Deals on vacations and trips to Roxbury

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Roxbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Courtyard By Marriott Hartford/Windsor Airport

Courtyard By Marriott Hartford/Windsor Airport

3 out of 5
Price was $802, price is now $774 per person
$774
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
Price was $1,549, price is now $1,409 per person
$1,409
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $885, price is now $811 per person
$811
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Top Roxbury hotels deals

Litchfield County Four Season Country Paradise

Litchfield County Four Season Country Paradise

Roxbury CT
Get rates
This vacation home features an outdoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $184 total per night
$184 total
Dec 20 - Dec 21
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and dry cleaning are also offered.
Pet friendly
Parking included
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.
Free WiFi
Restaurant
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $114 total per night
$114 total
Nov 25 - Nov 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
80 Benedict Rd Bethel CT
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and express check-out are also provided.
Breakfast included
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.

Frequently asked questions

How much are vacation packages to Roxbury?
$774 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 65 mi 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 60 mi from the city center and is the starting point for many fun adventures. Alternatively, Bradley Intl. Airport (BDL) is 40 mi away from central Roxbury and MacArthur Airport (ISP) is 55 mi 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.

Photos of local treasures

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Photo by Jennifer Brokaw
Photo by Jennifer Brokaw
Photo by ‎‎Melly H
Photo by ‎‎Melly H