Ridgefield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was CA $865, price is now CA $739 per person
CA $739
per person
Oct 13 - Oct 18
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
8.2/10 Very good! (1,747 reviews)

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $1,570, price is now CA $1,294 per person
CA $1,294
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was CA $1,916, price is now CA $1,590 per person
CA $1,590
per person
Oct 16 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) 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

Head of Pond House

Head of Pond House

3 out of 5
Price was CA $1,769, price is now CA $1,610 per person
CA $1,610
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
10/10 Exceptional! (10 reviews)
My husband and I spent a weekend at this beautiful place and loved it! The house is super clean, well located and has a private feeling, with amazing views to a peaceful garden. Pauline’s customer service was great and really took care of us also letting us do a late check out. Strongly recommend you stay here during your trip to the Hamptons!

Reviewed on Jul 27, 2026

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
Price was CA $986, price is now CA $909 per person
CA $909
per person
Oct 16 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to New Haven (HVN)
7.6/10 Good! (1,002 reviews)
.

Reviewed on Aug 4, 2026

Ready to book your vacation to Ridgefield?

 

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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
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 2 to Sep 3
CA $120
CA $138 total
Sep 2 - Sep 3
includes taxes & fees
5.8/10 (963 reviews)
"I did not stay there but only paid for the room for my friend. Phil O Reilly showed me out the sink drain was not repaired correctly as well as many really dirty places where the cleaning was done half way. The nephew of the owner seemed to run the entire place himself. I grew up in that town, and ..."

Reviewed on Jul 31, 2026

Days Inn by Wyndham Ridgefield
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 $285 per night from Aug 18 to Aug 19
CA $285
CA $328 total
Aug 18 - Aug 19
includes taxes & fees
Hyatt Regency Greenwich
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Aug 18 to Aug 19
CA $226
CA $260 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very good! (1,000 reviews)
"The rooms were incredibly clean and very large. The staff (all the staff) were amazing. Will be staying there again."

Reviewed on Aug 4, 2026

Trumbull Marriott Shelton
See all 1,163 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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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 $739 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.