Sterling Vacations from $1,029

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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 General Stanton Inn

The General Stanton Inn

3 out of 5
Save 100% on your flight
Price was $1,478, price is now $1,029 per person
$1,029
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Providence (PVD)
9.4/10 Exceptional! (112 reviews)
Very welcoming staff

Reviewed on Mar 10, 2026

Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
Price was $1,997, price is now $1,059 per person
$1,059
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Providence (PVD)
8/10 Very Good! (1,001 reviews)
Great property. Clean, convenient (location and amenities) and the staff is next level. From the front desk, to the shuttle drive, to the resturant staff, every person we interacted with was genuine, helpful, and great at their job. Thanks for a wonderful stay!

Reviewed on Apr 13, 2026

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Save 100% on your flight
Price was $4,722, price is now $2,881 per person
$2,881
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
The resort itself stood out so beautiful!

Reviewed on Jan 6, 2026

The Attwater

The Attwater

3.5 out of 5
Top of the Hill
Save 100% on your flight
Price was $2,933, price is now $1,932 per person
$1,932
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Providence (PVD)
9.4/10 Exceptional! (516 reviews)
We arrived after the desk staff were off duty but we received lots of helpful communication about accessing the facility and the room, parking, etc. The room, and the property in general, were really lovely. Breakfast was delicious. The only concern was some pet dander on the sitting room sofa that prompted a mild allergic reaction for us.

Reviewed on Apr 1, 2026

The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

3 out of 5
Downtown Newport
Save 100% on your flight
Price was $2,172, price is now $1,499 per person
$1,499
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Providence (PVD)
8.2/10 Very Good! (1,390 reviews)
Had a room looking directly onto the water. There were a family of bunnies outside our room. Felt like a Disney movie

Reviewed on Apr 9, 2026

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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
$96 nightly
The price is $110 total per night from May 7 to May 8
$110 total
May 7 - May 8
Total with taxes and fees
8.8/10 Excellent! (2,587 reviews)
Clean room

Reviewed on Apr 14, 2026

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
$70 nightly
The price is $81 total per night from Apr 19 to Apr 20
$81 total
Apr 19 - Apr 20
Total with taxes and fees
8/10 Very Good! (2,683 reviews)
The breakfast was good. The heater in the room made a lot of noise and smelled. Otherwise it was close to Foxwoods. No pool which we were looking forward to but didn't really check into it when we booked it

Reviewed on Apr 13, 2026

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
$110 nightly
The price is $126 total per night from Apr 21 to Apr 22
$126 total
Apr 21 - Apr 22
Total with taxes and fees
9/10 Wonderful! (1,686 reviews)
Property was clean, staff welcoming and property close proximity to Foxwoods.

Reviewed on Apr 13, 2026

Hilton Garden Inn Preston Casino Area
See all 507 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 $1,029 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.