Brookfield Vacations from $867

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Your Brookfield Vacation

There's no better way to head off on a break than with one of our vacation packages to Brookfield. The rural countryside and spectacular views are two of the compelling reasons you'll want to stay in this awesome city. Make your trip to Brookfield even more fun and exciting by going sightseeing. Candlewood Lake, Elephants Trunk Flea Market and Squantz Pond State Park are some of the most popular attractions you'll want to explore. Don't delay your visit to this city any longer. Your dream Brookfield vacation is a few clicks away with Expedia.

The Latest Brookfield 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
Save 100% on your flight
Price was $1,149, price is now $867 per person
$867
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (851 reviews)
Great hotel in the niddle of town. A block from the Museum of Art. Park around thr corner..no parking on site.

Reviewed on Aug 11, 2025

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 $1,671, price is now $1,222 per person
$1,222
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (51 reviews)
It was a great place. Highly recommend!

Reviewed on Jun 11, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $2,006, price is now $1,470 per person
$1,470
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (305 reviews)
The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again.

Reviewed on Aug 18, 2025

Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Save 100% on your flight
Price was $1,372, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.

Reviewed on Jun 27, 2025

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Discover the most popular places to visit in Brookfield

Candlewood Plaza Shopping Center

You can browse for the perfect souvenirs at Candlewood Plaza Shopping Center during your stay in Brookfield. While you're here, you can savor the top-notch restaurants.

Candlewood Plaza Shopping Center

Lions Park

Explore the great outdoors at Lions Park, a lovely green space in Brookfield. While in this family-friendly area, you can savor the top-notch restaurants.

Lions Park

DiGrazia Winery

You can enjoy a tasting or tour at DiGrazia Winery during your travels to Brookfield. While in this family-friendly area, you can savor the top-notch restaurants.

DiGrazia Winery

Brookfield Hotel Deals

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
Get rates
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Aug 31 to Sep 1
$155 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (1,008 reviews)
"The place was really nice. The room was very far from the only elevator which was inconvenient. The staff wasn't polite or personable"

Reviewed on Aug 17, 2025

Trumbull Marriott Shelton
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Aug 26 to Aug 27
$107 total
Aug 26 - Aug 27
Total includes taxes and fees
8/10 Very Good! (1,009 reviews)
"Great location. Toilets flush slow and run too much. Otherwise very nice!"

Reviewed on Aug 17, 2025

Wyndham Southbury
See all 700 properties in Brookfield
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 Brookfield vacation package cost?
Offering excellent value package deals from $867 on Expedia, you'll be surprised at how little a vacation to Brookfield costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brookfield?
December, January and February are great times to search for cheap Brookfield vacation packages. Choosing to travel in less busy months means you can usually find lower prices on flights and hotels.
How many days is enough for Brookfield?
Typically, a handful of days is enough to explore the top attractions during your Brookfield vacation. However, if you prefer to have more time to kick back or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Brookfield?
Brookfield has everything you need for a wonderful trip. Get your Brookfield vacation off to a flying start by exploring top attractions like Brookfield Golf Course.
How to find the best Brookfield package deals?
Finding a cheap Brookfield package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Brookfield package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Brookfield vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still have the freedom to create a customized Brookfield vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Brookfield?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Brookfield escape.
Does Expedia offer Book Now, Pay Later Brookfield vacation packages?
Your Brookfield getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.