Deals on vacations and trips to Roxbury

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Roxbury flight + hotel vacation packages

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La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
Long Wharf
Price was $458, price is now $421 per person
$421
per person
Apr 2 - Apr 4
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $867, price is now $753 per person
$753
per person
May 11 - May 14
found 1 day ago
Roundtrip non-stop flight included
Fort Wayne (FWA) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Price was $900, price is now $792 per person
$792
per person
May 11 - May 14
found 1 day ago
Roundtrip non-stop flight included
Fort Wayne (FWA) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $981, price is now $888 per person
$888
per person
May 11 - May 14
found 1 day ago
Roundtrip non-stop flight included
Fort Wayne (FWA) to New Haven (HVN)
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $669, price is now $619 per person
$619
per person
May 4 - May 7
found 3 hours ago
Roundtrip non-stop flight included
Fort Wayne (FWA) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Top Roxbury hotels deals

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
$154 nightly
The price is $178 total per night
$178 total
Mar 29 - Mar 30
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
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $132 total per night
$132 total
Mar 8 - Mar 9
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 free buffet breakfast.
Pool
Breakfast 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
Mar 1 - Mar 2
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
$106 nightly
The price is $122 total per night
$122 total
Mar 8 - Mar 9
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
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd Southbury CT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $160 total per night
$160 total
Mar 5 - Mar 6
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and a gym. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Free Cancellation
$99 nightly
The price is $114 total per night
$114 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Pool
Parking included
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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?
$421 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

Browse Roxbury vacation photos for more inspiration

Shepaug river waterfall Roxbury Connecticut
Shepaug river waterfall Roxbury Connecticut
This was a really nice surprise-it's more then a hiking trail, it's a historical 19th century iron mine site. Not far from the parking lot, is the location of where the mine used to be-pictured are the roasting ovens. There is also a large furnace and several signs to learn about the mine and what the town used to look like in 1874. The trail goes along the old Donkey Trail that was used to bring rock down from the quarry. There are two main trails-about 6 miles total (3.5 miles for the Mine Hill Preserve and 2 mile loop for the Carter Preserve). There are also several miles of tunnels that are no longer accessible and are gated off with Bat Cages to allow bats to get in and out of the caves. Check out roxburylandtrust.org for historical information and trail maps.
An old airfield that was part of the Roxbury Airport. Some beautiful planes left behind as well.. #abandondedbuilding #abandoned_places #airport #beautiful #adventures #urbanexploration #urbanex #abandoned