Title: Ashland Vacation Packages & Trips 2025/2026 from CA $715 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6047662.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6047662.Travel-Guide-VacationRentals)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6047662.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6047662/85e9cd31-564b-4d7c-b6bb-d6b0cfeabacd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Ashland Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Swetha Srinivasan - ## 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 Ashland Vacation Take the stress out of planning your next amazing adventure with a Ashland vacation package. Whether you're interested in its history, food or something else, this city offers countless exciting experiences to delve into. If your trip to Ashland includes a little sightseeing, visit popular attractions like [Framingham State University](https://www.expedia.ca/Framingham-State-University-Framingham.d553248633992334154.Vacation-Attraction), [Shoppers World](https://www.expedia.ca/Shoppers-World-Framingham.d6070389.Vacation-Attraction) and [Natick Collection](https://www.expedia.ca/Natick-Collection-Boston.d6159755.Vacation-Attraction). That dream Ashland vacation is a couple of clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your style. ## Top Ashland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge Allston CA $715 per person Nov 5 - Nov 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.8/10 Excellent! (1,015 reviews) Easy reservations, on-site billing, smooth checkout! Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-08/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=946&paandie=true&dealMarker=8LlcynRZsoObhzKrntSwRd6KOhh6RihKZaamL9qulFlxk6NqOV-eG22k2Z4D8qpB) ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $1,228 per person Nov 17 - Nov 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (159 reviews) Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back! Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-20/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=vHOUmd5r4sG5cJ-4B0BymLLBbFC_TERV2s3eJL64d8beIzD3bOultuLNR1oMJWm7) ![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 $896 per person Dec 6 - Dec 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,028 reviews) Beautiful hotel on the harbor! Easy to walk to restaurants and shopping! We will definitely stay there again when in Boston. Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-06/2025-12-08/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=dAeQ0HiPxpUJEcDbKVgS2gTi40_FJlnXa9knUC4XXf1dpLr1raaoG6sWJcZPwuVX) ![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 $1,016 per person Nov 17 - Nov 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (450 reviews) Everything about this place is right! One of the nicest hotels we've ever stayed at. Reviewed on Sep 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-20/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=29866090&paandie=true&dealMarker=vHOUmd5r4sG5cJ-4B0BymB4sUhJqTq5w5fv8ZU12Kkp9MsZlV9C5-FAjRW20y8MI) ![Maverick Suites at 40 Temple St](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/0dd63623_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Maverick Suites at 40 Temple St Beacon Hill CA $1,201 per person Nov 8 - Nov 14 found 1 day ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 7.4/10 Good! (90 reviews) great location and easy to access. cute /quant building and street. good amenities. would have liked a safe and more towels. Reviewed on Sep 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-14/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89660519&paandie=true&dealMarker=tpIpvoMm_pcUPzpPOfGYM8-1mefBSzCMCCoh-y99AVPKeIKCggkIGbn1wRJDn5YC) ## Ready to book your vacation to Ashland? Choose your dates ## Ashland Hotel Deals ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Boston Back Bay 408 Newbury street, Boston, MA Fully refundableReserve now, pay when you stay CA $260 CA $302 total Sep 21 - Sep 22 includes taxes & fees 9.2/10 Wonderful! (1,794 reviews) "We really enjoyed our stay at CitizenM Back Bay minus the staff! They were not only short handed but short on their customer service! The hotel is convenient and walking distance lots including shopping, Fenway Park, Freedom Park and North End! The room was small but perfect for what we needed with ..." Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=96998829&PinnedHotelID=96998829&HadPinnedHotel=true®ionId=6047662) ![Four Points by Sheraton Boston Newton](https://images.trvl-media.com/lodging/1000000/20000/10400/10301/b08dd3b1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Boston Newton 320 Washington Street, Newton, MA Fully refundableReserve now, pay when you stay CA $198 CA $221 total Sep 28 - Sep 29 includes taxes & fees 8.2/10 Very Good! (2,888 reviews) "Very nice staff , comfortable beds" Reviewed on Sep 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F09%2F2025&endDate=29%2F09%2F2025&selected=10301&PinnedHotelID=10301&HadPinnedHotel=true®ionId=6047662) ![Copley Square Hotel, a FOUND Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Copley Square Hotel, a FOUND Hotel 47 Huntington Ave, Boston, MA Fully refundableReserve now, pay when you stay CA $253 CA $294 total Sep 21 - Sep 22 includes taxes & fees 8.4/10 Very Good! (3,810 reviews) "Great location. Walking distance to everything. Cute boutique hotel. Excellent front desk service and easy, early checkin." Reviewed on Sep 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=16067&PinnedHotelID=16067&HadPinnedHotel=true®ionId=6047662) [See all 1,883 properties in Ashland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F09%2F2025&endDate=19%2F09%2F2025®ionId=6047662) 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) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)