Terryville Vacations from $560

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $727, price is now $560 per person
$560
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,109 reviews)
Perfect location! Very clean . Would definitely go back

Reviewed on May 10, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,464, price is now $1,566 per person
$1,566
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Greenville (GSP) to New Haven (HVN)
No reviews
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,280, price is now $905 per person
$905
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.6/10 Exceptional! (69 reviews)
I had a great stay at this property overall. The room was clean, comfortable, and well-maintained, which made it easy to relax after a long day. The staff was friendly and helpful, always willing to answer questions and make sure everything was taken care of. The kitchen was stocked with the basics needed for cooking, which was convenient during the stay. Parking was also easy to access and felt safe, which was a big plus. The location was convenient, close to nearby attractions, restaurants, and stores. If I had to mention one thing for improvement, it would be minor updates to some areas to make the space feel a bit more modern. Overall, I would definitely recommend this property and would consider staying here again in the future.

Reviewed on May 5, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,591, price is now $1,179 per person
$1,179
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Greenville (GSP) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!

Reviewed on Apr 3, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $921, price is now $703 per person
$703
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Greenville (GSP) to New Haven (HVN)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Terryville
View all trips

Terryville Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from May 27 to May 28
$116 total
May 27 - May 28
Total with taxes and fees
7.4/10 Good! (1,290 reviews)
Great location for arriving by train and seeing the Capitol

Reviewed on May 10, 2026

The Capitol Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from May 25 to May 26
$122 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,292 reviews)
Room was very clean. Staff was very friendly

Reviewed on May 4, 2026

Holiday Inn Express Southington by IHG
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $77 total per night from Jun 1 to Jun 2
$77 total
Jun 1 - Jun 2
Total with taxes and fees
7.2/10 Good! (1,125 reviews)
Good

Reviewed on May 11, 2026

Motel 6 Wethersfield, CT - Hartford
See all 819 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Terryville vacation package cost?
You can grab a vacation package to this destination from $560 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.