Roxbury, CT

Travel Guide

A waterfall cascading over rocks into a clear river surrounded by lush greenery and trees.
A stone structure in a forested area with autumn foliage.
A rural landscape with a road, a barn, and a field.
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
$117 nightly
The price is $134 total per night from Oct 18 to Oct 19
$134 total
Oct 18 - Oct 19
Total with taxes and 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 ...
Ethan Allen Hotel
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $171 total per night from Oct 1 to Oct 2
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Shelton
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
$87 nightly
The price is $100 total per night from Oct 19 to Oct 20
$100 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,306 reviews)
"Place is good for overnighter. No microwave, breakfast not included, noticed spider web in corner of room. Bed super comfy, great shower. Room spacious. There was a restaurant for breakfast on site with decent prices but I left too early before it opened. Highway could be heard somewhat from room ..."

Reviewed on Sep 19, 2026

Wyndham Southbury
See all 706 properties in Roxbury
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.
Litchfield County Four Season Country Paradise

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 Glebe House Museum and ...
9.4/10 Exceptional! (56 reviews)
"Brian was the kindest, most generous host I've ever had. You won't go wrong at this enormous, comfortable home that has *everything* you could need!"

Reviewed on Aug 27, 2026

Litchfield County Four Season Country Paradise
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield CT
Stay at this vacation home in New Fairfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
9.2/10 Wonderful! (57 reviews)
"The place very nice and clean excellent location, Katherine and Eric very professional and friendly with had a great time.Cecilio"

Reviewed on Sep 5, 2026

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Holmes NY
Stay at this cabin in Holmes. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Lake Dutchess and Wonder Lake State Park are located ...
10/10 Exceptional! (206 reviews)
"We had such a wonderful weekend getaway with our family and dog! The hosts were incredibly helpful and gave us lots of great tips throughout our stay.The lake is absolutely beautiful, peaceful, and tranquil—the perfect place to relax and unwind. The hosts also made the canoe, kayak, and equipment ..."

Reviewed on Sep 14, 2026

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
See all properties in Roxbury
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.

Frequently asked questions

When is the best time to visit Roxbury?
The best time to visit Roxbury is from May through September, when the weather is generally warm and pleasant. For fewer crowds and better value, the quieter months of December through March are a good option, offering a different experience with cooler temperatures and potential for snow.
What cuisines can you find in Roxbury?
In Roxbury you can find Mediterranean cuisine, with dishes like hummus, falafel, gyros, and kebabs. Travelers can also enjoy North American favorites, classic European fare, Italian specialties such as pasta and pizza, fresh seafood, and African dishes.
Can I book a refundable hotel in Roxbury?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Roxbury by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Roxbury with Expedia?
Expedia makes it easier to plan your Roxbury trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Roxbury?
The best choice depends on your travel style. Hotels in Roxbury can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Roxbury trip on Expedia?
Once you've booked your Roxbury trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Roxbury trip?
Expedia offers customer support before, during, and after your Roxbury trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Roxbury?
If it's your first trip to Roxbury, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Roxbury hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Roxbury hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Roxbury

A waterfall in a forested area with autumn foliage.

Southbury

A calm river reflecting trees and houses, a bridge, and a park with benches.

New Milford

A park with a paved walkway, trees, and historic buildings in the background.

Woodbury

A river flowing through a forest with autumn foliage.

Washington

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