Sterling Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Sterling Vacation
Build a custom vacation package to Sterling and prepare to experience this city how you want. Think about spending some time in the neighborhood of Killingly, which is great for nature and much more. In the mood to explore the sights but not sure where to start? Every trip to Sterling should include Moosup Pond Beach. Check out Expedia's wide range of travel options and book your dream vacation to Sterling now.
Top Sterling Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ready to book your vacation to Sterling?
Sterling Hotel Deals
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
CA $122
CA $140 total
Oct 1 - Oct 2
includes taxes & fees
The Fox Tower at Foxwoods
350 Trolley Line Blvd Mashantucket CT
Fully refundableReserve now, pay when you stay
CA $183
CA $251 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (1,293 reviews)
"We enjoyed our stayed everything was great."
Reviewed on Sep 29, 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
CA $126
CA $145 total
Oct 1 - Oct 2
includes taxes & fees
7.8/10 Good! (2,898 reviews)
"Breakfast area very clean"
Reviewed on Sep 28, 2026
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.
Stay near popular Sterling attractions
Sterling Public Library
After visiting Sterling Public Library, make a plan to see the other sights and activities in Sterling. Make some time to visit the shops while you're in the area.
Pitch Pine Grove Picnic Area
After visiting Pitch Pine Grove Picnic Area, make a plan to see the other sights and activities in Sterling. Make some time to visit the shops while you're in the area.
Dr. Olav and Anna-Lisa Laakso Preserve
You can take time to visit Dr. Olav and Anna-Lisa Laakso Preserve during your travels to Sterling. Make some time to visit the shops while you're in the area.
Frequently asked questions
How much does a Sterling vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,065 on Expedia. But how much your vacation to Sterling costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Sterling?
You can usually find lower prices and better availability in January, February and March. Browse our cheap Sterling vacation packages and you could land some great off-season discounts.
How many days is enough for Sterling?
The ideal length of your Sterling vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to go to all the major attractions and explore some hidden gems along the way.
How to find the best Sterling package deals?
Bagging a cheap Sterling package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Sterling package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Sterling vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Sterling vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Sterling?
If you're planning a spontaneous Sterling adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Sterling?
- Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Sterling.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will probably be the largest expense during your trip to Sterling.
- Decide how long to go away for: Now that you know more about Sterling, you can figure out the right length of your vacation. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Sterling vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
