Roxbury Vacation Packages
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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.
Top Roxbury Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Mayflower Motel Milford
Price was CA $637, price is now CA $578 per person
CA $578
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
6/10 (549 reviews)
We are staying here for a few nights to be close to my family. We drove by Mayflower Motel so many times. We always stayed at a hotel that we were familiar with, big named places
Reviewed on Nov 30, 2025
Graduate by Hilton New Haven
Downtown New Haven
Price was CA $1,133, price is now CA $924 per person
CA $924
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Loved the location and the room!
Reviewed on Feb 23, 2026
Cambria Hotel New Haven University Area
West River
Price was CA $985, price is now CA $837 per person
CA $837
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
Hotel was clean and close to the hospital
Reviewed on Feb 27, 2026
New Haven Hotel
Downtown New Haven
Price was CA $888, price is now CA $801 per person
CA $801
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Clean room and courteous staff provided professional service
Reviewed on Feb 27, 2026
Roxbury Hotel Deals
Hotel Zero Degrees Danbury
15 Milestone Road Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Mar 8 to Mar 9
CA $204
CA $235 total
Mar 8 - Mar 9
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Room was spotless, staff were friendly. The only thing that I disliked about the experience was the noise coming from other rooms. Also there was no ice dispenser on the 2nd floor so you had to walk all the way back to the lobby or 3rd floor to get a bucket of ice. They could install better shower ...
Reviewed on Feb 20, 2026
Hyatt House Shelton
830 Bridgeport Ave Shelton CT
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Mar 8 to Mar 9
CA $157
CA $180 total
Mar 8 - Mar 9
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Nice size room
Reviewed on Feb 28, 2026
Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Mar 2 to Mar 3
CA $121
CA $140 total
Mar 2 - Mar 3
includes taxes & fees
8.4/10 Very Good! (1,139 reviews)
The room was a little chilly. The heat couldn’t keep up.
Reviewed on Feb 24, 2026
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.
