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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $804, price is now CA $672 per person
CA $672
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
Still the same wonderful little place as the last time I stayed here!

Reviewed on Jul 11, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was CA $1,924, price is now CA $1,595 per person
CA $1,595
per person
Aug 13 - Aug 17
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
the room and amenities are well maintained, clean and convenient, the customer service is awesome , answering requests fast and responsive.

Reviewed on Jul 5, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was CA $1,123, price is now CA $934 per person
CA $934
per person
Aug 13 - Aug 17
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was CA $1,063, price is now CA $902 per person
CA $902
per person
Aug 13 - Aug 17
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (1,005 reviews)
N/A

Reviewed on Jul 12, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was CA $1,773, price is now CA $1,627 per person
CA $1,627
per person
Aug 13 - Aug 17
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (84 reviews)
I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived. The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!

Reviewed on Jul 6, 2026

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Ridgefield Hotel Deals

Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

2 out of 5
296 Ethan Allen Hwy Ridgefield CT
5.8/10 (950 reviews)
"Clean rooms"

Reviewed on Jul 12, 2026

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Days Inn by Wyndham Ridgefield
West Lane Inn

West Lane Inn

3.5 out of 5
22 West Ln Ridgefield CT
The price is CA $529 per night from Jul 26 to Jul 27
CA $529
CA $608 total
Jul 26 - Jul 27
includes taxes & fees
9.8/10 Exceptional! (54 reviews)
"Lovely home, very friendly staff"

Reviewed on Nov 2, 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 CA $296 per night from Jul 26 to Jul 27
CA $296
CA $340 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,078 reviews)
"The hotel manager, Jheneel is one the the BEST staffs I have even seen. She knows how to take care of customers. I met her at our first time staying and she was so smart to realize that we were cold and offer to bring us blankets. As a returned customer, we luckily met her while checking in and she ..."

Reviewed on Jul 12, 2026

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.
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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.
See properties

Frequently asked questions

How much does a Ridgefield vacation package cost?
You'll find cheap prices from CA $672 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?

  1. Pick your travel dates: The things you plan to do in Ridgefield and your favourite 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.

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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.