Deals on vacations and trips to Pittsford

Save when you book Pittsford package deals

Choose two or more items and save on your trip:

Pittsford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $659, price is now $567 per person
$567
per person
Oct 30 - Nov 1
just found
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $3,419, price is now $2,812 per person
$2,812
per person
Dec 23 - Dec 27
found 23 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
An outdoor pool is featured at this apartment, along with a virtual front desk. Take advantage of the free self parking.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $2,864, price is now $2,381 per person
$2,381
per person
Dec 23 - Dec 27
found 23 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services, barbecue grills, and a virtual front desk are also on offer.
Summit Lodge

Summit Lodge

3 out of 5
Price was $1,508, price is now $1,271 per person
$1,271
per person
Dec 23 - Dec 27
found 23 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
This smoke-free hotel features 2 outdoor pools, a hot tub, and a restaurant. Enjoy the seasonal outdoor pool and free perks like full breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,128, price is now $1,009 per person
$1,009
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.

Top Pittsford hotels deals

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
The price is $172 total per night
$172 total
per night
Oct 19 - Oct 20
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
The price is $214 total per night
$214 total
per night
Oct 12 - Oct 13
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
The price is $171 total per night
$171 total
per night
Oct 29 - Oct 30
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
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
The price is $226 total per night
$226 total
per night
Oct 21 - Oct 22
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
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
The price is $142 total per night
$142 total
per night
Oct 1 - Oct 2
A restaurant, free self parking, and a communal living room are among this hotel's amenities. Guests will appreciate free perks like full breakfast and WiFi in public areas. Luggage storage and concierge services are also provided.
Breakfast included
Parking included
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
The price is $197 total per night
$197 total
per night
Oct 26 - Oct 27
This hotel features a hot tub and a sauna. Families will appreciate the arcade/game room and picnic area. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.
Hot Tub
Breakfast included
Don't see what you're looking for?
See all available properties in Pittsford
View all properties
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 Pittsford attractions

Proctor-Pittsford Country Club

9.6/10 (4 reviews)
Enjoy a round of golf in Pittsford at Proctor-Pittsford Country Club. Discover the area's museums and shops.
See properties

Frequently asked questions

How much are vacation packages to Pittsford?
Splash out on a memorable experience in Pittsford with a vacation package starting at just $567. Organizing your hotels, tours and flights through Travelocity is a breeze. And even better, our vacation deals will leave you with more money in your pocket for plenty of fun times.
Where can I get the best vacation package deals for Pittsford?
It's simple — head to Travelocity. With no less than 400 airlines and 1,000,000 properties worldwide, it's a piece of cake to put together a Pittsford package deal that ticks all your boxes.
Why should I book my Pittsford vacation package with Travelocity?
Nothing beats the feeling of knowing you've just scored the best deal available — that's our Price Match Guarantee. Add to that our inspiring range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.
Can I save money on my Pittsford car rental if I combine it with a hotel or flight?
Bundling your hotel, car and flight into a Pittsford vacation package is an excellent way to land the best deal. Plus, having your own set of wheels gives you the freedom to find your way to all those famous sights you're eager to see. Located 80 mi from Pittsford, The Egg is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.
Which airport is best for Pittsford?
Burlington Intl. Airport (BTV) (55 mi away from the city center), Lebanon Municipal Airport (LEB) (35 mi away from central Pittsford) and Rutland Southern Vermont Regional Airport (RUT) (13 mi away from central Pittsford) are all great options for Pittsford.
What is there to do in Pittsford?
Enjoy some excellent photo-ops at Proctor-Pittsford Country Club, one of the most well-known attractions in Pittsford. There's plenty more to discover in this exciting city, so make sure you have enough time to explore some of its off-the-beaten-path gems.
Where should I stay when visiting Pittsford?
If you're looking for someplace comfortable to base yourself, check out the The Inn At Logans Run. It's the top choice for many visitors.

Photos of local treasures

Browse Pittsford vacation photos for more inspiration

A sign for the Green Mountain National Forest Observation Site in Texas Falls.
A tree with red and yellow leaves against a clear blue sky.
A forest with a moss-covered rock and a stream.