Hartford Vacation Packages

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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.

Top Hartford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,087, price is now CA $961 per person
CA $961
per person
Sep 11 - Sep 14
found 5 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very good! (925 reviews)
The staff were friendly and helpful. The room was clean but lacked a few items like a trash can in the bathroom and a small microwave. The area was safe and nice

Reviewed on Jul 2, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was CA $1,209, price is now CA $1,061 per person
CA $1,061
per person
Sep 11 - Sep 14
found 5 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.6/10 Exceptional! (1,005 reviews)
County Clare is a cute small hotel with a really nice Irish bar and restaurant. The breakfast was great! Location is great and very walkable! We had some issues with finding our reservation and electronic room keys not working, frequently. But staff was nice and helpful! I would choose County Clare again!

Reviewed on Jul 2, 2026

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $1,165, price is now CA $1,036 per person
CA $1,036
per person
Sep 11 - Sep 14
found 5 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.8/10 Excellent! (1,016 reviews)
Quiet, clean, large rooms for the price and conveniently located off the interstate. Would stay here again if in the area.

Reviewed on Jul 2, 2026

Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
Wauwatosa
Price was CA $1,165, price is now CA $1,055 per person
CA $1,055
per person
Sep 11 - Sep 14
found 5 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,009 reviews)
Contacted the manager twice and asked for a call back and never received anything.

Reviewed on Jun 29, 2026

Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was CA $1,077, price is now CA $983 per person
CA $983
per person
Sep 11 - Sep 14
found 5 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
7.8/10 Good! (1,017 reviews)
Arrived at hotel to be told they were fully booked a year ago due to a convention and Horels.com was supposed to contact me the day before. I had to scramble to find another room on a busy weekend and paid nearly double the cost. Both parties are blaming each other and no one cares if we were inconvenienced or ended up paying extra. Tip: Call hotel to confirm anything booked via third party vendors.

Reviewed on Jul 1, 2026

Ready to book your vacation to Hartford?

 

Choose your dates

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
The price is CA $283 per night from Jul 5 to Jul 6
CA $283
CA $319 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (444 reviews)
"The staff was friendly, rooms were clean & very comfortable beds."

Reviewed on Jun 28, 2026

Cobblestone Hotel & Suites - Hartford
AmericInn by Wyndham Hartford WI

AmericInn by Wyndham Hartford WI

3 out of 5
1527 E Sumner St Hartford WI
The price is CA $150 per night from Jul 5 to Jul 6
CA $150
CA $168 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (567 reviews)
"Front desk check was a breeze. Very friendly staff. Our king room was very clean! Breakfast was adequate, I liked the fact they had trays to take back to the room. Would stay there again."

Reviewed on Jun 24, 2026

AmericInn by Wyndham Hartford WI
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jul 5 to Jul 6
CA $134
CA $155 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very good! (929 reviews)
"The staff were friendly and helpful. The room was clean but lacked a few items like a trash can in the bathroom and a small microwave. The area was safe and nice"

Reviewed on Jul 2, 2026

Sheraton Milwaukee Brookfield Hotel
See all 472 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.
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Stay near popular Hartford attractions

Wisconsin Automotive Museum

10.0/10 (7 reviews)
You can spend an afternoon browsing the exhibits at Wisconsin Automotive Museum in Hartford. Discover the area's sunsets and countryside.
See properties

Frequently asked questions

How much does a Hartford vacation package cost?
Offering excellent value package deals from CA $961 on Expedia, you'll be pleasantly surprised at how much a vacation to Hartford costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hartford?
You're likely to find reduced prices and greater availability in January, February and March. Browse our cheap Hartford vacation packages and you could score some great off-season deals.
How many days is enough for Hartford?
With a well-organized travel plan, you can easily hit the top Hartford sights in a handful of days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Hartford vacation for longer.
Is it worth booking a vacation package to Hartford?
Known for its history and home to popular attractions like Schaure Arts and Activities Centre, a Hartford vacation is bound to impress. Another top sight worth exploring? Don't miss Wisconsin Automotive Museum.
How to find the best Hartford package deals?
Start your search for a Hartford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add 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 irresistible savings. If you don't find the ideal Hartford package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hartford adventure off to a flying start.
Is it cheaper to book a Hartford vacation as a package?
You can enjoy significant savings on your Hartford getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Hartford?
If you've got your Hartford vacation dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Hartford?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Hartford.
  2. Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Hartford.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to get to in Hartford. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Hartford vacation package.

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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.