Deals on vacations and trips to Pittsford

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

Brandon Inn

3 out of 5
Price was $1,227, price is now $1,056 per person
$1,056
per person
Dec 20 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Pensacola (PNS) to Rutland (RUT)
This hotel features an outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Trout House Village Resort

Trout House Village Resort

3 out of 5
Price was $1,299, price is now $1,091 per person
$1,091
per person
Dec 20 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Pensacola (PNS) to Rutland (RUT)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities are also on offer.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,270, price is now $1,067 per person
$1,067
per person
Dec 20 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Pensacola (PNS) 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.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,373, price is now $1,177 per person
$1,177
per person
Dec 20 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Pensacola (PNS) to Rutland (RUT)
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.
The Lilac Inn

The Lilac Inn

3.5 out of 5
Price was $1,413, price is now $1,236 per person
$1,236
per person
Dec 20 - Dec 23
found 16 hours ago
Roundtrip non-stop flight included
Pensacola (PNS) to Rutland (RUT)
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A business center, a garden, and a lobby fireplace are also on offer.

Top Pittsford hotels deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$120 nightly
The price is $132 total per night
$132 total
Oct 25 - Oct 26
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
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
$134 nightly
The price is $147 total per night
$147 total
Oct 20 - Oct 21
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
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $169 total per night
$169 total
Nov 1 - Nov 2
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
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
$168 nightly
The price is $185 total per night
$185 total
Oct 29 - Oct 30
Total with taxes and fees
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
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
$190 nightly
The price is $208 total per night
$208 total
Nov 15 - Nov 16
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
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
$399 nightly
The price is $439 total per night
$439 total
Oct 16 - Oct 17
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A communal living room and luggage storage are also provided.
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.

Stay near popular Pittsford attractions

New England Maple Museum

8.0/10 (11 reviews)
You can spend time studying the exhibits at New England Maple Museum during your travels in Pittsford. Discover the area's mountain views and charming coffeehouses.
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 $1,056. 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.