Exclusive Sleepers Island Vacation Deals

Sleepers Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was CA $1,308, price is now CA $1,102 per person
CA $1,102
per person
Feb 26 - Mar 2
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,578, price is now CA $1,130 per person
CA $1,130
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,775, price is now CA $1,389 per person
CA $1,389
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,527, price is now CA $1,256 per person
CA $1,256
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,069, price is now CA $1,719 per person
CA $1,719
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was CA $1,586, price is now CA $1,324 per person
CA $1,324
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.

Frequently asked questions

How much are vacation packages to Sleepers Island?
If you love the sound of hassle-free planning and big savings, our CA $1,102 Sleepers Island vacation package has got you covered. With your hotel and flights sorted, organizing your trip around this renowned attraction has never been more simple.
Where can I get the best vacation package deals for Sleepers Island?
Travelocity is the only place you need to go to score an amazing Sleepers Island package deal. Take your pick of 400 airlines and 665,000 properties all over the world and craft a travel itinerary that suits your style. With so many options, it's easy to organize your next big escape.
Why should I book my Sleepers Island vacation package via Travelocity?
Whether you're in search of the ultimate unplugged getaway or you crave the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to sift through hundreds of websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available for you round-the-clock.
Can I go on vacation to Sleepers Island at this time?
Don't fly off to Sleepers Island without up-to-date facts about quarantine policies and travel restrictions. Travelocity's Covid-19 Travel Advisor can fill in the blanks. It has all the info you need to make your vacation and flight as stress-free as possible.

Top Sleepers Island hotel deals

Sleeper Island need boat dream cabin adventure lakefront family and pet friendly

Sleeper Island need boat dream cabin adventure lakefront family and pet friendly

Alton NH
Stay at this cabin in Alton Bay. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Gunstock Mountain Resort and Lake Winnipesaukee are located nearby.
Kitchen
Washer
Charming 3 story retreat in the shadows of Lake Winnipesaukee

Charming 3 story retreat in the shadows of Lake Winnipesaukee

Alton NH
Stay at this chalet in Alton Bay. Enjoy a garden, laundry facilities, and patios. Popular attractions Gunstock Mountain Resort and Lake Winnipesaukee are located nearby.
Kitchen
Washer
Smith's Point Retreat on Lake Winnipesaukee with indoor pool!

Smith's Point Retreat on Lake Winnipesaukee with indoor pool!

Alton Bay NH
Stay at this vacation home in Alton Bay. Enjoy private pools, a water park, and a sauna. Popular attractions Gunstock Mountain Resort and Lake Winnipesaukee are located nearby.
Pool
Kitchen
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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.

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