Search Lakeside Hotels in Ashland

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Lakeside Hotels

Our top choices for Ashland hotels on the lake

Sun deck
Winnisquam Lake Inn

Winnisquam Lake Inn

Winnisquam Lake Inn
3.0 star property
Tilton
6.8 out of 10, (813)
"Peaceful clean room friendly staff."
United States
Ashley
The price is 2.124.290 ₫
2.304.756 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Winnisquam Lake Inn
Indoor pool, outdoor pool, pool loungers
Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake

Mill Falls Resort Collection at the Lake
3.0 star property
Meredith
8.4 out of 10, Very good, (911)
"I was all good!"
United States
Dan
The price is 2.734.613 ₫
4.094.685 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Mill Falls Resort Collection at the Lake
Lake
Center Harbor Inn

Center Harbor Inn

Center Harbor Inn
2.0 star property
Center Harbor
9.4 out of 10, Exceptional, (352)
"The quaint inn has everything you need for a quiet weekend away!"
United States
deb
The price is 4.340.655 ₫
4.709.742 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Center Harbor Inn
Lobby
The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

The Lake Estate on Winnisquam
2.0 star property
Tilton
9.0 out of 10, Wonderful, (2)
"Great stay "
United States
William
The price is 7.339.653 ₫
9.247.963 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
The Lake Estate on Winnisquam
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.
View all properties

Top Ashland Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How much do lakeside hotels in Ashland cost?
Lakeside hotels in Ashland range between 2.304.756 ₫ and 9.247.963 ₫ per night. This means you can look forward to a getaway close to the water at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many lakeside hotels are there in Ashland?
Ashland has 2 lakeside hotels to pick from. If kicking back by the water is your idea of the perfect holiday, book your dream property with Expedia today.
What are the top lakeside motels in Ashland?
Relax near the water at Boulders Motel and Cottages, located just 5 km northeast of downtown Ashland. Spend your days soaking up the lakeside surroundings and then make the most of amenities including miniature golfing and high-speed internet services.When you're ready to slip on your comfiest sneakers and explore the sights, make a beeline for Ashland Railroad Station Museum. Whipple House Museum is another top attraction worth seeing in Ashland.
Why book your lakeside hotel in Ashland with Expedia?
Expedia has unbeatable deals on lakeside hotels in Ashland. But our great prices are just the start. You'll discover loads of hotels to select from and clever search filters that make it quick and easy to find your ideal getaway.
How can I find cheap lakeside hotels in Ashland?
Expedia makes it a breeze to locate the best cheap lake hotels in Ashland. Use our handy filters to choose your budget and hotel star rating. You can also search for your dream lakeside escape based on popular locations and neighbourhoods.
What is there to do in Ashland near my lakeside hotel?
No matter your tastes or interests, Ashland has tons of things to keep you entertained. Ashland Railroad Station Museum, Whipple House Museum and Riveredge Marina are on most travellers' sightseeing itineraries. Don't forget about St. Mark's Episcopal Church, Whitten Woods Trailhead and Pauline E Glidden Toy Museum either. With Expedia's Ashland hotel deals, you can discover more fabulous attractions like these with the money you save.