Title: South End Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,207 Expedia.ca [South End Travel Guide](https://expedia.ca/Portsmouth-South-End.dx905208930211381248)[Hotels in South End](https://expedia.ca/South-End-Portsmouth-Hotels.0-n905208930211381248-0.Travel-Guide-Filter-Hotels)[Flights to Portsmouth](https://expedia.ca/Cheap-Flights-To-Portsmouth.d6057414.Travel-Guide-Flights)[Things to do in Portsmouth](https://expedia.ca/Things-To-Do-In-Portsmouth.d6057414.Travel-Guide-Activities)[South End Car Rentals](https://expedia.ca/Car-Rentals-In-South-End.d905208930211381248.Car-Rental-Guide) ![](https://images.trvl-media.com/place/905208930211381248/c2b3b12b-64df-4e41-b9d5-dc8ded8a994c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South End 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 ## Top Holiday Package Deals in South End Price found within the past 48 hours. Click for updated prices. ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,207 per person May 22 - May 25 found 18 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Great location within walking distance to many of Boston’s best spots including Faneuil Market, North End “little Italy,” and more! The hotel staff were welcoming and kind during our visit, and our room was well kept. No complaints. Reviewed on Mar 14, 2026 ![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 $1,748 per person May 1 - May 4 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return! Reviewed on Mar 14, 2026 ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston CA $1,561 per person Jun 13 - Jun 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/c39bbe4a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $2,854 per person Jun 2 - Jun 8 found 1 day ago Roundtrip flight included Montreal (YUL) to Boston (BOS) 9.6/10 Exceptional! (526 reviews) Fantastic location, close to Mass Gen. Restaurant on property was also very good. Reviewed on Mar 19, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $2,356 per person May 27 - May 30 found 8 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (238 reviews) I went to raffles Boston for fiancés birthday and I called a week ahead to get the room decorated for her special day and when I showed up the room was not decorated, I then called and said they didn’t decorate the room like I asked so they asked if they could come up during dinner and decorate so I agreed. When we returned from dinner the room was “decorated”, the sign was hanging off the ceiling and decorations taped poorly and just looked awful. Very disappointed considering this is a expensive 5 start hotel Reviewed on Mar 12, 2026 ## Where to stay in South End Find the best South End areas and neighborhoods for the activities you enjoy most. [Learn more about South End](https://expedia.ca/Portsmouth-South-End.dx905208930211381248) ![Portsmouth_MusicHall_6079655_05](https://images.trvl-media.com/place/6079655/a446444e-8d49-4247-b73b-00e391b0ec99.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown 5 out of top 10 points of interest in this area If you're spending some time in Downtown, The Music Hall and Market Square are top sights worth seeing. [Find hotel + flight trips in Downtown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown&DestID=905207656638242816&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Portsmouth historic city center and Waterfront of Piscataqua River with Memorial Bridge panorama aerial view, New Hampshire, NH, USA.](https://images.trvl-media.com/place/553248635976474640/48fbc4ad-804c-444b-80f4-876b508ed9f7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Pease While there might not be top attractions in Pease, you can explore the larger area and discover places like Red Hook Brewery and Fox Run Mall. [Find hotel + flight trips in Pease](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pease&DestID=553248635976474640&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Strawberry Banke Museum, Portsmouth, New Hampshire, USA](https://images.trvl-media.com/place/905216770638544896/6a76ddcd-9346-4864-b22f-3f0c12399b9a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West End While West End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like The Music Hall and Market Square. [Find hotel + flight trips in West End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20End&DestID=905216770638544896&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The Fishing Fleet](https://images.trvl-media.com/place/3000447070/846523ad-beae-4f78-8883-424662dc80f6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Newington 1 out of top 10 points of interest in this area Travelers like the shopping in Newington, and Fox Run Mall is a top attraction you might want to visit. [Find hotel + flight trips in Newington](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Newington&DestID=3000447070&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Portsmouth historic city center and Waterfront of Piscataqua River with Memorial Bridge aerial view, New Hampshire, NH, USA.](https://images.trvl-media.com/place/905356003378409472/b435c083-bd99-4edc-97d5-d6112cadbd99.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Elwyn Park 1 out of top 10 points of interest in this area Elwyn Park might not have many top sights, but Water Country and Wentworth by the Sea Golf Club are two attractions nearby that you can check out. [Find hotel + flight trips in Elwyn Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Elwyn%20Park&DestID=905356003378409472&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## South End Hotel Deals ![Hampton Inn & Suites Portsmouth Downtown](https://images.trvl-media.com/lodging/9000000/8270000/8268900/8268861/w3837h2571x3y4-aae3f5f8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Portsmouth Downtown 23 Portwalk Pl Portsmouth NH Fully refundableReserve now, pay when you stay CA $169 CA $183 total Apr 2 - Apr 3 includes taxes & fees 9.6/10 Exceptional! (1,105 reviews) Staff was amazing and so helpful. They really went out of their way to help us. Reviewed on Mar 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=8268861&PinnedHotelID=8268861&HadPinnedHotel=true®ionId=905208930211381248) ![Ashworth by the Sea](https://images.trvl-media.com/lodging/1000000/40000/37600/37503/3d71c0c2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ashworth by the Sea 295 Ocean Blvd Hampton NH Fully refundableReserve now, pay when you stay CA $160 CA $211 total Mar 29 - Mar 30 includes taxes & fees 8.2/10 Very Good! (1,317 reviews) Unfortunately, we were unable to use the shower due to a stray hair and a stream of slippery shower gel that ran through the middle. It happens! Lovely view and staff! Reviewed on Mar 18, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=37503&PinnedHotelID=37503&HadPinnedHotel=true®ionId=905208930211381248) ![Hilton Garden Inn Portsmouth Downtown](https://images.trvl-media.com/lodging/2000000/1470000/1464400/1464340/e27257a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Portsmouth Downtown 100 High St Portsmouth NH Fully refundableReserve now, pay when you stay CA $152 CA $165 total Apr 2 - Apr 3 includes taxes & fees 8.6/10 Excellent! (281 reviews) . Reviewed on Mar 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=1464340&PinnedHotelID=1464340&HadPinnedHotel=true®ionId=905208930211381248) [See all 2,493 properties in South End](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F03%2F2026&endDate=23%2F03%2F2026®ionId=905208930211381248) 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) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.