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Cupids Vacation Packages

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Cupids Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Guv’nor

The Guv’nor

3.5 out of 5
Price was $982, price is now $936 per person
$936
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this inn in St. John's. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions The Rooms and George Street are located nearby.
Excellent breakfast very comfortable beds , and very clean it seemed I recommend to anybody visiting St John's Newfoundland

Reviewed on Aug 31, 2026

Mallard Inn

Mallard Inn

4 out of 5
Price was $1,551, price is now $1,375 per person
$1,375
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this B&B in St. John's. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Port of St. John's and The Rooms are located nearby.

Leaside Manor by The Leaside Group

Leaside Manor by The Leaside Group

4.5 out of 5
Price was $1,043, price is now $962 per person
$962
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this luxury B&B in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions George Street and The Rooms are located nearby.

Monastery Hotel

Monastery Hotel

5 out of 5
Price was $1,011, price is now $940 per person
$940
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this luxury hotel in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions George Street and The Rooms are located nearby.

Hampton Inn & Suites by Hilton St. John's Airport

Hampton Inn & Suites by Hilton St. John's Airport

4 out of 5
Price was $1,068, price is now $996 per person
$996
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this golf hotel in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Rooms and George Street are located nearby.

Abba Boutique Inn

Abba Boutique Inn

4 out of 5
Price was $1,001, price is now $946 per person
$946
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly guesthouse in St. John's. Enjoy free WiFi, free parking, and premium TV channels. Popular attractions The Rooms and George Street are located nearby.
Parking passes not given drove around for an hr trying to park car ended up in a far away area not secure. Found out later they were in a drawer at end of hallway the day we were leaving 😡 Phoned caretaker when we got there he never answered so people age 75 had to carry heavy suitcases up 2 flights of stairs

Reviewed on Aug 23, 2026

Georgestown Inn

Georgestown Inn

4 out of 5
Price was $1,235, price is now $1,169 per person
$1,169
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly B&B in St. John's. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Rooms and George Street are located nearby.
Cindy and John were model hosts— kind and hospitable. We loved the china and home-baked goods. Our room was lovely and very comfortable for our three night stay. The Inn is located in a good location for walking to historic St. John’s sites. We highly recommend staying here.

Reviewed on Jul 31, 2026

Gower Guest House

Gower Guest House

3.5 out of 5
Price was $988, price is now $944 per person
$944
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this guesthouse in St. John's. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions The Rooms and George Street are located nearby.
Good location with free parking.

Reviewed on Aug 29, 2026

Cupids Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Monastery Hotel

Monastery Hotel

5 out of 5
Central
Price was $1,011, price is now $940 per person
$940
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Mallard Inn

Mallard Inn

4 out of 5
Quidi Vidi
Price was $1,551, price is now $1,375 per person
$1,375
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Leaside Manor by The Leaside Group

Leaside Manor by The Leaside Group

4.5 out of 5
West End
Price was $1,043, price is now $962 per person
$962
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Hampton Inn & Suites by Hilton St. John's Airport

Hampton Inn & Suites by Hilton St. John's Airport

4 out of 5
Price was $1,068, price is now $996 per person
$996
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

WestJet
Fri, Sep 25 - Mon, Sep 28
YYZ
Pearson Intl.
YYT
St. John's Intl.
$254 Roundtrip, found 14 hours ago
$254
Roundtrip
found 14 hours ago
Select WestJet flight, departing Fri, Sep 25 from Pearson Intl. to St. John's Intl., returning Mon, Sep 28, priced at $254 found 14 hours ago
Flair Airlines
Fri, Sep 25 - Mon, Sep 28
YYZ
Pearson Intl.
YYT
St. John's Intl.
$260 Roundtrip, found 14 hours ago
$260
Roundtrip
found 14 hours ago
Select Flair Airlines flight, departing Fri, Sep 25 from Pearson Intl. to St. John's Intl., returning Mon, Sep 28, priced at $260 found 14 hours ago
Porter Airlines
Fri, Sep 25 - Mon, Sep 28
YYZ
Pearson Intl.
YYT
St. John's Intl.
$262 Roundtrip, found 14 hours ago
$262
Roundtrip
found 14 hours ago
Select Porter Airlines flight, departing Fri, Sep 25 from Pearson Intl. to St. John's Intl., returning Mon, Sep 28, priced at $262 found 14 hours ago
Air Canada
Tue, Nov 24 - Tue, Nov 24
YHZ
Stanfield Intl.
YYT
St. John's Intl.
$297 Roundtrip, found 14 hours ago
$297
Roundtrip
found 14 hours ago
Select Air Canada flight, departing Tue, Nov 24 from Stanfield Intl. to St. John's Intl., returning Tue, Nov 24, priced at $297 found 14 hours ago