Ridgefield Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Ridgefield Vacation Packages

Ridgefield Hotel Deals

Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

2 out of 5
296 Ethan Allen Hwy Ridgefield CT
Fully refundableReserve now, pay when you stay
The price is SARĀ 342 per night from Jul 23 to Jul 24
SARĀ 342
SARĀ 393 total
23 Jul - 24 Jul
includes taxes & fees
Days Inn by Wyndham Ridgefield
West Lane Inn

West Lane Inn

3.5 out of 5
22 West Ln Ridgefield CT
The price is SARĀ 1,404 per night from Jul 22 to Jul 23
SARĀ 1,404
SARĀ 1,614 total
22 Jul - 23 Jul
includes taxes & fees
9.8/10 Exceptional! (54 reviews)
"Lovely home, very friendly staff"

Reviewed on 2 November 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 SARĀ 796 per night from Aug 16 to Aug 17
SARĀ 796
SARĀ 916 total
16 Aug - 17 Aug
includes taxes & fees
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 theater 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.
See properties

Frequently asked questions

How much does a Ridgefield vacation package cost?
You'll find cheap prices on Expedia for your Ridgefield getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Ridgefield costs.
What are the cheapest months to go to Ridgefield?
January, February and March are great times to search for cheap Ridgefield vacation packages. Opting to travel in quieter months means you'll typically find reduced prices on hotels and flights.
How to find the best Ridgefield package deals?
Use Expedia's filter tool to find some tempting Ridgefield package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Ridgefield package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Ridgefield vacation as a package?
You can enjoy significant savings on your Ridgefield retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Ridgefield?
If you have your Ridgefield travel dates locked in, book early to bag some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Ridgefield?

  1. Pick your travel dates: The things you plan to do in Ridgefield and your favorite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Ridgefield.
  3. Decide how long to go for: Now that you're up to speed on Ridgefield, you can work out the ideal length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal Ridgefield vacation package for you.