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Rochester flight + hotel vacation packages

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Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $636, price is now $503 per person
$503
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This resort features a restaurant, an outdoor tennis court, and a bar/lounge. A business center, a lobby fireplace, and a picnic area are also on offer.
The Landgrove

The Landgrove

3.5 out of 5
Price was $1,277, price is now $1,013 per person
$1,013
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $893, price is now $751 per person
$751
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was $774, price is now $652 per person
$652
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace is also provided.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $850, price is now $726 per person
$726
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
This hotel features free WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. A garden, a lobby fireplace, and a library are also on offer.

Top Rochester hotels deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$449 nightly
The price is $494 total per night
$494 total
Sep 7 - Sep 8
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $161 total per night
$161 total
Aug 27 - Aug 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
$169 nightly
The price is $186 total per night
$186 total
Aug 30 - Aug 31
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.
Spa
Parking included
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $171 total per night
$171 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Self parking, a terrace, and a lobby fireplace are also offered.
Hot Tub
Pet friendly
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$133 nightly
The price is $147 total per night
$147 total
Aug 30 - Aug 31
Total with 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 free perks like continental breakfast and free self parking.
Pool
Hot Tub
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
$185 nightly
The price is $203 total per night
$203 total
Aug 27 - Aug 28
Total with taxes and fees
This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
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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.

Stay near popular Rochester attractions

Liberty Hill Farm

Enjoy an outing to Liberty Hill Farm during your stay in Rochester. While you're in the area, wander around the parks.
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Frequently asked questions

How much are vacation packages to Rochester?
With a Travelocity vacation package, you could be living it up in Rochester from just $503. Hotels, adventures and flights — we've got you. You can save some cash just for combining your bookings. And with all that taken care of before you leave, you won't have a care in the world.
Where can I get the best vacation package deals for Rochester?
Whatever your travel style, Travelocity can help you get an unbeatable Rochester package deal. The only thing you have to do is select a combination from our 400 airlines and 1,000,000 properties around the world.
Why should I purchase my Rochester vacation bundle with Travelocity?
With our Price Match Guarantee, we'll match any better price you're able to find. Add to that our 24/7 customer support and top-quality service and the vacation of your dreams is closer than ever before.
Can I save on my Rochester car rental if I bundle it with my hotel or flight?
Combining your flight, car and hotel into a Rochester vacation package is a surefire way to land the best prices. Plus, having your own car rental gives you total freedom to get to all the landmarks you want to see. Situated 120 mi from Rochester, Notre Dame Basilica is one attraction that should be on your can't-miss list. Put together a driving playlist and make a day trip of it.
Which airport is best for Rochester?
Many fly into Burlington Intl. Airport (BTV), 45 mi northwest of downtown Rochester. Others prefer Lebanon Municipal Airport (LEB) (30 mi away from central Rochester) or Rutland Southern Vermont Regional Airport (RUT) (25 mi away from central Rochester).
What is there to do in Rochester?
Little Pico Mountain should be toward the top of your travel itinerary. Once you've crossed off this leading attraction, amble through the streets of Rochester and experience what makes this vibrant place tick.
Where should I stay when visiting Rochester?
The The Guest House at Sky Hollow, The Guest House at Sky Hollow is popular with many travelers. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Rochester vacation photos for more inspiration

A vintage car in front of a hardware store with a sign that reads "The Hardware Store".
A green Victorian-style house with a porch, a red car parked in front, and a tree to the left.
A red building with signs for 'Second Hand Goods' and 'The Little Red Barn'.
A red building with signs for 'Second Hand Goods' and 'The Little Red Barn'.
A red building with signs advertising 'The Little Red Barn' and 'Second Hand Goods'.