Terryville Vacations from $535

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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.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $699, price is now $535 per person
$535
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.8/10 Excellent! (1,083 reviews)
Front desk clerk was professional and welcoming. Easy and pleasant check in. Great breakfast options

Reviewed on Sep 8, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
Price was $741, price is now $567 per person
$567
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.8/10 Excellent! (432 reviews)
The rooms were clean and the area was nice as well. Would stay again.

Reviewed on Sep 1, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $776, price is now $601 per person
$601
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
Close to airport. Friendly staff. Breakfast. Clean.

Reviewed on Sep 8, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $796, price is now $651 per person
$651
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (872 reviews)
Really close to Yale. No on site parking so we had to search for parking and walk back to the hotel late at night after we arrived…and there were some iffy characters around the area. More iffy characters greeted us near our parked car at 8:30am the next morning. The best part was Kristina at the front desk! She was really friendly and helpful.

Reviewed on Aug 31, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $770, price is now $637 per person
$637
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.6/10 Excellent! (563 reviews)
Room was excellent. Easy check in. No sugar with the coffee maker. Traffic is noisy all night long.

Reviewed on Aug 17, 2025

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Terryville Hotel Deals

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

2.5 out of 5
325 Main St, Terryville, CT
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Oct 2 to Oct 3
$91 total
Oct 2 - Oct 3
Total with taxes and fees
PLYMOUTH MOTOR LODGE
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Sep 22 to Sep 23
$106 total
Sep 22 - Sep 23
Total with taxes and fees
The Capitol Hotel
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Sep 16 to Sep 17
$109 total
Sep 16 - Sep 17
Total with taxes and fees
Best Western Hartford Hotel & Suites
See all 737 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.

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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 $535 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.