Deals on vacations and trips to Roxbury

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Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

2 out of 5
Price was $407, price is now $369 per person
$369
per person
Mar 19 - Mar 22
found 3 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Price was $482, price is now $419 per person
$419
per person
Mar 19 - Mar 22
found 3 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Springhill Suites Milford

Springhill Suites Milford

3 out of 5
Price was $468, price is now $440 per person
$440
per person
Mar 19 - Mar 22
found 3 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
Price was $471, price is now $453 per person
$453
per person
Mar 19 - Mar 22
found 3 hours ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

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
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
Jan 15 - Jan 16
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
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $121 total per night
$121 total
Jan 28 - Jan 29
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.
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
$155 nightly
The price is $179 total per night
$179 total
Jan 18 - Jan 19
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
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $122 total per night
$122 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.
Pool
Breakfast included
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
Feb 1 - Feb 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?
$369 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

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.
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