Cromwell Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Top hotels in Cromwell

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
The price is S$99 per night from 21 Jul to 22 Jul
S$99
21 Jul - 22 Jul
includes taxes & fees
6.6/10 (997 reviews)
"Property was fine. Lobby was a bit dated. Rooms were decent and did not have carpet. Bathroom really needed updating but the shower was hot with great pressure. The price was reasonable."

Reviewed on 2 Jul, 2025

Super 8 by Wyndham Cromwell/Middletown
Courtyard by Marriott Hartford Cromwell
Courtyard by Marriott Hartford Cromwell
3 out of 5
4 Sebethe Dr, Cromwell, CT
The price is S$157 per night from 10 Aug to 11 Aug
S$157
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (659 reviews)
"Comfortable clean efficient. Spacious room compared to most hotels. friendly staff. Met all expectations and would stay here again."

Reviewed on 19 Jun, 2025

Courtyard by Marriott Hartford Cromwell
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
The price is S$157 per night from 20 Jul to 21 Jul
S$157
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (590 reviews)
"Everything is perfect !!!"

Reviewed on 5 Jul, 2025

Springhill Suites by Marriott Hartford Cromwell
See all 653 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.

Frequently asked questions

How much does a Cromwell holiday package cost?
You'll find cheap prices 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 holiday to Cromwell costs.
What are the cheapest months to go to Cromwell?
January, February and March are great times to search for cheap Cromwell holiday packages. Travelling in less busy months means you can generally find reduced prices on accommodation and flights.
How many days is enough for Cromwell?
With a well-planned itinerary, you can easily tick off the most popular Cromwell sights in a few days. But if you want to discover hidden spots or take day trips, think about booking your Cromwell holiday for longer.
Is it worth booking a holiday package to Cromwell?
Whether you're planning to discover attractions like TPC River Highlands and Connecticut River State Wildlife Area, or eager to experience its top-notch golfing and history, a Cromwell holiday is sure to exceed your expectations. Book your trip with Expedia and discover why Cromwell is such a good holiday 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Cromwell holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation 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 holiday 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 holiday.
How to plan a trip to Cromwell?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Cromwell.
  2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to save for your trip to Cromwell. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Cromwell, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Cromwell holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.