Ridgefield Holidays

Book a Hotel + Flight or Car together to unlock savings

Ridgefield Holiday

Our pick of the best Ridgefield Hotel Deals

Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

2 out of 5
296 Ethan Allen Hwy Ridgefield CT
5.8/10 (950 reviews)
"Clean rooms"

Reviewed on 12 July 2026

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Days Inn by Wyndham Ridgefield
West Lane Inn

West Lane Inn

3.5 out of 5
22 West Ln Ridgefield CT
The price is NZ$746 per night from 27 July to 28 July
NZ$746
27 July - 28 July
includes taxes & fees
9.8/10 Exceptional! (54 reviews)
"Lovely home, very friendly staff"

Reviewed on 2 Nov 2025

West Lane Inn
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is NZ$417 per night from 26 July to 27 July
NZ$417
26 July - 27 July
includes taxes & fees
8.6/10 Excellent! (1,078 reviews)
"The hotel manager, Jheneel is one the the BEST staffs I have even seen. She knows how to take care of customers. I met her at our first time staying and she was so smart to realize that we were cold and offer to bring us blankets. As a returned customer, we luckily met her while checking in and she ..."

Reviewed on 12 July 2026

Hyatt Regency Greenwich
See all 1,149 properties in Ridgefield
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.

Stay near popular Ridgefield attractions

Ridgefield Playhouse

7.6/10 (47 reviews)
This intimate 500-seat theatre showcases diverse performances from legendary artists like Diana Krall and The Doobie Brothers. Arrive early to admire the lobby's hand-painted mural depicting historical Ridgefield scenes.
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Frequently asked questions

How much does a Ridgefield holiday package cost?
You'll find cheap prices on Expedia for your Ridgefield break. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Ridgefield costs.
What are the cheapest months to go to Ridgefield?
If you're looking to book a cheap Ridgefield holiday package, consider planning a trip in January, February and March. You'll typically find better prices on accommodation and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Ridgefield?
Usually, a handful of days is enough to see the top attractions during your Ridgefield holiday. But if you want to have some time to kick back or take day trips, consider extending your trip.
Is it worth booking a holiday package to Ridgefield?
It's easy to see why a Ridgefield holiday is on the to-do list of many travellers. Leading attractions like Ridgefield Playhouse are just the beginning of things to keep you busy here.
How to find the best Ridgefield package deals?
Finding a cheap Ridgefield package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Ridgefield package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Ridgefield holiday as a package?
You can enjoy significant savings on your next Ridgefield break by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Ridgefield?
If you're considering an impromptu Ridgefield trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Ridgefield?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Ridgefield.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Ridgefield. Then, choose a hotel that suits your budget, whether that's an economical option or a swankier getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to get to in Ridgefield. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Ridgefield holiday package that brings all your bookings together.

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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.