Terryville Vacations from $539

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Your Terryville Vacation

Say goodbye to planning hassles and hello to a Terryville vacation package. With everything organized before you go, you can focus on discovering this city, starting with Litchfield Historic District, which is good for shopping, dining and history. Fill your trip to Terryville with tours of its most popular attractions. First stop? Make a move for Black Rock State Park. Stop dreaming and start doing. Browse the many options on Expedia today and put your Terryville vacation plans into motion!

The Latest Terryville vacation packages

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $616, price is now $539 per person
$539
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9.2/10 Wonderful! (1,002 reviews)

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $730, price is now $553 per person
$553
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.4/10 Very Good! (1,005 reviews)
Great stay

Reviewed on Nov 9, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $1,184, price is now $1,003 per person
$1,003
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $848, price is now $746 per person
$746
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.6/10 Excellent! (1,105 reviews)
Perfect place to stay when visiting Yale! Just adjacent to the heart of campus and you feel so very well supported!!

Reviewed on Nov 8, 2026

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Terryville Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
$94 nightly
The price is $108 total per night from Dec 10 to Dec 11
$108 total
Dec 10 - Dec 11
Total with taxes and fees
7.2/10 Good! (1,624 reviews)
"My compliments to the photographer, because the pictures certainly don't accurately represent this property. At first glance, the room appeared clean. The usual surfaces were taken care of, but anything beyond that was a different story. The air conditioning unit was disgusting, with what appeared ..."

Reviewed on Nov 9, 2026

The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
$67 nightly
The price is $77 total per night from Nov 15 to Nov 16
$77 total
Nov 15 - Nov 16
Total with taxes and fees
7/10 Good! (1,384 reviews)
"The beds are bad! You shouldn't feel or hear springs and the single mattress was atop a shallow platform. Even cheap rooms deserve better. Otherwise, everything else was acceptable."

Reviewed on Nov 9, 2026

Motel 6 Wethersfield, CT - Hartford
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
$118 nightly
The price is $136 total per night from Nov 22 to Nov 23
$136 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,257 reviews)
"Staff at hotel is attentive"

Reviewed on Nov 9, 2026

Hampton Inn & Suites Hartford/East Hartford
See all 828 properties in Terryville
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 Terryville Vacation Packages

Terryville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
5,400
Top Sights
Connecticut Valley Winery, Jerram Winery and Flanders Nature Center

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Frequently asked questions

How much does a Terryville vacation package cost?
You can grab a vacation package to this destination from $539 on Expedia. But how much your vacation to Terryville costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Terryville?
You can generally find reduced prices and better availability in November, December and January. Browse our cheap Terryville vacation packages and you could score some great off-season discounts.
How many days is enough for Terryville?
The ideal duration of your Terryville vacation depends on what you'd like to do. Typically, a few days to a week will give you time to check out all the top sights and explore some hidden gems along the way.
How to find the best Terryville package deals?
Use Expedia's handy filters to find some fabulous Terryville package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Terryville package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Terryville vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Terryville getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Terryville?
If you're planning a spur-of-the-moment Terryville vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Terryville vacation packages?
Your Terryville trip should be a relaxing escape from your busy life, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.