Sterling Vacation Packages

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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.

Top Sterling Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Dye House

Dye House

2 out of 5
Olneyville
Price was CA $1,910, price is now CA $1,406 per person
CA $1,406
per person
Sep 4 - Sep 7
just found
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.6/10 Excellent! (22 reviews)
great place - really nice owner - and rooms were really comfortable

Reviewed on Jun 29, 2026

Pleasant View Inn

Pleasant View Inn

3 out of 5
Price was CA $2,663, price is now CA $1,792 per person
CA $1,792
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,004 reviews)
I liked that the property was right by the beach, having the beach out the back door was awesome. I liked the resturaunt in the hotel. The prices for drinks and snacks were very expensive, a short walk down the street offered much more affordable shopping. Ther was coffee and water, but no continental breakfast, and a very limited amount of hot cholcolate for the kids, if they weren't up early, they missed out. Also, the game room was not what we expected from the online discription, probably good for children under ten, but my grandchildren were disappointed.

Reviewed on Jul 4, 2026

The Atlantic Inn

The Atlantic Inn

3.5 out of 5
Price was CA $3,292, price is now CA $2,473 per person
CA $2,473
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
9.4/10 Exceptional! (102 reviews)

Gilded

Gilded

3 out of 5
Top of the Hill
Price was CA $2,170, price is now CA $1,653 per person
CA $1,653
per person
Sep 4 - Sep 7
just found
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
9.4/10 Exceptional! (475 reviews)
We loved every minute on the property and appreciated everything and every staff member. Would definitely rebook there!

Reviewed on Jul 2, 2026

Langworthy Inn

Langworthy Inn

3.5 out of 5
Price was CA $2,574, price is now CA $2,034 per person
CA $2,034
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
9.8/10 Exceptional! (19 reviews)
Great stay at this beautiful bed and breakfast! Most comfortable bed

Reviewed on Jun 28, 2026

Ready to book your vacation to Sterling?

 

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Sterling Hotel Deals

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
The price is CA $119 per night from Jul 20 to Jul 21
CA $119
CA $137 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very good! (2,772 reviews)
"The room was clean but upon arrival our TV was falling out of the stand, reported it immediately to front desk but no one fixed it. I used a tissue box to keep it upright. Wifi was terrible, the mattresses were very lumpy and old. The ac was loud but great especially because it was 98 degrees. The ..."

Reviewed on Jul 3, 2026

Hilltop Inn and Suites, near Foxwoods Casino
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
The price is CA $157 per night from Jul 6 to Jul 7
CA $157
CA $223 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (2,675 reviews)
"The fire alarm went off during my stay. No updates were provided."

Reviewed on Jul 4, 2026

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Two Trees Inn

Two Trees Inn

2.5 out of 5
240 Indiantown Rd Mashantucket CT
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Aug 4 to Aug 5
CA $225
CA $259 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very good! (45 reviews)
"All I can say is very disappointing. The hotel is more for pets than that for humans. Unfortunately, I am allergic to dogs and cats and when I went down to have breakfast this morning two big dogs the size of a miniature ponies we’re in the breakfast room doesn’t get any worse than that.. I wish ..."

Reviewed on Jul 4, 2026

Two Trees Inn
See all 502 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.
All Inclusive Vacations
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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.
See properties

Frequently asked questions

How much does a Sterling vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,406 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.