Ridgefield Vacations from $289

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Your Ridgefield Vacation

When you organize a vacation package to Ridgefield, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Discover the many wonders of this vibrant city while based in a neighborhood like Easton, which is great for hiking. Make your trip to Ridgefield even more exciting by including some sightseeing. Ridgefield Playhouse, Mamanasco Beach and Weir Farm National Historic Site are among the leading attractions worth exploring. A few clicks is all it takes to build your perfect Ridgefield vacation on Expedia.

The Latest Ridgefield vacation packages

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $346, price is now $289 per person
$289
per person
Dec 11 - Dec 13
found 22 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8/10 Very Good! (1,005 reviews)

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,403, price is now $1,464 per person
$1,464
per person
Dec 30 - Jan 2
found 19 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
No reviews

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $628, price is now $515 per person
$515
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.4/10 Very Good! (1,005 reviews)

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $731, price is now $620 per person
$620
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.6/10 Excellent! (1,105 reviews)

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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

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
$90 nightly
The price is $104 total per night from Nov 15 to Nov 16
$104 total
Nov 15 - Nov 16
Total with taxes and fees
Days Inn by Wyndham Ridgefield
West Lane Inn

West Lane Inn

3.5 out of 5
22 West Ln Ridgefield CT
$374 nightly
The price is $430 total per night from Nov 9 to Nov 10
$430 total
Nov 9 - Nov 10
Total with taxes and fees
9.8/10 Exceptional! (59 reviews)
"Very nice experience. Very clean and the staff were friendly and efficient. Located in a very central spot, easy access to other towns. Ridgefield was a nice spot and we ate at three very good restaurants."

Reviewed on Nov 6, 2026

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
$196 nightly
The price is $225 total per night from Nov 19 to Nov 20
$225 total
Nov 19 - Nov 20
Total with taxes and fees
Hyatt Regency Greenwich
See all 1,136 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.

Find the Best Ridgefield Vacation Packages

Ridgefield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
7,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Ridgefield Playhouse, Westport Country Playhouse and Wilton Historical Society

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Frequently asked questions

How much does a Ridgefield vacation package cost?
You'll find cheap prices from $289 on Expedia for your Ridgefield break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Ridgefield costs.
What are the cheapest months to go to Ridgefield?
You can typically find lower prices and better availability in January, April and December. Explore our cheap Ridgefield vacation packages and you could score some excellent off-season deals.
How many days is enough for Ridgefield?
With a well-planned itinerary, you can easily tick off the most popular Ridgefield attractions in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Ridgefield vacation for longer.
Is it worth booking a vacation package to Ridgefield?
Ridgefield offers everything you need for an unforgettable getaway. Begin your Ridgefield vacation on a high note by checking out top attractions like Ridgefield Playhouse.
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 traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Ridgefield vacation as a package?
You can enjoy significant savings on your next Ridgefield break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Ridgefield vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Ridgefield break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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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.