Title: Sterling Vacation Packages 2026 from $756 | Expedia.com [Sterling Travel Guide](https://expedia.com/Sterling.dx55983)[Hotels in Sterling](https://expedia.com/Sterling-Hotels.d55983.Travel-Guide-Hotels)[Vacation Rentals in Sterling](https://expedia.com/Sterling-Vacation-Rentals.d55983.Travel-Guide-VacationRentals)[Flights to Sterling](https://expedia.com/Cheap-Flights-To-Sterling.d55983.Travel-Guide-Flights)[Car Rentals in Sterling](https://expedia.com/Car-Rentals-In-Sterling.d55983.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55983/bacffede-53cd-4c76-b34b-7a6670c74699.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sterling Vacations from $756 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Sterling Vacation Our Sterling vacation packages offer countless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can relax and enjoy your city break in the way that you deserve. [Tower Hill Botanic Garden](https://www.expedia.com/Tower-Hill-Botanic-Garden-Boylston.d553248621532666810.Vacation-Attraction), [Museum of Russian Icons](https://www.expedia.com/Museum-Of-Russian-Icons-Clinton.d553248621532667011.Vacation-Attraction) and [Dexter Drumlin](https://www.expedia.com/Dexter-Drumlin-Lancaster.d553248621532667013.Vacation-Attraction) are just a few of the sights worth exploring during your trip to Sterling. Expedia is here to help you escape the everyday. Tailor your vacation to Sterling to suit your style of travel, whatever that may be. ## The Latest Sterling vacation packages Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Boston North Shore Save 100% on your flight $756 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Burbank (BUR) to Boston (BOS) 8.2/10 Very Good! (2,401 reviews) The staff was very friendly and attentive. We did have one issue in our room which required maintenance, they showed up very quickly and we were in our way. It is a very relaxing atmosphere. We had a great visit. Reviewed on Apr 7, 2026 ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### D. Hotel Suites & Spa Save 100% on your flight $806 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included San Juan (SJU) to Boston (BOS) 9.4/10 Exceptional! (2,227 reviews) I personally loved everything about the hotel. You walked in and it was very clean and the staff was super friendly and very informative. The room was very clean and spacious and the Wi-Fi was fast and there was no buffering. The breakfast was really nice and yummy. There were free, orange juice and 24 hour hot chocolate and coffee which I liked. The hot tub was amazing on my joints and in the hot tub. There was a view of the window that faced the sun so you can see the sunset from inside. The TV channels were nice there is Family Guy or South Park or Futurama to watch if you’re bored. I kinda hoped that there was YouTube on the TV but that’s OK. There is a stove top and a sink and a fridge for you to use which I thought was really neat. And it came with plates and silverware and glasses that you could use and wash which I thought was so nice. My only complaint was that the air conditioner was controlled by the wall thermostat and for some reason it would not cool down the setting would either only allow to turn it on or off or heat. There was no cooling option except for a fan. There was no fan in the bathroom, but that’s OK. Reviewed on Apr 6, 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 $1,461 per person Jun 17 - Jun 22 found 1 day ago Roundtrip flight included Los Angeles (LAX) to Boston (BOS) 9.6/10 Exceptional! (253 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![Summer House Hotel](https://images.trvl-media.com/lodging/82000000/81080000/81071500/81071424/554f58d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Summer House Hotel Save 100% on your flight $1,484 per person May 23 - May 30 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Boston (BOS) No reviews ![The Atlas Hotel](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/389439b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Atlas Hotel Allston Save 100% on your flight $1,448 per person Jun 27 - Jul 2 found 1 day ago Roundtrip flight included Dallas (DFW) to Boston (BOS) 10/10 Exceptional! (18 reviews) We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again. Reviewed on Apr 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Sterling [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-08/2026-05-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORH&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Sterling #### Davis' Farmland & Mega Maze Enjoy an outing to Davis' Farmland & Mega Maze during your stay in Sterling. You can attend a sporting event while in the area. [](https://expedia.com/Davis-Farmland-Mega-Maze-Sterling.d553248621532666813.Vacation-Attraction) ## Sterling Hotel Deals ![Chocksett Inn and Restaurant](https://images.trvl-media.com/lodging/2000000/1210000/1202200/1202140/2e99d26e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chocksett Inn and Restaurant 59 Laurelwood Road Sterling MA Fully refundableReserve now, pay when you stay $159 nightly $178 total May 3 - May 4 Total with taxes and fees 8.8/10 Excellent! (151 reviews) Although we had to cancel our reservation, everyone we spoke with on the telephone was professional, understanding, and kind. Reviewed on Feb 17, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=1202140&PinnedHotelID=1202140&HadPinnedHotel=true®ionId=55983) ![Embassy Suites by Hilton Boston Marlborough](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2c252d7a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Boston Marlborough 123 Boston Post Rd W Marlborough MA Fully refundableReserve now, pay when you stay $146 nightly $163 total Apr 12 - Apr 13 Total with taxes and fees 9.2/10 Wonderful! (999 reviews) Not much to say the check-in was smooth and easy.Just like it is every time I stay. Room was clean staff is friendly. Reviewed on Apr 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=22959&PinnedHotelID=22959&HadPinnedHotel=true®ionId=55983) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Wolf Lodge Boston / Fitchburg, MA 150 Great Wolf Dr Fitchburg MA $179 nightly $200 total May 3 - May 4 Total with taxes and fees 8.6/10 Excellent! (1,009 reviews) Everting is good Reviewed on Apr 8, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=8458771&PinnedHotelID=8458771&HadPinnedHotel=true®ionId=55983) [See all 393 properties in Sterling](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F9%2F2026&endDate=4%2F10%2F2026®ionId=55983) 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. ## Find the Best Sterling Vacation Packages ## Sterling Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Worcester Regional Airport (ORH) | | Population | 7,400 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Apex Entertainment Center](https://www.expedia.com/Apex-Entertainment-Center-Marlborough.d553248635212938997.Vacation-Attraction), [Wachusett Mountain Ski Area](https://www.expedia.com/Wachusett-Mountain-Ski-Area-Massachusetts.d6165173.Vacation-Attraction) and [Worcester Art Museum](https://www.expedia.com/Worcester-Art-Museum-Worcester.d6070401.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Sterling vacation package cost? ### What are the cheapest months to go to Sterling? ### How many days is enough for Sterling? ### How to find the best Sterling package deals? ### Is it cheaper to book a Sterling vacation as a package? ### When to book a vacation package to Sterling? ### Does Expedia offer Book Now, Pay Later Sterling vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars 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