Find Cheap Hotels in Winchester, MA

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Check availability on Winchester Cheap Hotels

Top Winchester Cheap Hotels

The Wylie Inn and Conference Center at Endicott College
Situated on a rocky outcrop, this coastal residence offers a tranquil setting by the sea with a distant view of the coastline.

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1039)
"Gorgeous location and wonderful hotel. "
The Wylie Inn and Conference Center at Endicott College
Salem Spacious Second Floor 3-4BR!
Kitchen area with Whirlpool stove, microwave, and sink.

Salem Spacious Second Floor 3-4BR!

9.0 out of 10, Wonderful, (9)
"Enjoyed our stay"
The price is ￥50,421
￥68,819 total
includes taxes & fees
Jul 14 - Jul 15
Salem Spacious Second Floor 3-4BR!
Howard Johnson by Wyndham Quincy/Boston
Guests can relax in the hotel's outdoor seating area, featuring tables and chairs.

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1003)
"Staff was very accommodating . Would stay again. "
The price is ￥19,107
￥21,342 total
includes taxes & fees
Jul 20 - Jul 21
Howard Johnson by Wyndham Quincy/Boston
Hampton Inn Boston - Logan Airport
Relax in a cozy space with a fireplace, armchairs, and a flat-screen TV.

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very Good, (5186)
"Great rate and location near the airport."
The price is ￥22,849
￥25,522 total
includes taxes & fees
Jul 20 - Jul 21
Hampton Inn Boston - Logan Airport
avid hotel Boston Logan Airport - Revere by IHG
Relax in a spacious room with a central table, flat-screen TV, and comfortable seating areas.

avid hotel Boston Logan Airport - Revere by IHG

2.5 star property
9.0 out of 10, Wonderful, (1385)
"Nice and clean hotel, shuttle from and to the airport was great, will stay there again "
The price is ￥29,339
￥32,771 total
includes taxes & fees
Aug 10 - Aug 11
avid hotel Boston Logan Airport - Revere by IHG
90 - 4BR Dorchester - Sleek Apt near Marina Bay
Relax in this stylish living room with a city view, featuring a sofa, potted plant, and large window.

90 - 4BR Dorchester - Sleek Apt near Marina Bay

9.4 out of 10, Exceptional, (3)
"Great for the cost!"
The price is ￥29,058
￥67,297 total
includes taxes & fees
Jul 16 - Jul 17
90 - 4BR Dorchester - Sleek Apt near Marina Bay
DoubleTree by Hilton Boston North Shore
Relax in our inviting lobby with a comfortable seating area, large potted plant, and warm atmosphere.

DoubleTree by Hilton Boston North Shore

4.0 star property
8.0 out of 10, Very Good, (2048)
"Great stay!"
The price is ￥19,925
￥22,255 total
includes taxes & fees
Aug 3 - Aug 4
DoubleTree by Hilton Boston North Shore
YOTEL Boston
Hotel entrance with a prominent sign, set amidst a bustling urban area.

YOTEL Boston

4.0 star property
8.6 out of 10, Excellent, (2111)
"it’s the best place to stay in seaport"
The price is ￥28,059
￥38,686 total
includes taxes & fees
Jul 27 - Jul 28
YOTEL Boston
The Dagny Boston
Enjoy dining in this elegantly designed restaurant with high ceilings, exposed beams, and a modern chandelier.

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (6080)
"Very nice hotel - great location"
The price is ￥30,170
￥40,282 total
includes taxes & fees
Jul 20 - Jul 21
The Dagny Boston
Harborside Inn Of Boston
Welcome to the Harborside Inn, where a beautiful entrance sets the tone for a memorable stay.

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (5316)
"As always, wonderful stay!"
The price is ￥30,385
￥35,383 total
includes taxes & fees
Jul 27 - Jul 28
Harborside Inn Of Boston
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

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 Middlesex Fells Reservation or Winter Pond, 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 TD Garden and Fenway Park, 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 Middlesex Fells Reservation.
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.