Ridgefield Vacations from $398
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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
Saybrook Manor
$398
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,015 reviews)
Worn furnishings but room was clean and staff was helpful, accommodated my check in after midnight.
Reviewed on Oct 17, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
$558
per person
Dec 11 - Dec 14
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
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.
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.
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.
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.
Prospector Theater
You can get tickets for a performance at Prospector Theater on your trip to Ridgefield. Discover the area's sunrises and spas.
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.
What to do in Ridgefield
Ridgefield Hotel Deals
Days Inn by Wyndham Ridgefield
296 Ethan Allen Hwy Ridgefield CT
Fully refundableReserve now, pay when you stay
$94 nightly
$109 total
Oct 25 - Oct 26
Total with taxes and fees
5.8/10 (986 reviews)
"The carpet, furniture, and bathrooms need maintenance. Wouldn't use the sofa because it was so worn and stained. They wouldn't print a receipt for our business travel, and we still haven't received an email with the required receipt."
Reviewed on Oct 15, 2026
West Lane Inn
22 West Ln Ridgefield CT
$374 nightly
$430 total
Oct 18 - Oct 19
Total with taxes and fees
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$205 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (1,179 reviews)
"The staff are so helpful and pleasant"
Reviewed on Oct 16, 2026
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 $398 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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- Visit Wilton
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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.
