Book Hotels in Winterland

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Winterland hotels

Home On The Pond

Home On The Pond

Grand Bank
This vacation home includes a garden and laundry facilities.
"Nice size space, open concept"

Reviewed on Sep 8, 2025

Get rates
Opens in a new windowHome On The Pond
Escape to your private oasis in our ocean front home with breathtaking views.

Escape to your private oasis in our ocean front home with breathtaking views.

Grand Bank
This vacation home features laundry facilities.
"We had a great time at the beach house! The house was well organized, tastefully decorated, and so comfortable for an enjoyable stay. You truly felt you were at a beach house. It was so peaceful and relaxing watching the ocean view on the deck. The food at some of the nearby restaurants was amazing. ..."

Reviewed on Aug 25, 2025

Get rates
Opens in a new windowEscape to your private oasis in our ocean front home with breathtaking views.
Fantastic ocean view! Relax at this peaceful getaway

Fantastic ocean view! Relax at this peaceful getaway

Grand Beach
This vacation home features laundry facilities.
"What a wonderful place to stay! Went for day trip to Saint Pierre so location was perfect to get down to ferry. The ocean views are amazing. Steve and Terra were very easy to deal with and responded to our needs quickly. Will definitely stay if back to area and recommend to anyone going in that ..."

Reviewed on Sep 7, 2025

Get rates
Opens in a new windowFantastic ocean view! Relax at this peaceful getaway
Take it easy at this tranquil getaway, only steps from the beach!

Take it easy at this tranquil getaway, only steps from the beach!

Grand Beach
This cabin features barbecue grills.
"Delightful"

Reviewed on Sep 14, 2025

Get rates
Opens in a new windowTake it easy at this tranquil getaway, only steps from the beach!
Nan’s Place Vacation Home! Traditional salt box home w/ accessibility ramp

Nan’s Place Vacation Home! Traditional salt box home w/ accessibility ramp

Grand Bank
This vacation home features a garden, laundry facilities, and barbecue grills.
"Very large, very clean house. Kitchen has everything you would need. No outdoor seating. Laundry facilities. Bring your own supplies if you have more than 2 loads. Walk to historic downtown area and waterfront park beach Large grocery store/liquor store and great local grocery store close by. No ..."

Reviewed on Aug 26, 2025

Get rates
Opens in a new windowNan’s Place Vacation Home! Traditional salt box home w/ accessibility ramp
Keegan's Place

Keegan's Place

Marystown
Stay at this vacation home in Marystown. Popular attraction Marystown Heritage Museum is located nearby.
Get rates
Opens in a new windowKeegan's Place
Don't see what you're looking for?
See all available properties in Winterland
View all properties
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.

Frequently asked questions

Where can I find cheap hotels in Winterland?
At Travelocity you'll find really nice hotels in Winterland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winterland rather than in Winterland. We may find you even better rates, too.
How do I find the best Winterland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winterland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winterland?
The cheapest hotel in Winterland is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winterland?
There are 7 hotels in Winterland on Travelocity.
What are the best hotels in Winterland?
Winterland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winterland for you!
When is the best time to visit Winterland?
If you want the joy of a fun-filled trip in peak season, visit Winterland during March, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Winterland?
Based on historic data is usually the cheapest month to visit Winterland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winterland?
There are multiple hotels in Winterland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winterland. We have plenty of kid-friendly hotels in Winterland to choose from on Travelocity!
Why book a hotel in Winterland through Travelocity?
Because we have the top hotels in Winterland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winterland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winterland hotel reviews by fellow wanderers

Home On The Pond

Home On The Pond

5 out of 5
Posted 3 weeks ago
Travelocity Verified Review
"Nice size space, open concept"
A verified traveler stayed at Home On The Pond
Home On The Pond

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity