Hartford Vacations from $592

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
The Delafield Hotel

The Delafield Hotel

$592
per person
Sep 9 - Sep 11
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (486 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
Save 100% on your flight
$1,045
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,651 reviews)
Fantastic hotel. We really enjoyed our stay. Will stay there again if we find ourselves back in Milwaukee.

Reviewed on Aug 9, 2026

The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
Save 100% on your flight
$1,156
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (2,179 reviews)
I absolutely adore this hotel! From the check-in where they were able to allow us early check-in, to their help with parking and a bad key, every single employee we encountered was absolutely exceptional. We had drinks in the lobby bar and a lunch at The Cafe, excellent. Although we did not eat at the Mason St Grill restaurant in the hotel, we did go to Zarletti's Italian restaurant located just half a block from the Pfister, one of the best meals we have had on this roadtrip. Also enjoyed going to the swimming pool on the 23rd floor of the hotel, and the Milwaukee Art Museum which is just a short walk away on the lakeshore. The interior of the lobby is decorated with lavish artwork, and they have a large collection of Victorian paintings. For a hotel that has been in continuous operation since 1893, this is definitely a grande dame of Milwaukee hotels. The room itself was very well furnished, and the beds were comfortable. If we ever find ourselves in Milwaukee again, we would definitely try to book a room here, an exceptional experience.

Reviewed on Aug 9, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$702
per person
Oct 18 - Oct 21
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,243 reviews)
Parking challenge. Misinformed about the use of Expedia extras

Reviewed on Aug 8, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
$986
per person
Oct 9 - Oct 11
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.4/10 Exceptional! (390 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Hartford
View all trips

Stay near popular Hartford attractions

Wisconsin Automotive Museum

10.0/10 (7 reviews)
Home to the largest collection of Kissel luxury cars, this museum showcases over 100 vintage vehicles in an art deco setting. Explore automotive artifacts spanning a century of Wisconsin's motoring heritage.
See properties

Erin Hills Golf Course

7.6/10 (8 reviews)
This championship links-style course hosted the 2017 U.S. Open amid Wisconsin's rolling hills and native fescue. Savor the walking-only experience with a knowledgeable caddie for insights on the challenging terrain.
See properties

Hartford City Hall

Hartford City Hall stands as a symbol of local governance and community heritage in the heart of Hartford, Wisconsin. Visitors can explore its architecture during business hours.
See properties

Schaure Arts and Activities Center

10.0/10 (2 reviews)
This former canning factory now captivates as a cultural hub showcasing diverse performances and art exhibitions. Enjoy intimate theater experiences with excellent acoustics while exploring galleries of local artwork.
See properties

Heiliger Huegel Ski Club

Established in 1935, Heiliger Huegel Ski Club offers a private skiing haven focused on education and racing in southeastern Wisconsin. Members enjoy well-maintained slopes in this close-knit skiing community.
See properties

Hartford Hotel Deals

Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford

101 Park Avenue Hartford WI
Fully refundableReserve now, pay when you stay
$215 nightly
$242 total
Aug 10 - Aug 11
Total with taxes and fees
8.8/10 Excellent! (455 reviews)
"Room was beautiful and reasonably priced. Great location. Will definitely stay there again!"

Reviewed on Aug 2, 2026

Cobblestone Hotel & Suites - Hartford
AmericInn by Wyndham Hartford WI

AmericInn by Wyndham Hartford WI

1527 E Sumner St Hartford WI
$105 nightly
$118 total
Aug 23 - Aug 24
Total with taxes and fees
AmericInn by Wyndham Hartford WI
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$111 nightly
$128 total
Aug 16 - Aug 17
Total with taxes and fees
8.4/10 Very Good! (1,076 reviews)
"Hotel is safe and in a good location, with a large mall nearby, and several national chain restaurants."

Reviewed on Aug 8, 2026

Sheraton Milwaukee Brookfield Hotel
See all 471 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

More vacations you might like

Frequently asked questions

How much does a Hartford vacation package cost?
You can grab a vacation package to this destination from $592 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.