Roxbury Vacations from $264
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Your Roxbury Vacation
From its rich history to its spectacular views and beyond, there's a whole lot to like about Roxbury. Uncover the wonders of this fascinating city with a Roxbury vacation package that's tailored to you. You'll want to take in some sights during your trip to Roxbury. Don't miss big-name attractions such as Glebe House Museum and The Gertrude Jekyll Garden, Woodbury Ski Area and Pilgrim Mall Shopping Center. Whatever your travel plans or budget, putting together a tailored Roxbury vacation is a cinch with Expedia.
The Latest Roxbury vacation packages
Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area
West River
Price was $403, price is now $321 per person
$321
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Greensboro (GSO) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food.
Reviewed on Dec 27, 2025
Roxbury Hotel Deals
Litchfield County Four Season Country Paradise
Roxbury CT
9.4/10 Exceptional! (50 reviews)
Great time for all. Hosts were great.
Reviewed on Sep 3, 2025
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $104 total per night from Jan 11 to Jan 12
$104 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
7.8/10 Good! (1,094 reviews)
Great place very accommodating
Reviewed on Dec 27, 2025
Holiday Inn Cheshire - Southington by IHG
64 Knotter Drive Southington CT
Fully refundable
$92 nightly
The price is $106 total per night from Jan 4 to Jan 5
$106 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Pool was nice, breakfast was very good.
Reviewed on Dec 22, 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.
Find the Best Roxbury Vacation Packages
Roxbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Lake Waramaug State Park, Lovers Leap State Park and Woodbury Ski Area |
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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.
