Title: South Orleans Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $684 Expedia.ca [Hotels in South Orleans](https://expedia.ca/South-Orleans-Orleans-Hotels.0-n183344-0.Travel-Guide-Filter-Hotels)[Flights to Orleans](https://expedia.ca/Cheap-Flights-To-Orleans.d142149.Travel-Guide-Flights)[Things to do in Orleans](https://expedia.ca/Things-To-Do-In-Orleans.d142149.Travel-Guide-Activities)[South Orleans Car Rentals](https://expedia.ca/Car-Rentals-In-South-Orleans.d183344.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # South Orleans Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 South Orleans Vacation Well known for its coastal scenery and spectacular views, South Orleans is a fantastic getaway destination. Lock in one of our South Orleans vacation packages and uncover all that this exciting city has to offer. If your trip to South Orleans includes some sightseeing, drop by popular attractions like [Nauset Beach](https://www.expedia.ca/Nauset-Beach-East-Orleans.d6070191.Vacation-Attraction), [Skaket Beach](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction) and [Rock Harbor Beach](https://www.expedia.ca/Rock-Harbor-Beach-Orleans.d553248635983992783.Vacation-Attraction). Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your South Orleans vacation plans into gear! ## Top Holiday Package Deals in South Orleans Price found within the past 48 hours. Click for updated prices. ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $684 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $1,223 per person Feb 26 - Mar 1 found 7 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) The location, the service, the view, the little things were all outstanding! Reviewed on Dec 31, 2025 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $1,416 per person Feb 12 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!……. Reviewed on Dec 28, 2025 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $915 per person Feb 26 - Mar 1 found 7 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Our second stay there, love it Reviewed on Dec 25, 2025 ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge CA $1,114 per person Mar 7 - Mar 10 found 17 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) Such a warm and cozy place with great amenities! Reviewed on Dec 31, 2025 ## Where to stay in South Orleans Find the best South Orleans areas and neighborhoods for the activities you enjoy most. [Learn more about South Orleans](https://expedia.ca/South-Orleans.dx183344) ![Nauset Beach featuring a sandy beach as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105873-Nauset-Beach.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Orleans 2 out of top 10 points of interest in this area East Orleans is noteworthy for its beaches, and you can make a stop at top attractions like Nauset Beach and Cape Cod National Seashore. [Find hotel + flight trips in East Orleans](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Orleans&DestID=99564&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105514-Orleans.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Namskaket 2 out of top 10 points of interest in this area While visiting Namskaket, you might make a stop by sights like Skaket Beach and Rock Harbor Beach. [Find hotel + flight trips in Namskaket](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Namskaket&DestID=987259591750479872&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Nauset Heights If you're spending some time in Nauset Heights, Nauset Beach and Cape Cod National Seashore are top sights worth seeing. [Find hotel + flight trips in Nauset Heights](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Nauset%20Heights&DestID=553248635975852024&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## South Orleans Hotel Deals ![Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach](https://images.trvl-media.com/lodging/34000000/33970000/33966800/33966782/fabf1946_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach Orleans MA 9.8/10 Exceptional! (57 reviews) We had a great time with friends in this beautiful home that was very spacious for all of us to move around! We spent much of our time in the pool and hot tub! Can't wait to go back! Reviewed on Sep 18, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F01%2F2026&endDate=18%2F01%2F2026&selected=33966782&PinnedHotelID=33966782&HadPinnedHotel=true®ionId=183344) [](https://expedia.ca/Hotel-Search?startDate=17%2F01%2F2026&endDate=18%2F01%2F2026&selected=33966782&PinnedHotelID=33966782&HadPinnedHotel=true®ionId=183344) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 867 Iyannough Road Hyannis MA Fully refundableReserve now, pay when you stay CA $154 CA $176 total Feb 1 - Feb 2 includes taxes & fees 8.8/10 Excellent! (666 reviews) Great staff, Nice clean room, free breakfast, and convenient location. Reviewed on Dec 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=7660&PinnedHotelID=7660&HadPinnedHotel=true®ionId=183344) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Resort Cape Cod 1225 Iyannough Rd Hyannis MA Fully refundableReserve now, pay when you stay CA $192 CA $298 total Jan 7 - Jan 8 includes taxes & fees 8.6/10 Excellent! (424 reviews) Clean room Reviewed on Dec 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true®ionId=183344) [See all 4,772 properties in South Orleans](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F01%2F2026&endDate=05%2F01%2F2026®ionId=183344) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a South Orleans vacation package cost? ### What are the cheapest months to go to South Orleans? ### How many days is enough for South Orleans? ### How to find the best South Orleans package deals? ### Is it cheaper to book a South Orleans vacation as a package? ### When to book a vacation package to South Orleans? ### How to plan a trip to South Orleans? > 1. Choose your dates: The things you plan to do in South Orleans and your favourite season will help you decide when to go. > 2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to South Orleans. > 3. Decide how long to go away for: Now that you know more about South Orleans, you can figure out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do. > 4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the ideal South Orleans vacation package for you. ### Discover the most popular places to visit in South Orleans ![Skaket Beach which includes a sandy beach as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105950-Skaket-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skaket Beach Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore. [](https://expedia.ca/Skaket-Beach-Namskaket.d6070215.Vacation-Attraction) #### Orleans Bowling Center Enjoy a trip to Orleans Bowling Center and popular activities like hiking in Orleans. Stroll along the area's seaside, or simply savor its seafood restaurants. [](https://expedia.ca/Orleans-Bowling-Center-Orleans.d553248621532666579.Vacation-Attraction) #### Academy Playhouse You can make plans for a show at Academy Playhouse during your stay in Orleans. Amble around the area's beautiful beaches or seek out the hiking trails. [](https://expedia.ca/Academy-Playhouse-Orleans.d6311794.Vacation-Attraction) ### Things to do ![Salem Puzzling Adventure](https://mediaim.expedia.com/localexpert/45936086/e2a93fff-6ac3-4a4c-a0fe-d7b6abb52588.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Plymouth Puzzling Adventure CA $48 per traveller [](https://expedia.ca/things-to-do/plymouth-puzzling-adventure.a45936086.activity-details) [See all activities in Orleans](https://expedia.ca/things-to-do/search?rid=183344) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [1 Star Hotels in Orleans ](https://www.expedia.ca/1Star-Orleans-Hotels.s10-0-d142149.Travel-Guide-Filter-Hotels) - [Hotels near Academy of Performing Arts ](https://www.expedia.ca/Academy-Of-Performing-Arts-Hotels.0-l553248621532666580-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Brewster ](https://www.expedia.ca/Brewster-Hotels-LGBT-Friendly-Hotel.0-0-d9069-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with Kitchenettes in East Orleans ](https://www.expedia.ca/East-Orleans-Orleans-Hotels-Hotels-With-Kitchenettes.0-n99564-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in East Orleans ](https://www.expedia.ca/East-Orleans-Orleans-Hotels-Hotels-With-Waterslides.0-n99564-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in East Orleans ](https://www.expedia.ca/East-Orleans-Orleans-Hotels-LGBT-Friendly-Hotel.0-n99564-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in East Orleans ](https://www.expedia.ca/East-Orleans-Orleans-Hotels-Luxury-Hotel.0-n99564-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [East Orleans Hotels ](https://www.expedia.ca/East-Orleans-Orleans-Hotels.0-n99564-0.Travel-Guide-Filter-Hotels) - [Hotels near First Encounter Beach ](https://www.expedia.ca/First-Encounter-Beach-Hotels.0-l553248635983990902-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Nauset Heights ](https://www.expedia.ca/Nauset-Heights-Orleans-Hotels-LGBT-Friendly-Hotel.0-n553248635975852024-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Nauset Heights Hotels ](https://www.expedia.ca/Nauset-Heights-Orleans-Hotels.0-n553248635975852024-0.Travel-Guide-Filter-Hotels) - [Hotels near Nickerson State Park ](https://www.expedia.ca/Nickerson-State-Park-Hotels.0-l6287385-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in North Chatham ](https://www.expedia.ca/North-Chatham-Hotels-Luxury-Hotel.0-0-d6285788-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [North Chatham Hotels ](https://www.expedia.ca/North-Chatham-Hotels.d6285788.Travel-Guide-Hotels) - [Inns in North Chatham ](https://www.expedia.ca/North-Chatham-Inns.d6285788-aaInns.Travel-Guide-Accommodation) - [Hotels near Ocean Edge Golf Club ](https://www.expedia.ca/Ocean-Edge-Golf-Club-Hotels.0-l6286380-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Orleans ](https://www.expedia.ca/Orleans-Apart-Hotels.d142149-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Orleans ](https://www.expedia.ca/Orleans-Bed-And-Breakfast.d142149-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Orleans Bowling Center ](https://www.expedia.ca/Orleans-Bowling-Center-Hotels.0-l553248621532666579-0.Travel-Guide-Filter-Hotels) - [Cottages in Orleans ](https://www.expedia.ca/Orleans-Cottages.d142149-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Orleans ](https://www.expedia.ca/Orleans-Guest-Houses.d142149-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Orleans ](https://www.expedia.ca/Orleans-Hostels.d142149-aaHostels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Orleans ](https://www.expedia.ca/Orleans-Hotels-Adults-Only-Resorts.0-0-d142149-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Beach-Hotel.0-0-d142149-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Boutique-Hotel.0-0-d142149-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Casino-Hotel.0-0-d142149-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Cheap-Hotels.0-0-d142149-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Family-Hotel.0-0-d142149-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Golf-Hotel.0-0-d142149-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Green-Sustainable.0-0-d142149-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Historic-Hotel.0-0-d142149-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Orleans ](https://www.expedia.ca/Orleans-Hotels-Honeymoon-Hotels.0-0-d142149-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotel-With-Early-Check-In.0-0-d142149-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Balconies.0-0-d142149-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Bar.0-0-d142149-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d142149-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Free-Parking.0-0-d142149-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Hot-Tubs.0-0-d142149-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Indoor-Pool.0-0-d142149-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Orleans ](https://www.expedia.ca/Orleans-Hotels-Hotels-With-Kitchenettes.0-0-d142149-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Luxury-Hotel.0-0-d142149-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Orleans ](https://www.expedia.ca/Orleans-Hotels-Oceanfront-Hotels.0-0-d142149-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Orleans Hotels ](https://www.expedia.ca/Orleans-Hotels.d142149.Travel-Guide-Hotels) - [Inns in Orleans ](https://www.expedia.ca/Orleans-Inns.d142149-aaInns.Travel-Guide-Accommodation) - [Lodges in Orleans ](https://www.expedia.ca/Orleans-Lodges.d142149-aaLodges.Travel-Guide-Accommodation) - [Motels in Orleans ](https://www.expedia.ca/Orleans-Motels.d142149-aaMotels.Travel-Guide-Accommodation) - [Palaces in Orleans ](https://www.expedia.ca/Orleans-Palaces.d142149-aaPalaces.Travel-Guide-Accommodation) - [Resorts in Orleans ](https://www.expedia.ca/Orleans-Resort-Hotels.d142149-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Rail Trail Bike Shop ](https://www.expedia.ca/Rail-Trail-Bike-Shop-Hotels.0-l553248621532666575-0.Travel-Guide-Filter-Hotels) - [Sea Pines Hotels ](https://www.expedia.ca/Sea-Pines-Brewster-Hotels.0-n553248635976479674-0.Travel-Guide-Filter-Hotels) - [Hotels near Skaket Beach ](https://www.expedia.ca/Skaket-Beach-Hotels.0-l6070215-0.Travel-Guide-Filter-Hotels) - [Flights to Brewster ](https://www.expedia.ca/Cheap-Flights-To-Brewster.d9069.Travel-Guide-Flights) - [Flights to Orleans ](https://www.expedia.ca/Cheap-Flights-To-Orleans.d142149.Travel-Guide-Flights) - [Academy Playhouse ](https://www.expedia.ca/Academy-Playhouse-Orleans.d6311794.Vacation-Attraction) - [Bass River Lighthouse ](https://www.expedia.ca/Bass-River-Lighthouse-West-Dennis.d6070147.Vacation-Attraction) - [Breakwater Beach ](https://www.expedia.ca/Breakwater-Beach-Brewster.d6070149.Vacation-Attraction) - [Brewster Vacations ](https://www.expedia.ca/Brewster.d9069.Destination-Travel-Guides) - [Visit Brewster ](https://www.expedia.ca/Brewster.dx9069) - [Cahoon Hollow Beach ](https://www.expedia.ca/Cahoon-Hollow-Beach-Wellfleet.d6070151.Vacation-Attraction) - [Cape Cod Museum of Natural History ](https://www.expedia.ca/Cape-Cod-Museum-Of-Natural-History-West-Brewster.d6070157.Vacation-Attraction) - [Captain Bangs Hallet House Museum ](https://www.expedia.ca/Captain-Bangs-Hallet-House-Museum-Yarmouth-Port.d6287119.Vacation-Attraction) - [Captain's Cove Golf Course ](https://www.expedia.ca/Captains-Cove-Golf-Course-Brewster.d6070161.Vacation-Attraction) - [Chatham Drama Guild ](https://www.expedia.ca/Chatham-Drama-Guild-Chatham.d6311758.Vacation-Attraction) - [Chatham Vacations ](https://www.expedia.ca/Chatham.d10743.Destination-Travel-Guides) - [Dennis Vacations ](https://www.expedia.ca/Dennis.d183325.Destination-Travel-Guides) - [Eastham Vacations ](https://www.expedia.ca/Eastham.d10844.Destination-Travel-Guides) - [Edward Gorey House ](https://www.expedia.ca/Edward-Gorey-House-Yarmouth-Port.d6286501.Vacation-Attraction) - [Edward Penniman House and Barn ](https://www.expedia.ca/Edward-Penniman-House-And-Barn-Eastham.d6286871.Vacation-Attraction) - [Hardings Lighthouse ](https://www.expedia.ca/Hardings-Lighthouse-West-Chatham.d6070173.Vacation-Attraction) - [Marconi Beach ](https://www.expedia.ca/Marconi-Beach-Wellfleet.d6287508.Vacation-Attraction) - [Mayflower Beach ](https://www.expedia.ca/Mayflower-Beach-Dennis.d553248621561930301.Vacation-Attraction) - [Mayo Beach ](https://www.expedia.ca/Mayo-Beach-Wellfleet.d6311792.Vacation-Attraction) - [Monomoy Theatre ](https://www.expedia.ca/Monomoy-Theatre-Chatham.d6286898.Vacation-Attraction) - [Nauset Beach ](https://www.expedia.ca/Nauset-Beach-Massachusetts.d6070191.Vacation-Attraction) - [Nauset Light Beach ](https://www.expedia.ca/Nauset-Light-Beach-Eastham.d6070193.Vacation-Attraction) - [Visit North Chatham ](https://www.expedia.ca/North-Chatham.dx6285788) - [Orleans Bowling Center ](https://www.expedia.ca/Orleans-Bowling-Center-Orleans.d553248621532666579.Vacation-Attraction) - [Visit East Orleans ](https://www.expedia.ca/Orleans-East-Orleans.dx99564) - [Orleans Vacations ](https://www.expedia.ca/Orleans.d142149.Destination-Travel-Guides) - [Visit Orleans ](https://www.expedia.ca/Orleans.dx142149) - [Paine's Creek Beach ](https://www.expedia.ca/Paines-Creek-Beach-Brewster.d6311778.Vacation-Attraction) - [Ridgevale Beach ](https://www.expedia.ca/Ridgevale-Beach-Massachusetts.d6287520.Vacation-Attraction) - [Skaket Beach ](https://www.expedia.ca/Skaket-Beach-Orleans.d6070215.Vacation-Attraction) - [Veterans Field ](https://www.expedia.ca/Veterans-Field-Chatham.d6070219.Vacation-Attraction) - [West Dennis Beach ](https://www.expedia.ca/West-Dennis-Beach-West-Dennis.d6070221.Vacation-Attraction) - [White Cedar Swamp ](https://www.expedia.ca/White-Cedar-Swamp-Wellfleet.d553248621532666633.Vacation-Attraction) - [Wilbur Park ](https://www.expedia.ca/Wilbur-Park-South-Yarmouth.d6297911.Vacation-Attraction) - [Car rentals near Fox Hill ](https://www.expedia.ca/Car-Rentals-In-Fox-Hill.d553248621532666570.Car-Rental-Guide) - [Car rental Orleans ](https://www.expedia.ca/Car-Rentals-In-Orleans.d142149.Car-Rental-Guide) - [Brewster Vacation Rentals ](https://www.expedia.ca/Brewster-Vacation-Rentals.d9069.Travel-Guide-VacationRentals) - [Orleans Vacation Rentals ](https://www.expedia.ca/Orleans-Vacation-Rentals.d142149.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.