
Roxbury Holidays
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Your Roxbury Holiday
With one of our holiday packages to Roxbury, you'll discover endless opportunities for relaxation and adventure. There's plenty to experience, including its rich history and spectacular views. A trip to Roxbury is a terrific opportunity to sightsee. Make sure you visit popular attractions like Lovers Leap State Park, Pilgrim Mall Shopping Centre and Woodbury Ski Area. Expedia has what you need to escape your routine. Tailor your holiday to Roxbury to suit your travel style, whatever that may be.
Roxbury Holiday
Roxbury Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Lake Waramaug State Park, Lovers Leap State Park and Woodbury Ski Area |
Our pick of the best Roxbury Hotel Deals

Litchfield County Four Season Country Paradise
Roxbury
9.4/10 Exceptional! (48 reviews)
"Great time for all. Hosts were great."
Reviewed on 3 Sept 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 29 Oct to 30 Oct
AU$143
29 Oct - 30 Oct
includes taxes & fees
8/10 Very Good! (1,023 reviews)
"Having more towels available"
Reviewed on 30 Sept 2025

Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 30 Oct to 31 Oct
AU$161
30 Oct - 31 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"I love our annual meetings at your hotel. You have the nicest staff. I love Dorie-she is so welcoming and efficient. Amber ,at the front desk is so friendly and helpful. Paul did a great job in the bar keeping all the preordered meals organized. You are so fortunate to have such a hard working staff. ..."
Reviewed on 29 Sept 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.