](https://www.expedia.ca/Boston-Hotels-Hotel-With-Wifi.0-0-d178239-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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