Wolcott Vacations from $264

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Your Wolcott Vacation

With all the details organized before you go away, our Wolcott vacation packages mean you can concentrate on enjoying your getaway. Whether you're staying in the neighborhood of Plymouth, which is good for nature, or another area, this exciting city offers a wealth of discoveries. Fill up your itinerary with visits to Mount Southington Ski Area, Palace Theatre and Brass Mill Center, some of the attractions you just have to see during your trip to Wolcott. Check out Expedia's wide range of travel options and begin planning your ideal vacation to Wolcott today.

The Latest Wolcott vacation packages

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $320, price is now $264 per person
$264
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
8.4/10 Very Good! (1,002 reviews)
Spotless, lovely room. Attentive staff.

Reviewed on Dec 26, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $1,732, price is now $952 per person
$952
per person
Feb 27 - Mar 2
found 8 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $641, price is now $507 per person
$507
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
9.4/10 Exceptional! (336 reviews)
beautiful room and views

Reviewed on Dec 13, 2025

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $348, price is now $291 per person
$291
per person
Mar 18 - Mar 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
8/10 Very Good! (1,002 reviews)
Its okay, some of the furniture didn't look in good shape. Bed was good, bathrooms were neat and good. I loved the rustic wood table. Also its high time we have smart TVs now. They are dirt cheap.

Reviewed on Dec 21, 2025

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $435, price is now $366 per person
$366
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
No reviews
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Discover the most popular places to visit in Wolcott

Peterson Park

Explore the great outdoors at Peterson Park, a lovely green space in Wolcott. Experience the area's entertainment venues and theater scene.

Peterson Park

Wolcott Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Jan 25 to Jan 26
$122 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
9/10 Wonderful! (1,967 reviews)
The staff at this hotel, including Stephanie at the front desk, could not have been nicer and more competent. They were incredibly helpful to my family. The hotel is also well situated to downtown and Yale university. We would stay here again.

Reviewed on Dec 30, 2025

New Haven Hotel
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Jan 2 to Jan 3
$102 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
7.4/10 Good! (1,119 reviews)
Great location and a very clean and comfortable room. The staff was very helpful and went out of their way to help me.

Reviewed on Dec 17, 2025

The Capitol Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$104 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food.

Reviewed on Dec 27, 2025

Cambria Hotel New Haven University Area
See all 1,021 properties in Wolcott
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 Wolcott Vacation Packages

Wolcott Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
16,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Mattatuck Beach, Hubbard Park and Cedar Lake

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Frequently asked questions

How much does a Wolcott vacation package cost?
You can snap up a vacation package to this top destination from $264 on Expedia. But how much your vacation to Wolcott costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Wolcott?
December, January and February are the best times to look for cheap Wolcott vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Wolcott?
The ideal duration of your Wolcott vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to tick off all the major sights and discover some hidden gems along the way.
How to find the best Wolcott package deals?
Start your search for a Wolcott package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Wolcott package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wolcott adventure underway.
Is it cheaper to book a Wolcott vacation as a package?
You can enjoy significant savings on your next Wolcott getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Wolcott?
Enjoy incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Wolcott break.
Does Expedia offer Book Now, Pay Later Wolcott vacation packages?
If you're like us, you love jet-setting around the world 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 help from online lender Affirm, you can break down the overall cost of your Wolcott vacation across 3, 6 or 12 months. There are also no hidden costs 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.