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Roxbury

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Roxbury Flights as Low as $101

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Avelo Airlines
Avelo Airlines
Avelo Airlines
Breeze Airways
Breeze Airways
Avelo Airlines
Breeze Airways
Breeze Airways
Avelo Airlines
Breeze Airways
Breeze Airways
Breeze Airways
Avelo Airlines
Breeze Airways
Breeze Airways
Breeze Airways

Cheap Flights to Roxbury

Fall in love at first flight with your vacation to Roxbury by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Roxbury on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Roxbury, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Roxbury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Roxbury with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BDR airport.

What is the cheapest month to fly to Roxbury?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Roxbury are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Roxbury?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Roxbury.

What airport is best to fly into Roxbury?

When you’re planning your trip to Roxbury, convenience is the name of the game. Luckily, Roxbury Waterbury - Oxford Airport is nearby so you can deplane and get going on checking off everything on your Roxbury must-do list.

How much are flights to Roxbury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Roxbury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $101, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Roxbury?

The trick to saving a stack of cash on your flight to Roxbury? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $101 right now, why wait?

Roxbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$100

Last Minute Hotel Deals in Roxbury

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,004 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

Hotel Zero Degrees Danbury
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,005 reviews)
Nice size room

Reviewed on Feb 28, 2026

Hyatt House Shelton
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,141 reviews)
Checked in, room smelled like smoke just like the whole hotel. Had to change rooms since amenities in the room were missing. Then the next room was missing some other things, called front desk. I was told it would be a few minutes but it never came all night. Expected better from a Marriott but was ...

Reviewed on Mar 2, 2026

Courtyard by Marriott Waterbury Downtown
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,085 reviews)
Room and facilty were very clean and in good shape

Reviewed on Feb 28, 2026

Hilton Garden Inn Shelton
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
Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,003 reviews)
Was great

Reviewed on Feb 27, 2026

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,002 reviews)
Pool closed. We have stayed here before and the pool wasn’t working then, either.

Reviewed on Feb 24, 2026

Holiday Inn Cheshire - Southington by IHG
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,154 reviews)
Check was quick and efficient. I was greeted with curtesy and professionalism. The room was a bit worn down. The furniture was banged up and didn't glide well when opening up the drawers. The lighting was very dim. Maybe install higher wattage bulbs. One of the lamps wasn't working at all. The shower ...

Reviewed on Mar 2, 2026

Ethan Allen Hotel
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

2.5 out of 5
945 Bridgeport Ave Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,005 reviews)
The room was kind of shabby, and not particularly clean. There was NO breakfast until morning #3 when they put out two flavors of instant oatmeal. That's it. Regular coffee, plain tea bags, and empty bottle of coffee mate and instant oatmeal. And they whisked it all away at 9:28 a.m. Staff was ...

Reviewed on Feb 26, 2026

Extended Stay America Suites Shelton Fairfield County
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.