Cromwell Vacations from $334

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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.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $391, price is now $334 per person
$334
per person
Jan 21 - Jan 24
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (1,459 reviews)

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,614, price is now $1,208 per person
$1,208
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
9.8/10 Exceptional! (1,003 reviews)
best overnight stay ever, loved every thing about this property

Reviewed on Nov 5, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $712, price is now $593 per person
$593
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
8.6/10 Excellent! (1,004 reviews)
Stayed for one night. Clean and comfortable.

Reviewed on Nov 5, 2026

Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
Price was $542, price is now $459 per person
$459
per person
Jan 29 - Feb 1
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
8.6/10 Excellent! (501 reviews)
Very nice place right in the middle of the city. Really good breakfast. Rooms were nice and spacious. Staff was great!

Reviewed on Oct 19, 2026

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
Price was $603, price is now $512 per person
$512
per person
Jan 29 - Feb 1
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
9.2/10 Wonderful! (1,005 reviews)
Makes flights so much easier

Reviewed on Nov 5, 2026

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Stay near popular Cromwell attractions

River Highlands State Park

8.0/10 (14 reviews)
Towering 150 feet above the Connecticut River, these dramatic bluffs offer panoramic views through mixed woodlands. Discover unique boat-access-only campsites for a secluded riverside overnight experience.
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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
$71 nightly
The price is $82 total per night from Nov 12 to Nov 13
$82 total
Nov 12 - Nov 13
Total with taxes and fees
6.6/10 (999 reviews)
"Won't book again"

Reviewed on Nov 3, 2026

Super 8 by Wyndham Cromwell/Middletown
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
111 Berlin Rd Cromwell CT
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Nov 8 to Nov 9
$106 total
Nov 8 - Nov 9
Total with taxes and fees
The Cromwell Inn
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
$127 nightly
The price is $146 total per night from Nov 29 to Nov 30
$146 total
Nov 29 - Nov 30
Total with taxes and fees
Courtyard by Marriott Hartford Cromwell
See all 745 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

Things to do in and around Cromwell

Cromwell, Connecticut, is an ideal destination for outdoor enthusiasts and sports lovers. Visitors can enjoy a variety of activities, including golfing at local courses and exploring nearby attractions. The town also offers educational experiences and adventure opportunities, making it perfect for day trips. Whether you're looking to engage in recreational activities or soak up the local culture, Cromwell has something for everyone to enjoy.

Shopping

Cromwell Commons Shopping Center offers a vibrant mix of entertainment and shopping right in Cromwell. For a bit more, head to Brickyard Shopping Center, only 6 miles away, featuring a variety of family-friendly stores. If you're up for a drive, check out Cabela's located 11 miles from Cromwell.

Recreation

Experience a round of golf at TPC River Highlands, where you can enjoy the beautiful outdoors and unwind in a vibrant sports atmosphere. For family fun, head to Putter's Paradise Mini Golf, offering adventure and entertainment for all ages, just a short drive from Cromwell.

Adventure

Experience thrilling activities at Brownstone Exploration & Discovery Park, an arcadeAdventureZone 1 mile from Cromwell, featuring family-friendly adventures. Explore the natural beauty at Cromwell Meadows Wildlife Management Area, perfect for outdoor enthusiasts. For speed lovers, check out Checkered Flag Raceway, a karting venue 6 miles away.

Nightlife

Cromwell's nightlife offers a relaxed atmosphere with a variety of options. Visit the Cromwell Bar & Grill for great food and drinks, or head to the nearby Riverfront for scenic views. For live entertainment, check out local spots featuring music and events, perfect for unwinding after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Cromwell

Cromwell, Connecticut, offers a blend of outdoor and cultural experiences perfect for your vacation. Explore local highlights like the Old Cromwell Town and Cromwell Commons Shopping Center, alongside urban parks, historic houses, and nearby national and state parks. Whether you're seeking family-friendly activities or immersive cultural experiences, Cromwell has something to cater to every traveler's interests.

