
Ridgefield Vacations
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Find the Best Ridgefield Vacation Packages
Ridgefield Hotel Deals

Days Inn by Wyndham Ridgefield
296 Ethan Allen Hwy Ridgefield CT
Fully refundableReserve now, pay when you stay
NT$2,937
NT$3,377 total
Sep 7 - Sep 8
includes taxes & fees
5.8/10 (968 reviews)
"The furniture in the room was spotted and so dirty I would not sit on it. The shower curtain was stained at the bottom and there was a random long hair on a hand towel. Bed cover was ratty and old with a hole. The stairs to the second level were chipped and needed paint. Sheets were clean and bed ..."
Reviewed on 2026/8/24

Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
NT$5,897
NT$6,782 total
Sep 20 - Sep 21
includes taxes & fees

Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
NT$4,723
NT$5,431 total
Aug 30 - Aug 31
includes taxes & fees
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.
Mamanasco Beach
6.0/10 (1 review)
This private lakeside retreat offers swimming, sunbathing, and non-motorized boating for club members. Enjoy the serene waters with a family picnic or try ice fishing during winter months.
Bennett's Pond State Park
4.4/10 (6 reviews)
Bennett's Pond State Park offers serene waters surrounded by diverse woodland trails and rocky outcroppings. Explore tranquil paths where beavers and white-tailed deer roam freely among the changing seasonal foliage.
Seth Low Pierrepont State Park
3.0/10 (4 reviews)
Escape to Pierrepont State Park's 305 acres of serene Connecticut woodland and Lake Naraneka. Hike the white trail to Barlow Mountain's summit for panoramic views stretching to Long Island Sound.
Twixt Hills Beach
3.0/10 (4 reviews)
This private shoreline in the Twixt Hills community offers a serene escape with sandy beaches and picturesque surroundings. Residents and their guests enjoy sunbathing and picnics in this tranquil waterfront retreat.
Aldrich Contemporary Art Museum
4.4/10 (6 reviews)
The Aldrich showcases rotating exhibitions of contemporary art in an intimate space. Explore innovative works indoors, then wander the two-acre Sculpture Garden to discover large-scale installations in a natural setting.
Keeler Tavern Museum & History Center
This 18th-century tavern proudly displays a British cannonball from the 1777 Battle of Ridgefield. Explore period rooms on guided tours and stroll through gardens designed by renowned architect Cass Gilbert.
Prospector Theater
You can get tickets for a performance at Prospector Theater on your trip to Ridgefield. Discover the area's sunrises and spas.
Frequently asked questions
How much does a Ridgefield vacation 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 vacation to Ridgefield costs.
What are the cheapest months to go to Ridgefield?
If you're looking to book a cheap Ridgefield vacation package, consider planning a trip in January, February and March. You'll typically find better prices on accommodations 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 vacation. But if you want to have some time to kick back or take day trips, consider extending your trip.
Is it worth booking a vacation package to Ridgefield?
It's easy to see why a Ridgefield vacation is on the to-do list of many travelers. 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 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.
How to plan a trip to Ridgefield?
- 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.
- 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.
- 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.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Ridgefield vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
