Princetown Romantic Vacations

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

Photo by ‎Bill England
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Princetown

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

Lily's Garden

West Royalty
$855
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)
It’s a nice place and you get what you paid for. It’s very affordable. It’s basically a room in a home. The only issue we had was we did have a distinctive smell of mold or mildew in our room. We could not locate it, but it was definitely there otherwise a wonderful place great location and great staff.

Reviewed on Aug 18, 2026

The Great George

The Great George

Downtown Charlottetown
$950
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)
Amazing hotel. They have complimentary cookies from 3-10 which was awesome. Rooms are beautiful, parking can be tricky but we figured it out. Staff is great too!

Reviewed on Aug 19, 2026

The Harbour House

The Harbour House

Downtown Charlottetown
$891
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)
The entire B&B is very charming and well kept. The staff were friendly and accommodating. The location to town was excellent. Our room was very large and spacious…#12. Our only recommendation is that new pillows are needed in that room. They are very flat.

Reviewed on Aug 19, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$977
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)
Everything Is perfect’

Reviewed on Aug 19, 2026

Rodd Charlottetown

Rodd Charlottetown

Downtown Charlottetown
$932
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)
8.8/10 Excellent! (1,010 reviews)
This is such a charming hotel and conveniently located for shopping and dining. Our room was small but super cozy. I loved the mix of new with just a little touch of old. Very quaint. The property is beautiful with the outdoor porch for relaxing with a beverage after shopping or just reading a book.

Reviewed on Aug 19, 2026

Don't see what you're looking for?
See all available trips from Columbus to Princetown
View all trips

5* Romantic vacations in Princetown

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

The Great George

Downtown Charlottetown
$950
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)
Amazing hotel. They have complimentary cookies from 3-10 which was awesome. Rooms are beautiful, parking can be tricky but we figured it out. Staff is great too!

Reviewed on Aug 19, 2026

The Sydney Boutique Inn

The Sydney Boutique Inn

Downtown Charlottetown
$1,011
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)
good stay enjoyed it and would stay again

Reviewed on Aug 19, 2026

Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$1,017
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)
The property consists of several old homes that have been remodelled into a hotel. We stayed in the middle home, which was probably the least attractive of the three homes. The room was OK. It wasn’t particularly well cleaned by housekeeping and there was nothing extraordinary about it. It was OK not great there was air-conditioning. The hotel offers free coffee drinks, but you have to go to the main lobby to get them in the morning. Overall, the staff was lovely and very very friendly. We had breakfast one day, which wasn’t included in our package and it was very good and very reasonably priced. It is the high season, but I wouldn’t stay there again for the price that we paid.

Reviewed on Aug 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to Princetown
View all trips

3 Night Romantic vacations in Princetown

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

Lily's Garden

West Royalty
$855
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)
It’s a nice place and you get what you paid for. It’s very affordable. It’s basically a room in a home. The only issue we had was we did have a distinctive smell of mold or mildew in our room. We could not locate it, but it was definitely there otherwise a wonderful place great location and great staff.

Reviewed on Aug 18, 2026

The Great George

The Great George

Downtown Charlottetown
$950
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)
Amazing hotel. They have complimentary cookies from 3-10 which was awesome. Rooms are beautiful, parking can be tricky but we figured it out. Staff is great too!

Reviewed on Aug 19, 2026

The Harbour House

The Harbour House

Downtown Charlottetown
$891
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)
The entire B&B is very charming and well kept. The staff were friendly and accommodating. The location to town was excellent. Our room was very large and spacious…#12. Our only recommendation is that new pillows are needed in that room. They are very flat.

Reviewed on Aug 19, 2026

Don't see what you're looking for?
See all available trips from Columbus to Princetown
View all trips

4 Night Romantic vacations in Princetown

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

The Hotel on Pownal

Downtown Charlottetown
$1,294
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,004 reviews)
Rodd Charlottetown

Rodd Charlottetown

Downtown Charlottetown
$1,310
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,010 reviews)
This is such a charming hotel and conveniently located for shopping and dining. Our room was small but super cozy. I loved the mix of new with just a little touch of old. Very quaint. The property is beautiful with the outdoor porch for relaxing with a beverage after shopping or just reading a book.

Reviewed on Aug 19, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$1,462
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,009 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Princetown
View all trips

How to find a romantic Princetown vacation

How can I find the best Princetown vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Princetown romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Princetown?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Princetown?

Put a price on love with stunning deals for duos starting at just $855. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Princetown spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Princetown?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Princetown?

To book a loved-up break in Princetown, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Princetown with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Princetown romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

More vacations you might like

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