Princetown Mountain Vacations and Getaways

Book a Mountain Hotel + Flight or Car together to unlock savings

Photo by ‎Bill England

Top Mountain vacation packages in Princetown

Price found within the past 48 hours. Click for updated prices.
Lily's Garden

Lily's Garden

West Royalty
$884
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
7.8/10 Good! (168 reviews)
This is not a hotel, which is fine so long as you know that before arriving. The accommodations are comprised of seven [separate] very small rooms on the lower level of someone's house, with shared common room and shared kitchen. Some of the rooms share a bathroom so it is more like a hostel with private rooms than it is a hotel. Located in a residential neighborhood, very quiet. The owner/operator is quite pleasant and friendly. Fine place to stay if you are not expecting a hotel and much less expensive than hotels in the area; so quiet you will get a good night sleep.

Reviewed on Aug 23, 2026

The Harbour House

The Harbour House

Downtown Charlottetown
$926
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,010 reviews)
Bons choix de déjeuners. Décor de rêve... tranquile, bien situé près du centre-ville touristique.

Reviewed on Aug 23, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$1,056
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,008 reviews)
Such a great location. We thought Valet parking might be a hassle with street parking, but everything was very organized. We didn’t have to worry about a thing. Location was great for walking around, close to many restaurants and the theatre is across the street. Cannot wait to go back and when I do, I will definitely stay at the Holman.

Reviewed on Aug 24, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$1,015
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (473 reviews)
Great escape, welcoming staff , very clean in and out. However unfortunately for Me ,it rained out and the rain was deafening hitting the window sill Aluminum drip edge! Miserable Design change need! Add rubber sealant. Flex Seal spray

Reviewed on Aug 24, 2026

The Great George

The Great George

Downtown Charlottetown
$1,013
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,007 reviews)
enjoyable

Reviewed on Aug 24, 2026

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5* Mountain vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
The Great George

The Great George

Downtown Charlottetown
$1,013
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,007 reviews)
enjoyable

Reviewed on Aug 24, 2026

Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$1,058
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (646 reviews)
We absolutely loved our stay at the Fairholm Inn! The building we stayed in was absolutely charming built last century. The staff was very helpful and our room was charming! The Inn is close to downtown. Easily walkable to wonderful restaurants and the confederation center. I would not hesitate to stay at this end again in the future.

Reviewed on Aug 22, 2026

The Sydney Boutique Inn

The Sydney Boutique Inn

Downtown Charlottetown
$1,052
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,009 reviews)
Fantastic experience we highly recommend! Great atmosphere and great staff!

Reviewed on Aug 23, 2026

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3 Night Mountain vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
Lily's Garden

Lily's Garden

West Royalty
$884
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
7.8/10 Good! (168 reviews)
This is not a hotel, which is fine so long as you know that before arriving. The accommodations are comprised of seven [separate] very small rooms on the lower level of someone's house, with shared common room and shared kitchen. Some of the rooms share a bathroom so it is more like a hostel with private rooms than it is a hotel. Located in a residential neighborhood, very quiet. The owner/operator is quite pleasant and friendly. Fine place to stay if you are not expecting a hotel and much less expensive than hotels in the area; so quiet you will get a good night sleep.

Reviewed on Aug 23, 2026

The Harbour House

The Harbour House

Downtown Charlottetown
$926
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,010 reviews)
Bons choix de déjeuners. Décor de rêve... tranquile, bien situé près du centre-ville touristique.

Reviewed on Aug 23, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$1,056
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,008 reviews)
Such a great location. We thought Valet parking might be a hassle with street parking, but everything was very organized. We didn’t have to worry about a thing. Location was great for walking around, close to many restaurants and the theatre is across the street. Cannot wait to go back and when I do, I will definitely stay at the Holman.

Reviewed on Aug 24, 2026

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4 Night Mountain vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal

The Hotel on Pownal

Downtown Charlottetown
$667
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown Alexander B. Campbell Airport (YYG)
8.6/10 Excellent! (1,011 reviews)
Found the internet slow

Reviewed on Aug 24, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$947
per person
Oct 10 - Oct 13
found 18 hours ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,008 reviews)
Such a great location. We thought Valet parking might be a hassle with street parking, but everything was very organized. We didn’t have to worry about a thing. Location was great for walking around, close to many restaurants and the theatre is across the street. Cannot wait to go back and when I do, I will definitely stay at the Holman.

Reviewed on Aug 24, 2026

The Harbour House

The Harbour House

Downtown Charlottetown
$692
per person
Oct 10 - Oct 13
found 18 hours ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,010 reviews)
Bons choix de déjeuners. Décor de rêve... tranquile, bien situé près du centre-ville touristique.

Reviewed on Aug 23, 2026

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Find amazing mountains vacations in Princetown

How to plan for a mountain vacation in Princetown?

The first step to planning your mountain vacation to Princetown is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Princetown, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Princetown, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Princetown mountain vacation.

What amenities should I look for when booking a mountain resort in Princetown?

When booking accommodation for your mountain vacation to Princetown, check to see if where you're staying has heating. Princetown's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Princetown vacation package.

Why should I choose a package for my mountain vacation in Princetown?

Choosing a package for your Princetown vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.

What does a Princetown package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Princetown from $667. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Princetown vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Princetown all-inclusive vacation packages as these include all meals.

How can I book my Princetown on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Princetown mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Princetown package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.

Why book your Princetown mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Princetown vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.

Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Princetown are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Princetown vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Princetown vacation packages.

What types of mountain accommodations are available in Princetown?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Princetown. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

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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.