Wolcott Vacations from $519

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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.
Landing Apartments New Haven

Landing Apartments New Haven

3 out of 5
West New Haven
Save 100% on your flight
Price was $681, price is now $519 per person
$519
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
2/10 (1 review)
Head of Pond House

Head of Pond House

3 out of 5
Save 100% on your flight
Price was $3,838, price is now $2,898 per person
$2,898
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Washington (IAD) to New Haven (HVN)
10/10 Exceptional! (5 reviews)
Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent.

Reviewed on May 9, 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 $1,021, price is now $777 per person
$777
per person
Jul 22 - Jul 26
found 3 hours ago
Roundtrip flight included
Chicago (MDW) to New Haven (HVN)
No reviews
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $760, price is now $583 per person
$583
per person
Jun 26 - Jun 29
found 6 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Great place very inexpensive.

Reviewed on May 16, 2026

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $892, price is now $687 per person
$687
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (2,115 reviews)
Clean room, nice staff

Reviewed on May 16, 2026

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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
$112 nightly
The price is $129 total per night from May 24 to May 25
$129 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (2,131 reviews)
The staff at the front desk were extremely helpful and friendly. We only stayed one night as we were there for a graduation and it was conveniently located to where we had to go. However, if I ever find myself in the area again, I would definitely stay there.

Reviewed on May 16, 2026

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
$100 nightly
The price is $115 total per night from May 19 to May 20
$115 total
May 19 - May 20
Total with taxes and fees
7.4/10 Good! (1,300 reviews)
The location of the hotel was great for us. It has a SPECTACULAR view of the Connecticut State Capital and the surrounding green space. Be sure to ask for the view room, as this was what made the stay worthwhile. It was a 10 minute walk to Dunkin Park, a minor league baseball stadium. Attending an ...

Reviewed on May 14, 2026

The Capitol Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
$142 nightly
The price is $163 total per night from Jun 7 to Jun 8
$163 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Our room was noisy, police sirens every 5 minutes through the night combined with a broken air vent, the motor was making very loud screeching noises. We requested service and nothing was done about it. The area (Yale) is a true eye opening experience that was unexpected. We were approached by beggars ...

Reviewed on May 17, 2026

Omni New Haven Hotel at Yale
See all 1,117 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 $519 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.