  • Wesleyan University: Located 3 miles from Cromwell, this historic college boasts a vibrant cultural atmosphere. Explore its beautiful campus, which features stunning architecture and engaging art installations, creating a unique blend of history and modernity.
  • Wadsworth Mansion: Situated 4 miles away, this elegant event venue offers a glimpse into Connecticut's rich history. With its beautiful gardens and grand architecture, it’s perfect for business events or simply enjoying the refined ambiance.
  • Dinosaur State Park: Just 4 miles from Cromwell, this national park provides an adventurous outdoor experience. Discover preserved dinosaur tracks, scenic trails, and interactive exhibits, making it a great destination for families and nature lovers alike.

Best time to go to Cromwell

The best time to visit Cromwell is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.1°F (-1.6°C)Light RainMostly SunnyModerately LowSlightly Low
February30.6°F (-0.8°C)Light RainMostly SunnyAverageSlightly Low
March37.8°F (3.2°C)Light RainMostly SunnyModerately HighAverage
April48.7°F (9.3°C)Light RainMostly SunnyModerately HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnyModerately HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
August72.5°F (22.5°C)Light RainMostly SunnyAverageAverage
September65.5°F (18.6°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November43.3°F (6.3°C)Light RainMostly SunnyModerately LowAverage
December35.2°F (1.8°C)Light RainMostly SunnyModerately LowSlightly Low

Tips to save on your trip to Cromwell

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cromwell during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

What's included in a Cromwell vacation package?
A Cromwell vacation package lets you combine round-trip flights, hotel stays, and rental cars, offering a convenient way to plan your trip. Many hotels in the area provide amenities such as free breakfast and indoor pools, which can add value to your stay. Some properties also offer airport shuttle services, making transfers from nearby airports like Bradley International Airport (BDL) more convenient.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Cromwell vacation package?
When you bundle, you can save up to 30%*. To save money on a Cromwell package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Cromwell?
For families, a Cromwell vacation package built around a stay at Courtyard by Marriott Hartford Cromwell (rated 8.4 out of 10) is a strong choice, offering an indoor pool and free breakfast. Travelers often highlight the spacious rooms and reasonable value, making it comfortable for those traveling with children.

Travelers seeking comfort and value can consider a Cromwell vacation package with a stay at Springhill Suites by Marriott Hartford Cromwell, also rated 8.4 out of 10. This hotel provides an indoor pool and free breakfast, with travelers frequently praising its convenient location and good breakfast.
What are the top things to do in Cromwell?
Cromwell, an outdoor and nature destination, offers a mix of golf, adventure, and historical sites for your Cromwell vacation:

Browse and book things to do in Cromwell on Expedia.
Do you need to rent a car in Cromwell, or is public transport enough?
For a Cromwell vacation package, renting a car offers the most flexibility, especially for exploring the wider outdoor and cultural attractions.

While Cromwell is served by local buses like Middletown Area Transit and CTtransit, many of the area's sights are spread out. A car allows you to easily reach places like Hammonasset Beach State Park, about 15 miles away, or Powder Ridge Mountain Park and Resort, about 11 miles from central Cromwell. For arrivals, major airports like John F. Kennedy International Airport (JFK) are about 87 miles away, making a rental car or pre-arranged shuttle service practical for your journey to Cromwell.
Are Cromwell vacation package hotels conveniently located?
Cromwell vacation package hotels are generally well-located, offering convenient access to the town's central area.

For instance, Springhill Suites by Marriott Hartford Cromwell is situated about 2 miles from central Cromwell, providing easy reach to local points of interest. Another option, Courtyard by Marriott Hartford Cromwell, is about 3 miles from the town center. These properties place you close to Cromwell's attractions while offering comfortable stays.
Can I change or cancel my Cromwell vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Cromwell vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Cromwell vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Cromwell vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Cromwell?
To find last-minute vacation packages to Cromwell, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Cromwell vacation packages?
Free cancellation on a Cromwell vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Cromwell vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Cromwell getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Cromwell vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.