Roxbury Vacation Packages 2025/2026 from $401

Roxbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Graduate by Hilton New Haven

Downtown New Haven

Save 100% on your flight

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Holiday Inn Express Southington by IHG

per person

Oct 16 - Oct 19

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to New Haven (HVN)

This hotel features a 24-hour gym and a seasonal outdoor pool. 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.

Residence Inn by Marriott Southington

per person

Oct 16 - Oct 19

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to New Haven (HVN)

This hotel features an indoor pool and a gym. 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.

Courtyard by Marriott Southington

per person

Oct 16 - Oct 19

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to New Haven (HVN)

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. Self parking, a garden, and dry cleaning are also offered.

Hilton Garden Inn Hartford North/Bradley Int'l Airport

per person

Oct 16 - Oct 19

found 14 hours ago

Roundtrip flight included

Detroit (DTW) to New Haven (HVN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.

Top Roxbury hotels deals

Wyndham Southbury

1284 Strongtown Road, Southbury, CT

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$104 total

Sep 3 - Sep 4

Total includes 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

Hilton Garden Inn Shelton

25 Old Stratford Rd, Shelton, CT

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$129 total

Aug 24 - Aug 25

Total includes 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

Courtyard by Marriott Waterbury Downtown

63 Grand St, Waterbury, CT

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$102 total

Sep 4 - Sep 5

Total includes 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

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd, Bethel, CT

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$94 total

Aug 11 - Aug 12

Total includes 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

La Quinta Inn & Suites by Wyndham Danbury

116 Newtown Road, Danbury, CT

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$114 total

Aug 24 - Aug 25

Total includes 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. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Best Western Danbury/Bethel

11 Stony Hill Road, Bethel, CT

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$105 total

Aug 17 - Aug 18

Total includes 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 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.

Breakfast included

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?

$401 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.