Find Cheap Hotels in Winchester, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Winchester Cheap Hotels

This weekend
Next weekend

Our top choices for Winchester cheap hotels

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
2.0 star property
Danvers
7.6 out of 10, Good, (1,004 reviews)
"It is a nice quiet place to stay!! Plus it's clean and I have never had any problems!"
United States
Nichola
The price is ¥14,353
¥16,032 total
includes taxes & fees
May 7 - May 8
The Northshore Hotel - Boston/Danvers

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,007 reviews)
"Excellent place to stay, clean rooms, excellent staff"
United States
Omar
The price is ¥19,731
¥22,040 total
includes taxes & fees
May 11 - May 12
Sonesta Select Boston Danvers

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2,639 reviews)
"We would stay again!"
United States
Laura
The price is ¥29,809
¥34,714 total
includes taxes & fees
May 10 - May 11
citizenM Boston Back Bay

The Hotel Salem

The Hotel Salem
3.0 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,008 reviews)
"Nice hotel with very friendly staff, great location"
Canada
allison
The price is ¥26,225
¥29,294 total
includes taxes & fees
May 19 - May 20
The Hotel Salem

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1,003 reviews)
"Everything was perfect best stay ever "
United States
Hayley
The price is ¥20,022
¥26,228 total
includes taxes & fees
May 18 - May 19
Nantasket Beach Resort

The Cove At Salem

The Cove At Salem
3.0 star property
Salem
9.4 out of 10, Exceptional, (957 reviews)
"Great staff clean room and a really nice place to stay"
Canada
Chris
The price is ¥24,023
¥26,834 total
includes taxes & fees
May 10 - May 11
The Cove At Salem

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very Good, (5,591 reviews)
"Great staff, better than a lot of other hilton properties"
United States
Pradnyesh
The price is ¥22,636
¥25,284 total
includes taxes & fees
May 10 - May 11
Hampton Inn Boston - Logan Airport

Comfort Inn Danvers - Boston North Shore

Comfort Inn Danvers - Boston North Shore
2.5 star property
Danvers
8.8 out of 10, Excellent, (945 reviews)
"Fantastic stay"
United States
Michael
The price is ¥16,838
¥18,808 total
includes taxes & fees
May 27 - May 28
Comfort Inn Danvers - Boston North Shore

Lakeside Inn

Lakeside Inn
2.0 star property
Wakefield
7.6 out of 10, Good, (2,351 reviews)
"Beautiful scenic view of the lake,there is a live band 7 days whilst I was there,also a bar and a restaurant.their breakfast is delicious.the room was clean,we didn't expect so much in an inn."
United States
Norman
The price is ¥12,322
¥13,763 total
includes taxes & fees
May 31 - Jun 1
Lakeside Inn

Hawthorne Hotel

Hawthorne Hotel
3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,539 reviews)
"We had breakfast and dinner at the Hotel - both excellent!"
United States
Laurel
The price is ¥27,451
¥30,663 total
includes taxes & fees
May 10 - May 11
Hawthorne Hotel
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.

Top Winchester Hotel Reviews

Frequently asked questions

What is Winchester like for travelers on a budget?
Check out cheap places to stay in Winchester on Expedia.com and plan a trip that matches your budget. You can scroll through a wide offering of accommodation choices with Member Prices to find great deals. With our site's handy page filters, you can search by price per night, or by top amenities like free breakfast and a swimming pool. If you're interested in affordable options near specific attractions, such as Winter Pond or Middlesex Fells Reservation, try filtering by location to refine your search. As you browse, click the heart button to keep track of your favorites so that you can return to them easily and make your final decision. Need a flight or a car for your trip? Take a look at the Bundle and Save vacation packages and discover more amazing deals when you reserve your transportation at the same time.
When is the best time for a budget trip to Winchester?
Weather will likely play an important role when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What is there to see and do in Winchester?
You don't need to spend big to find places to visit in Winchester. You can budget for the top local attractions that interest you most, such as Fenway Park and Encore Boston Harbor, and then look for sights and activities that cost little or nothing at all. Check out the area's cultural spots like Somerville Theatre and Harvard Museum of Natural History, or get outdoors at Winter Pond.
How can I get to Winchester and get around on a budget?
Scoping out the transportation options in Winchester can help keep you on budget. The closest airport is 7.7 mi (12.3 km) away from the center in Bedford, MA (BED-Laurence G. Hanscom Field). However, if that doesn't suit your budget, you can book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), located 8.4 mi (13.5 km) away. To see more of the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station.

Explore a world of travel with Expedia