Ridgefield Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Ridgefield

Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

296 Ethan Allen Hwy Ridgefield CT
Fully refundableReserve now, pay when you stay
€92
6 Sept - 7 Sept
includes taxes & fees
5.8/10 (965 reviews)
"It is an old motel, but it is kept up rather well."

Reviewed on 14 Aug 2026

Days Inn by Wyndham Ridgefield
West Lane Inn

West Lane Inn

22 West Ln Ridgefield CT
€371
18 Aug - 19 Aug
includes taxes & fees
9.8/10 Exceptional! (54 reviews)
"Lovely home, very friendly staff"

Reviewed on 2 Nov 2025

West Lane Inn
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
€179
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,105 reviews)
"This was our second stay, a year after our first one. The property is very clean. If you order room service, it is delivered right on time that it says it will be delivered. All staff appear genuinely friendly and helpful. The pool is wonderful. We even tried the movie theater this time and it was ..."

Reviewed on 16 Aug 2026

Hyatt Regency Greenwich
See all 1,150 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.

Stay near popular Ridgefield attractions

Ridgefield Playhouse

7.6/10 (47 reviews)
This intimate 500-seat theatre 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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Frequently asked questions

How much does a Ridgefield holiday 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 holiday to Ridgefield costs.
What are the cheapest months to go to Ridgefield?
If you're looking to book a cheap Ridgefield holiday package, consider planning a trip in January, February and March. You'll typically find better prices on accommodation 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 holiday. But if you want to have some time to kick back or take day trips, consider extending your trip.
Is it worth booking a holiday package to Ridgefield?
It's easy to see why a Ridgefield holiday is on the to-do list of many travellers. 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Ridgefield holiday as a package?
You can enjoy significant savings on your next Ridgefield break by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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?
  1. 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.
  2. 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.
  3. 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.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Ridgefield holiday package that brings all your bookings together.

Explore a world of travel with Expedia

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