Roxbury Vacations 2026

Top Roxbury hotels deals

Litchfield County Four Season Country Paradise

Roxbury CT

Book a stay at this family-friendly vacation home in Roxbury. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Woodbury Ski Area and Glebe House Museum and The Gertrude Jekyll Garden are located nearby.

Pool

Hot tub

Hotel Zero Degrees Danbury

15 Milestone Road Danbury CT

Free cancellation

Reserve now, pay when you stay

CA $206

CA $237 total

Jan 22 - Jan 23

includes taxes & fees

Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thrillz High Flying Adventure Park and Jumpz Trampoline Sports Danbury are located nearby.

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

Free cancellation

Reserve now, pay when you stay

CA $97

CA $112 total

Feb 1 - Feb 2

includes taxes & fees

Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions The Cave and AMC Danbury 16 are located nearby.

Breakfast included

Parking included

Courtyard by Marriott Waterbury Downtown

63 Grand St Waterbury CT

Free cancellation

Reserve now, pay when you stay

CA $105

CA $121 total

Jan 25 - Jan 26

includes taxes & fees

Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palace Theatre and Apothecary Building are located nearby.

Free WiFi

Restaurant

Hampton Inn by Hilton Shelton

695 Bridgeport Ave Shelton CT

Free cancellation

Reserve now, pay when you stay

CA $147

CA $169 total

Jan 31 - Feb 1

includes taxes & fees

Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Roosevelt Forest and SportsCenter of Connecticut are located nearby.

Pool

Breakfast included

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free cancellation

Reserve now, pay when you stay

CA $152

CA $174 total

Feb 1 - Feb 2

includes taxes & fees

Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.

Pool

Pet-friendly

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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.

Roxbury Vacations

Sometimes getting lost is a great way to discover a new place. That said, it's always good to familiarize yourself with a couple of basic details about your destination before you head off. Read on for a few Roxbury tips and tricks.

This town can be found 5 miles (8 kilometers) east of New Milford. It is also 6 miles (10 kilometers) west of Woodbury.

Places to visit in Roxbury

There's nothing like the thrill of staring at a field of powder snow and knowing you've got the whole day ahead to take to the slopes. Grab your jacket and strap into your skis — Woodbury Ski Area is waiting for you! Need some more options? Connect with nature at Steep Rock Preserve and discover the great work they're doing to conserve this special habitat. And there's more. It's often said that knowledge is power. With that in mind, you're sure to feel a bit more powerful after spending some time at Glebe House Museum and The Gertrude Jekyll Garden.

Where do you fly into for Roxbury?

Nothing comes close to finally arriving in a new, unknown destination. If you're going to Roxbury, chances are you'll be stepping out into Bradley International Airport (BDL). It's about 40 miles (64 kilometers) to the northeast of the downtown area. Pick up your belongings and get ready for a wonderful vacation!

Frequently asked questions

How much are vacation packages to Roxbury?

is all you'll need for an amazing break in Roxbury. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to grow. With such good prices, traveling has never been so accessible.

Where can I get the best vacation package deals for Roxbury?

Snapping up a great package deal to Roxbury couldn't be easier with Travelocity. With around 400 air carriers and 1,000,000 worldwide properties, the choice is yours when selecting your flights and hotels.

Why should I book my Roxbury vacation package with Travelocity?

The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Can I save money on my Roxbury car rental if I bundle it with hotels and flights?

Combining your car, hotel and flight into a Roxbury vacation package is an easy way to score the best deal. Plus, having your own wheels gives you the freedom to make your way to all the landmarks you can't wait to explore. Situated 105 kilometers from Roxbury, Times Square is one attraction that should feature on your itinerary. Turn up the tunes and make a day trip of it.

Which airport is best for Roxbury?

LaGuardia Airport (LGA) is 97 kilometers from the city center and is the starting point for many fun adventures. Alternatively, Bradley Intl. Airport (BDL) is 64 kilometers away from central Roxbury and MacArthur Airport (ISP) is 88 kilometers away from central Roxbury.

Where should I stay when visiting Roxbury?

The Classic Roxbury Home w/ Picturesque Backyard! is the number one choice of many visitors. Book soon before it's too late.