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Upper Island Cove Vacation Packages

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Upper Island Cove Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham St. John's

Ramada by Wyndham St. John's

3.5 out of 5
Price was $904, price is now $855 per person
$855
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly hotel in St. John's. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions George Street and The Rooms are located nearby.
No breakfast included. Hotel seems old

Reviewed on Jul 10, 2026

Abba Boutique Inn

Abba Boutique Inn

4 out of 5
Price was $1,178, price is now $1,018 per person
$1,018
per person
Sep 2 - Sep 9
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.
The room was spacious and comfortable with useful amenities. Access was easy and we never had cause to contact any staff. Parking on the street was difficult to find, but the location was central and we could walk to most places.

Reviewed on Jul 8, 2026

Cliffs Edge Retreat

Cliffs Edge Retreat

2.5 out of 5
Price was $1,770, price is now $1,542 per person
$1,542
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this guesthouse in Tors Cove. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Pee Pee Island and Ship Island are located nearby.
L’emplacement est extraordinaire, la qualité des lieux, les commodites . Tout est super !

Reviewed on Jul 9, 2026

The Murray Premises Hotel

The Murray Premises Hotel

3.5 out of 5
Price was $1,594, price is now $1,419 per person
$1,419
per person
Aug 23 - Aug 29
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly hotel in St. John's. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions George Street and The Rooms are located nearby.
Great location. Super staff

Reviewed on Jul 10, 2026

Monastery Hotel

Monastery Hotel

5 out of 5
Price was $943, price is now $856 per person
$856
per person
Aug 14 - Aug 17
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.
Lovely hotel beautifully decorated and comfy. Wonderful spa and bistro.

Reviewed on Jul 10, 2026

Whale House Guest House

Whale House Guest House

3 out of 5
Price was $1,157, price is now $1,088 per person
$1,088
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this guesthouse in Mobile. Enjoy free WiFi, free parking, and a sauna. Popular attractions Mobile Playground and Southern Shore Arena are located nearby.
The view is awsome

Reviewed on Jul 10, 2026

Leaside Manor by The Leaside Group

Leaside Manor by The Leaside Group

4.5 out of 5
Price was $967, price is now $912 per person
$912
per person
Aug 14 - Aug 17
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.
great parking and a great breakfast

Reviewed on Jul 10, 2026

Hilton Garden Inn St. John's Newfoundland, Canada

Hilton Garden Inn St. John's Newfoundland, Canada

3 out of 5
Price was $1,496, price is now $1,411 per person
$1,411
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly hotel in St. John's. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions George Street and The Rooms are located nearby.
Liked: room size and layout; easy parking and access; closet layout. Clean Disliked: room fan/ac/ heat was impossibly loud making it difficult to sleep- hear the tv or even carry on a conversation. (Room 406) -1 for that issue. Desk staff were unhelpful and not typical of my previous NL experiences. Over a 4 night stay, we engaged at check in/out and 3 questions - they couldn’t care less and were of no help.

Reviewed on Jun 30, 2026

Upper Island Cove Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Killick Inn & Suites

The Killick Inn & Suites

3.5 out of 5
Price was $841, price is now $799 per person
$799
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Monastery Hotel

Monastery Hotel

5 out of 5
Central
Price was $943, price is now $856 per person
$856
per person
Aug 14 - Aug 17
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 $967, price is now $912 per person
$912
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Ramada by Wyndham St. John's

Ramada by Wyndham St. John's

3.5 out of 5
Kenmount East
Price was $904, price is now $855 per person
$855
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)

Upper Island Cove Vacation Packages 5-7 Night Stays

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

Abba Boutique Inn

4 out of 5
Downtown St. John's
Price was $1,178, price is now $1,018 per person
$1,018
per person
Sep 2 - Sep 9
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 $1,500, price is now $1,239 per person
$1,239
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Monastery Hotel

Monastery Hotel

5 out of 5
Central
Price was $1,418, price is now $1,182 per person
$1,182
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Cliffs Edge Retreat

Cliffs Edge Retreat

2.5 out of 5
Price was $1,770, price is now $1,542 per person
$1,542
per person
Sep 2 - Sep 9
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.

Flair Airlines
Fri, Jul 24 - Thu, Jul 30
YYZ
Pearson Intl.
YYT
St. John's Intl.
$353 Roundtrip, found 19 hours ago
$353
Roundtrip
found 19 hours ago
Select Flair Airlines flight, departing Fri, Jul 24 from Pearson Intl. to St. John's Intl., returning Thu, Jul 30, priced at $353 found 19 hours ago
Porter Airlines
Wed, Sep 2 - Sun, Sep 13
YOW
Macdonald-Cartier Intl.
YYT
St. John's Intl.
$373 Roundtrip, found 6 days ago
$373
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Wed, Sep 2 from Macdonald-Cartier Intl. to St. John's Intl., returning Sun, Sep 13, priced at $373 found 6 days ago
Air Canada
Thu, Aug 6 - Sun, Aug 9
YHZ
Stanfield Intl.
YYT
St. John's Intl.
$402 Roundtrip, found 5 days ago
$402
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Aug 6 from Stanfield Intl. to St. John's Intl., returning Sun, Aug 9, priced at $402 found 5 days ago
Porter Airlines
Fri, Jul 31 - Thu, Aug 6
YEG
Edmonton Intl.
YYT
St. John's Intl.
$516 Roundtrip, found 5 days ago
$516
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Fri, Jul 31 from Edmonton Intl. to St. John's Intl., returning Thu, Aug 6, priced at $516 found 5 days ago