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Roxbury

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Roxbury Flights as Low as $169

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

Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 16 hours ago
$169
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $169 found 16 hours ago
Breeze Airways
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Mon, Sep 14, priced at $172 found 1 day ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 16 hours ago
$174
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $174 found 16 hours ago
Breeze Airways
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Mon, Sep 14, priced at $177 found 1 day ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 16 hours ago
$179
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $179 found 16 hours ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 16 hours ago
$179
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $179 found 16 hours ago
Breeze Airways
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Mon, Sep 14, priced at $182 found 1 day ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $184 found 3 days ago
Breeze Airways
Thu, Sep 10 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at $188 found 3 days ago
JetBlue Airways
Thu, Sep 10 - Fri, Sep 11
MCO
Orlando Intl.
ALB
Albany Intl.
$208 Roundtrip, found 11 hours ago
$208
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Orlando Intl. to Albany Intl., returning Fri, Sep 11, priced at $208 found 11 hours ago
Southwest Airlines
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$218 Roundtrip, found 3 hours ago
$218
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Fri, Sep 11 from Orlando Intl. to Albany Intl., returning Mon, Sep 14, priced at $218 found 3 hours ago
Delta
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$228 Roundtrip, found 3 hours ago
$228
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Sep 11 from Orlando Intl. to Albany Intl., returning Mon, Sep 14, priced at $228 found 3 hours ago
American Airlines
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$228 Roundtrip, found 3 hours ago
$228
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Sep 11 from Orlando Intl. to Albany Intl., returning Mon, Sep 14, priced at $228 found 3 hours ago
United
Wed, Sep 9 - Tue, Sep 15
MCO
Orlando Intl.
ALB
Albany Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 9 from Orlando Intl. to Albany Intl., returning Tue, Sep 15, priced at $246 found 1 day ago
Delta
Sun, Sep 6 - Sat, Sep 26
IAH
George Bush Intercontinental
ALB
Albany Intl.
$361 Roundtrip, found 6 days ago
$361
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Sep 6 from George Bush Intercontinental to Albany Intl., returning Sat, Sep 26, priced at $361 found 6 days ago
Delta
Wed, Sep 9 - Thu, Sep 10
MCO
Orlando Intl.
BGM
Greater Binghamton
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 9 from Orlando Intl. to Greater Binghamton, returning Thu, Sep 10, priced at $395 found 1 day ago

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 ONH 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 September, 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 Columbia County 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 $169, 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 $169 right now, why wait?

Roxbury Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$169

Last Minute Hotel Deals in Roxbury

The Roxbury

The Roxbury

3 out of 5
2258 Co Rd 41 Roxbury NY
Book a stay at this golf hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (121 reviews)
"Staff was friendly. They need to check to see if your garbage pail needs to be emptied & leave a roll or two of toiletpaper"

Reviewed on Oct 27, 2025

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The Roxbury
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.2/10 Wonderful! (1,012 reviews)
"We were on the 100 level of Hunters Lodge. After one night the AC unit broke and the humidity in the room went up to 89%. The front desk was unattended and Expedia called the front desk upward of 5 times with no answer. The room was a sauna and most of clothes ended up damp with no real solution ..."

Reviewed on Aug 5, 2026

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Hunter Lodge, a Bluebird by Lark
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
26 Miller Hollow Rd Roscoe NY
Stay at this cabin in Roscoe. Enjoy free parking, patios, and climate control.
Get rates
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
8.8/10 Excellent! (111 reviews)
"Our room had a sweet porch with two rocking chairs! Loved the vibe in beautifully restored historic buildings with a modern refresh but old moldings and walls intact. Pool was fun with lunch offerings and the Babbler bar was hopping, great place for a bite and a drink. Went to a wedding nearby so ..."

Reviewed on Aug 3, 2026

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Wylder Hotel Windham
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
Book a stay at this luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (251 reviews)
"Fabulous resort, food, service. We visited from the UK and for sure will be returning. Highly recommend."

Reviewed on Jul 22, 2026

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Urban Cowboy Lodge
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

2 out of 5
61 LIFTSIDE DR Hunter NY
Stay at this hotel in Hunter. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Hunter Mountain ...
9.2/10 Wonderful! (403 reviews)
"It was so rainy the week we stayed at Kaatskill Mountain Club that we were basically confined to our room or the very nice lounge off the lobby. We entertained ourselves with good books, tablets, crosswords, art supplies, etc. The constant rain kept us out of the pool. We tried the steam room and ..."

Reviewed on Aug 5, 2026

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Kaatskill Mountain Club & Condos by Vail Resorts
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (836 reviews)
"The place was amazing. The staff was good The room was clean. Everything was perfect!"

Reviewed on Aug 2, 2026

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Hotel Vienna
The Graham & Co.

The Graham & Co.

3 out of 5
80 Route 214 Phoenicia NY
Book a stay at this business-friendly motel in Phoenicia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Empire State Railway Museum ...
9.6/10 Exceptional! (51 reviews)
"We had a wonderful stay at Graham & Co. The staff was incredibly friendly, welcoming, and helpful. They provided great recommendations for exploring the town, which made our trip even more enjoyable. The property was very clean, well maintained, and had a relaxing atmosphere. There were also plenty ..."

Reviewed on Aug 5, 2026

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The Graham & Co.
See all 1,498 properties in Roxbury
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.