Pittsburg Vacations from $591

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Your Pittsburg Vacation

When you book a vacation package to Pittsburg, you can relax and enjoy your getaway knowing that all your travel arrangements have been worked out ahead of time. Uncover the many gems of this lively city while staying in a neighborhood like The Glen, which is great for nature. There's a whole load to do and see during a trip to Pittsburg, including Lake Francis State Park and Poore Family Homestead Historic Farm Museum. No matter your travel plans or the size of your budget, organizing a tailored Pittsburg vacation is a cinch with Expedia.

The Latest Pittsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
Price was $784, price is now $591 per person
$591
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Burlington (BTV)
9.2/10 Wonderful! (611 reviews)
Spacious rooms, convenient common room and games room, easy access to free public transport

Reviewed on Jan 2, 2026

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Save 100% on your flight
Price was $1,496, price is now $1,057 per person
$1,057
per person
Mar 16 - Mar 20
found 7 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
8.4/10 Very Good! (219 reviews)
We had a great stay. The rooms and overall space were huge. It's located in a beautiful area and it's close enough to other fun locations to explore. I would recommend staying here and hope to come back someday.

Reviewed on Oct 29, 2025

Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was $833, price is now $630 per person
$630
per person
Feb 6 - Feb 9
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Burlington (BTV)
7.8/10 Good! (134 reviews)
The room was exceedingly comfortable, well stocked, the staff was friendly and helpful, and I had a lovely time.

Reviewed on Nov 22, 2025

Old Stagecoach Inn

Old Stagecoach Inn

3 out of 5
Price was $882, price is now $669 per person
$669
per person
Mar 16 - Mar 20
found 7 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
9.4/10 Exceptional! (365 reviews)
This place is amazing! Awesome staff, great atmosphere. Absolutely recommend!

Reviewed on Dec 15, 2025

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was $843, price is now $644 per person
$644
per person
Mar 16 - Mar 20
found 7 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
9.4/10 Exceptional! (1,002 reviews)
Such a great stay, we will absolutely be returning!

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Pittsburg

Garfield Falls

4/5(1 review)

Commune with nature and explore the great outdoors at Garfield Falls during your travels in Pittsburg. Stroll along the lakeside in this relaxing area, or seek out the hiking trails.

Garfield Falls

Pittsburg Hotel Deals

Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg NH
10/10 Exceptional! (107 reviews)
Loved our time there. Everything was perfect!

Reviewed on Oct 24, 2025

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Trailside at Middle Pond
Trailside Lodge- Trail Access w/Game Table-New AC

Trailside Lodge- Trail Access w/Game Table-New AC

Pittsburg NH
$486 nightly
The price is $527 total per night from Jan 6 to Jan 7
$527 total
Jan 6 - Jan 7
Total with taxes and fees
9.8/10 Exceptional! (19 reviews)
I absolutely loved our stay at Trailside. The home is well kept. Stocked and very clean. The area is beautiful with easy access to all the trail systems. In town restaurants were pretty good too.

Reviewed on Sep 28, 2025

Trailside Lodge- Trail Access w/Game Table-New AC
Cabin/House Pittsburg Direct ATV Trail access

Cabin/House Pittsburg Direct ATV Trail access

Pittsburg NH
9.2/10 Wonderful! (39 reviews)
We had a great time and will go back for sure!

Reviewed on Jul 23, 2025

Get rates
Cabin/House Pittsburg Direct ATV Trail access
See all 340 properties in Pittsburg
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.

Find the Best Pittsburg Vacation Packages

Pittsburg Essential Information

Language
English
Currency
U.S dollars
Population
920
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Lake Francis State Park, Beaver Brook Falls Natural Area and Coleman State Park

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Frequently asked questions

How much does a Pittsburg vacation package cost?
You'll find cheap prices from $591 on Expedia for your Pittsburg escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Pittsburg costs.
What are the cheapest months to go to Pittsburg?
If you'd like to snag a cheap Pittsburg vacation package, consider traveling in October, November and December. You'll usually find better rates on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Pittsburg?
With a well-planned schedule, you can easily hit the most popular Pittsburg attractions in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Pittsburg vacation for longer.
How to find the best Pittsburg package deals?
Bagging a cheap Pittsburg package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Pittsburg package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Pittsburg vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Pittsburg vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Pittsburg?
If you're considering a spur-of-the-moment Pittsburg vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Pittsburg vacation packages?
Your Pittsburg break is meant to be an escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.