Cromwell Vacations from $445

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Your Cromwell Vacation

A great way to experience this interesting city is with a custom-made Cromwell vacation package. Base yourself in the neighborhood of Downtown Hartford, which is great for shopping, families and festivals or go someplace else — our package deals are all about you. If your trip to Cromwell includes some sightseeing, take in much-loved attractions like TPC River Highlands, Cromwell Commons Shopping Center and River Highlands State Park. Expedia is here to help you escape the everyday. Tailor your vacation to Cromwell to suit your travel style, whatever that may be!

The Latest Cromwell vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Courtyard by Marriott Hartford Manchester
Hampton Inn Springfield South Enfield
The Goodwin Hotel
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
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Cromwell Hotel Deals

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
1 Industrial Park Road, Cromwell, CT
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from Aug 24 to Aug 25
$80 total
Aug 24 - Aug 25
Total includes taxes and fees
6.6/10 (999 reviews)
"It’s a budget hotel and I stay at super 8 a lot. I stayed in one for 2.5 months. I do appreciate having them to save me money. This one has a coffee on demand brewer in the lobby, I love that. It’s a good place to stay."

Reviewed on Aug 14, 2025

Super 8 by Wyndham Cromwell/Middletown
Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown

2.5 out of 5
111 Berlin Rd, Cromwell, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Aug 20 to Aug 21
$92 total
Aug 20 - Aug 21
Total includes taxes and fees
6.6/10 (1,001 reviews)
Solid stay
"Great stay. No issues to report."

Reviewed on Aug 12, 2025

Quality Inn Cromwell - Middletown
Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

3 out of 5
4 Sebethe Dr, Cromwell, CT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $133 total per night from Sep 1 to Sep 2
$133 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (672 reviews)
Will be nice after all the updates, great staff!
"They had lots of construction going on, I bet it’ll be new and fresh soon. Just being in first floor right outside the general area was a bit noisy at times. Great location and nice front desk team, lots of parking and stuff around that area."

Reviewed on Aug 9, 2025

Courtyard by Marriott Hartford Cromwell
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 Cromwell vacation package cost?
You'll find cheap prices from $445 on Expedia for your Cromwell getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Cromwell costs.
What are the cheapest months to go to Cromwell?
February, September and October are great times to search for cheap Cromwell vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Cromwell?
Typically, a handful of days is enough to go to the main attractions during your Cromwell vacation. But if you'd like to have time to unwind or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Cromwell?
Whether you're planning to check out attractions like TPC River Highlands and Connecticut River State Wildlife Area, or want to experience its top-notch golfing and history, a Cromwell vacation is sure to exceed your expectations. Book your trip with Expedia and discover why Cromwell is such a good vacation destination.
How to find the best Cromwell package deals?
Bagging a cheap Cromwell package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Cromwell package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Cromwell vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can tailor your Cromwell getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cromwell?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Cromwell vacation.
Does Expedia offer Book Now, Pay Later Cromwell vacation packages?
Your Cromwell getaway should be an escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.