Sterling Vacations from $499

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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.
Mill Street Inn

Mill Street Inn

3 out of 5
Downtown Newport
Save 100% on your flight
Price was $769, price is now $499 per person
$499
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Providence (PVD)
19.6/10 Exceptional! (1,000 reviews)
Great Experience, room was spotless, breakfast delivered each morning. Ample parking, friendly staff, perfect location. Will be back in the summer.

Reviewed on Nov 21, 2025

Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Save 100% on your flight
Price was $845, price is now $543 per person
$543
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Providence (PVD)
16.8/10 Exceptional! (1,002 reviews)
We had another great stay at Hotel Providence — our go-to hotel in the city. Everything about it is perfect! We love the location (minutes to walk to the PPAC), the decor (so cool!), and all the friendly staff. Special shout-out to the smiling faces at the front desk; Racquel, Sebastian, and Elizabeth. Hope to see you all soon!

Reviewed on Nov 17, 2025

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Save 100% on your flight
Price was $2,196, price is now $1,534 per person
$1,534
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
17.6/10 Exceptional! (8 reviews)
The Beatrice

The Beatrice

3.5 out of 5
Downtown Providence
Save 100% on your flight
Price was $1,273, price is now $892 per person
$892
per person
Jan 21 - Jan 27
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Providence (PVD)
19.6/10 Exceptional! (463 reviews)
Room was very clean, bathroom was amazing. Bed was the only issue. Had significant dips and lumps I wouldn't expect a $400/night hotel matress would have.

Reviewed on Nov 3, 2025

Hilton Garden Inn Providence Airport/Warwick

Hilton Garden Inn Providence Airport/Warwick

3 out of 5
Price was $697, price is now $501 per person
$501
per person
Jan 21 - Jan 27
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Providence (PVD)
17.6/10 Exceptional! (1,004 reviews)
Great stay. Rooms could use updating and more lighting

Reviewed on Nov 18, 2025

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Sterling Hotel Deals

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road North Stonington CT
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Dec 15 to Dec 16
$106 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (2,418 reviews)
Accommodations were OK. The staff was excellent.

Reviewed on Nov 17, 2025

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $96 total per night from Nov 23 to Nov 24
$96 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (2,524 reviews)
Clean room, good price, decent breakfast. The Italian restaurant across the street is wonderful!

Reviewed on Nov 20, 2025

Hilltop Inn and Suites, near Foxwoods Casino
Hilton Garden Inn Preston Casino Area

Hilton Garden Inn Preston Casino Area

3 out of 5
5 Watson Rd Preston CT
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Nov 30 to Dec 1
$119 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,588 reviews)
Great place

Reviewed on Nov 18, 2025

Hilton Garden Inn Preston Casino Area
See all 496 properties in Sterling
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 $499 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.