Ridgefield Vacation Packages
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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.
Top Ridgefield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Cheshire Welcome Inn
CA $545
per person
Oct 10 - Oct 12
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very good! (864 reviews)
This property is a perfect example deciption and false advertizing. The reservation was for queen beds. We got full beds instead. The rooms were dirty and hardly anything in it. The aircondition was not working properly. The receptionists were rode and acted with no social skills. We asked for plastic forks and knives, they said the do not have any. I am going to contact expidia for refund becaue the rooms given to us were the same level we booked.
I will never stay in such property again.
Reviewed on Aug 26, 2026
Wyndham Southbury
CA $664
per person
Oct 10 - Oct 12
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.2/10 Very good! (1,284 reviews)
Adequate stay, bar staff lovely and friendly
Odd odor in corner of hallway needs to freshen up
Popular place for many travelers.
Reviewed on Aug 28, 2026
Ready to book your vacation to Ridgefield?
Ridgefield Hotel Deals
Days Inn by Wyndham Ridgefield
296 Ethan Allen Hwy Ridgefield CT
Fully refundableReserve now, pay when you stay
CA $128
CA $148 total
Sep 7 - Sep 8
includes taxes & fees
5.8/10 (969 reviews)
"Shampoo used ,1 towel was hanging behind the door -"
Reviewed on Aug 28, 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
CA $247
CA $284 total
Sep 20 - Sep 21
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $206
CA $237 total
Sep 8 - Sep 9
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)
Enjoy a show at Ridgefield Playhouse, a theater with a story to tell in Ridgefield. While you're here, you can savor the top-notch restaurants.
Mamanasco Beach
6.0/10 (1 review)
Why not spend a lazy afternoon at Mamanasco Beach during your trip to Ridgefield? Discover the area's sunrises and spas.
Bennett's Pond State Park
4.4/10 (6 reviews)
You can take time to visit Bennett's Pond State Park during your travels to Ridgefield. Experience the area's live music and festivals.
Seth Low Pierrepont State Park
3.0/10 (4 reviews)
You can take time to visit Seth Low Pierrepont State Park during your travels to Ridgefield. Take in the live music and sunrises in the area.
Twixt Hills Beach
3.0/10 (4 reviews)
Why not spend a lazy afternoon at Twixt Hills Beach during your trip to Ridgefield? Experience the area's live music and festivals.
Aldrich Contemporary Art Museum
4.4/10 (6 reviews)
You can spend an afternoon exploring the galleries in Aldrich Contemporary Art Museum during your trip to Ridgefield. While you're here, you can savor the top-notch restaurants.
Keeler Tavern Museum & History Center
You can spend an afternoon browsing the exhibits at Keeler Tavern Museum & History Center during your travels in Ridgefield. Take in the live music and sunrises in the area.
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 from CA $545 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 many days is enough for Ridgefield?
With a well-organized schedule, you can easily hit the main Ridgefield attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Ridgefield vacation for longer.
Is it worth booking a vacation package to Ridgefield?
Ridgefield is a good vacation destination with attractions like Ridgefield Playhouse among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a Ridgefield vacation promises fun for everyone.
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 travellers 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?
- Pick your travel dates: The things you plan to do in Ridgefield and your favourite season can help you decide when to travel.
- 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.
- 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.
- Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the ideal Ridgefield vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
