Hartford Vacations from $283

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Your Hartford Vacation

Design your own adventure with a Hartford vacation package that matches your needs and interests. Lively atmosphere, welcoming locals and rich history are a few of the things that await you in this urban city. Holy Hill, Erin Hills Golf Course and Wisconsin Automotive Museum are just some of the attractions you'll want to check out during your trip to Hartford. Expedia will help you escape your routine. Tailor your vacation to Hartford to suit your style of travel, whatever that may be.

The Latest Hartford vacation packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Delavan Near Lake Geneva

Baymont by Wyndham Delavan Near Lake Geneva

2.5 out of 5
Price was $306, price is now $283 per person
$283
per person
Feb 14 - Feb 17
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to Milwaukee (MKE)
6.2/10 (792 reviews)
Big, clean room, friendly staff, on-site bar.

Reviewed on Jan 1, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $420, price is now $315 per person
$315
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
Price was $527, price is now $427 per person
$427
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Bed sucked ass and no alarm clock.

Reviewed on Dec 31, 2025

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $419, price is now $340 per person
$340
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
Beautiful rooms, friendly staff. Only small complaint is that the hot tub still has sand on the bottom from summer- our visit was in January. Other than that, it was great!

Reviewed on Jan 8, 2026

Kasa Westown Milwaukee

Kasa Westown Milwaukee

4 out of 5
Westown
Price was $395, price is now $355 per person
$355
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
9/10 Wonderful! (116 reviews)
Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions.

Reviewed on Dec 6, 2025

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Discover the most popular places to visit in Hartford

Heiliger Huegel Ski Club

Hit the slopes in Erin with a visit to Heiliger Huegel Ski Club. In the area, take in the festivals and waterfalls.

Heiliger Huegel Ski Club

Wisconsin Automotive Museum

You can spend an afternoon browsing the exhibits at Wisconsin Automotive Museum in Hartford. Discover the area's sunsets and countryside.

Wisconsin Automotive Museum

Schaure Arts and Activities Center

You can enjoy a show at Schaure Arts and Activities Center during your trip to Hartford. Wander the lakeside or discover the area's sunsets.

Schaure Arts and Activities Center

Hartford Hotel Deals

Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford

2.5 out of 5
101 Park Avenue Hartford WI
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $136 total per night from Jan 19 to Jan 20
$136 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (411 reviews)
I like it here cause we can walk downtown to go out in the evening when we’re visiting friends. But the breakfast isn’t awesome anymore, it used to be. We stay for weeks at a time and kind of count on that to not have to pay for breakfast everyday. Do better please.

Reviewed on Jan 9, 2026

Cobblestone Hotel & Suites - Hartford
AmericInn by Wyndham Hartford WI

AmericInn by Wyndham Hartford WI

2 out of 5
1527 E Sumner St Hartford WI
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $82 total per night from Jan 18 to Jan 19
$82 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (530 reviews)
It was a very quiet room, clean and comfortable. Friendly staff as well!

Reviewed on Jan 10, 2026

AmericInn by Wyndham Hartford WI
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Hartford WI
$822 nightly
The price is $925 total per night from Jan 19 to Jan 20
$925 total
Jan 19 - Jan 20
Total with taxes and fees
10/10 Exceptional! (5 reviews)
Beautiful house! Very cozy. We had our Christmas dinner there and we all loved being in this home. The rooms are spectacular, perfect for our family. Thank you Krina

Reviewed on Dec 25, 2025

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
See all 455 properties in Hartford
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 Hartford Vacation Packages

Hartford Essential Information

Language
English
Currency
U.S dollars
Population
14,400
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Wisconsin Automotive Museum, Museum of Wisconsin Art and Heiliger Huegel Ski Club

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Frequently asked questions

How much does a Hartford vacation package cost?
You can grab a vacation package to this destination from $283 on Expedia. But how much your vacation to Hartford costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Hartford?
January, April and December are the best times to search for cheap Hartford vacation packages. Traveling in less busy periods means you can typically find better prices on accommodations and flights.
How many days is enough for Hartford?
With a well-planned itinerary, you can easily visit the top Hartford sights in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Hartford vacation for longer.
Is it worth booking a vacation package to Hartford?
Boasting a host of highlights starting with its excellent history, Hartford is a good vacation destination. Whether you want to explore attractions such as Schaure Arts and Activities Center and Wisconsin Automotive Museum or take the path less traveled, you'll have loads to keep you busy during your Hartford vacation.
How to find the best Hartford package deals?
Bagging a cheap Hartford package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical Hartford package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Hartford vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a tailored Hartford vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Hartford?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Hartford vacation.
Does Expedia offer Book Now, Pay Later Hartford vacation packages?
Your Hartford trip should be an escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.