Title: Roxbury Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Roxbury](https://expedia.ca/Roxbury-Hotels.d153612.Travel-Guide-Hotels)[Vacation Rentals in Roxbury](https://expedia.ca/Roxbury-Vacation-Rentals.d153612.Travel-Guide-VacationRentals)[Roxbury Car Rentals](https://expedia.ca/Car-Rentals-In-Roxbury.d153612.Car-Rental-Guide) ![](https://images.trvl-media.com/place/153612/17e8b0b2-bf51-4bdc-95e1-af5aaf3f5198.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roxbury 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 Roxbury Vacation From its rich history to its spectacular views and beyond, there's a whole lot to like about Roxbury. Uncover the wonders of this fascinating city with a Roxbury vacation package that's tailored to you. You'll want to take in some sights during your trip to Roxbury. Don't miss big-name attractions such as [Glebe House Museum and The Gertrude Jekyll Garden](https://www.expedia.ca/Glebe-House-Museum-And-The-Gertrude-Jekyll-Garden-Woodbury.d553248621532664756.Vacation-Attraction), [Woodbury Ski Area](https://www.expedia.ca/Woodbury-Ski-Area-Woodbury.d6089861.Vacation-Attraction) and [Pilgrim Mall Shopping Center](https://www.expedia.ca/Pilgrim-Mall-Shopping-Center-Woodbury.d553248621563220790.Vacation-Attraction). Whatever your travel plans or budget, putting together a tailored Roxbury vacation is a cinch with Expedia. ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_153612) ## Ready to book your vacation to Roxbury? Choose your dates ## Roxbury Hotel Deals ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Zero Degrees Danbury 15 Milestone Road Danbury CT Fully refundableReserve now, pay when you stay CA $205 CA $236 total Mar 29 - Mar 30 includes taxes & fees 9.2/10 Wonderful! (1,007 reviews) Nice decoration Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=16263812&PinnedHotelID=16263812&HadPinnedHotel=true®ionId=153612) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt House Shelton 830 Bridgeport Ave Shelton CT Fully refundableReserve now, pay when you stay CA $157 CA $181 total Mar 29 - Mar 30 includes taxes & fees 8.6/10 Excellent! (1,006 reviews) The property is a little run down. Their parking garage is a bit of a disaster. Spaces being taken up by old furniture. Our room looked good on the surface, but it had many bandaids if you looked close. The couch had a white stain on the cushion. The buffet breakfast did not have many choices and ... Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=3482162&PinnedHotelID=3482162&HadPinnedHotel=true®ionId=153612) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Shelton 25 Old Stratford Rd Shelton CT Fully refundableReserve now, pay when you stay CA $145 CA $166 total Mar 29 - Mar 30 includes taxes & fees 8/10 Very Good! (1,086 reviews) Room and facilty were very clean and in good shape Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=287687&PinnedHotelID=287687&HadPinnedHotel=true®ionId=153612) [See all 675 properties in Roxbury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%2F2026®ionId=153612) 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