Sterling Vacations from $618
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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.
The Latest Sterling vacation packages
Price found within the past 48 hours. Click for updated prices.
The Underwood-Hale House
College Hill
$1,130
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Providence (PVD)
9.6/10 Exceptional! (130 reviews)
The aprtment is very clean, excellently appointed, and decorated with considerable charm. I would be happy living there long term! I found communication with the hosts very easy and responses were immediate and helpful. They let us leave our car there while we did a Brown University tour (the University is only 10 min walk away at most). Shopping is available close by and Hazel Origin is an excellent coffee shop. Very great stay!
Reviewed on Sep 30, 2026
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.
Sterling Hotel Deals
Two Trees Inn
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
$93 nightly
$107 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (724 reviews)
"Arrived at 5pm (one hour after check-in time) - our room wasn't ready and no one seemed to know when it would be. My wife and I decided to change clothes in the restroom and head up to Foxwoods for the show. At 6pm got a call that our room was ready. A bit too late. Ended up checking in at 11pm - ..."
Reviewed on Oct 3, 2026
The Fox Tower at Foxwoods
350 Trolley Line Blvd Mashantucket CT
Fully refundableReserve now, pay when you stay
$152 nightly
$175 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,301 reviews)
"First time staying at Fox Tower. Will definitely come back."
Reviewed on Oct 3, 2026
Hilltop Inn and Suites, near Foxwoods Casino
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
$90 nightly
$104 total
Nov 1 - Nov 2
Total with taxes and fees
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 | T.F. Green Airport (PVD) |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Moosup Pond Beach, Prudence Crandall Museum and Haul of Fame Museum |
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Frequently asked questions
How much does a Sterling vacation package cost?
You'll find cheap prices from $618 on Expedia for your Sterling getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Sterling costs.
What are the cheapest months to go to Sterling?
If you're hoping to score a cheap Sterling vacation package, consider traveling in October, November and December. You'll typically find lower rates on accommodations and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Sterling?
With a well-organized travel plan, you can easily visit the main Sterling sights in a handful of days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Sterling vacation for longer.
How to find the best Sterling package deals?
Finding a cheap Sterling package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Sterling package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Sterling vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights individually. Better still, you can customize your Sterling getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Sterling?
If you're considering an impromptu Sterling trip, browse 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 find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Sterling vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Sterling break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
