Cromwell Vacations from $385

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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.
Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East

2.5 out of 5
Price was $475, price is now $385 per person
$385
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Hartford (BDL)
7.2/10 Good! (1,001 reviews)
It was easy to check in and out. Rooms needed a deep clean. Chair was dirty, around the fridge was dirty, ledging along the floor was dirty.

Reviewed on Nov 30, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Save 100% on your flight
Price was $1,439, price is now $992 per person
$992
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
8.6/10 Excellent! (1,000 reviews)
Great hotel for the area

Reviewed on Dec 7, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $864, price is now $663 per person
$663
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
9.8/10 Exceptional! (1,000 reviews)
Fabulous and roomy. So clean so nice. Lovely humans.

Reviewed on Nov 30, 2025

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
Save 100% on your flight
Price was $662, price is now $522 per person
$522
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Hartford (BDL)
8.8/10 Excellent! (1,002 reviews)
Great customer service!

Reviewed on Dec 8, 2025

Hampton Inn Springfield South Enfield

Hampton Inn Springfield South Enfield

2.5 out of 5
Save 100% on your flight
Price was $683, price is now $540 per person
$540
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Hartford (BDL)
9/10 Wonderful! (1,005 reviews)
Staff and everyone were most friendly and respectful. Helpful with anything we requested. Peaceful atmosphere. Spacious room. Breakfast could use a bit more variety with hot foods other than that we were very much pleased with our stay.

Reviewed on Dec 8, 2025

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Discover the most popular places to visit in Cromwell

TPC River Highlands

Enjoy a round of golf in Cromwell at TPC River Highlands. While in this family-friendly area, you can savor the top-notch restaurants.

TPC River Highlands

Connecticut River State Wildlife Area

Explore the great outdoors at Connecticut River State Wildlife Area, a lovely green space in Cromwell. You can attend a sporting event while in the area.

Connecticut River State Wildlife Area

River Highlands State Park

You can take time to visit River Highlands State Park during your travels to Cromwell. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

River Highlands State Park

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
$67 nightly
The price is $77 total per night from Dec 16 to Dec 17
$77 total
Dec 16 - Dec 17
Total with taxes and fees
6.6/10 (997 reviews)
McDonald's and Dunkin Donuts is next door, Burger King is across the street, as well as other restaurants. Walmart is just a few minutes away.

Reviewed on Nov 18, 2025

Super 8 by Wyndham Cromwell/Middletown
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

2.5 out of 5
76 Berlin Road Cromwell CT
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $139 total per night from Dec 14 to Dec 15
$139 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (648 reviews)
It was nice clean and close to what we needed

Reviewed on Nov 22, 2025

Springhill Suites by Marriott Hartford Cromwell
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
$125 nightly
The price is $144 total per night from Dec 14 to Dec 15
$144 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (699 reviews)
The hotel was very clean and the pool was beautiful!

Reviewed on Dec 3, 2025

Courtyard by Marriott Hartford Cromwell
See all 697 properties in 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.

Find the Best Cromwell Vacation Packages

Cromwell Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
13,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Powder Ridge Mountain Park and Resort, Haddam Island State Park and River Highlands State Park

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Frequently asked questions

How much does a Cromwell vacation package cost?
You'll find cheap prices from $385 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.

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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.