Find hotels in Winchester, MA from 2.457.412 ₫

  • 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 prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

View from property

Nantasket Beach Resort

Nantasket Beach Resort
3.0 star property
Nantasket Beach
8.6 out of 10, Excellent, (1,004 reviews)
"Place was great"
United States
Trevor
The price is 3.173.278 ₫
4.191.628 ₫ total
includes taxes & fees
31 May - 1 Jun
Nantasket Beach Resort
Front of property

The Hotel Marblehead

The Hotel Marblehead
3.5 star property
Marblehead
9.2 out of 10, Wonderful, (502 reviews)
"Clean room and comfortable beds!"
United States
Adam
The price is 4.279.469 ₫
4.780.167 ₫ total
includes taxes & fees
31 May - 1 Jun
The Hotel Marblehead
Beach

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College
3.5 star property
Beverly
9.2 out of 10, Wonderful, (1,176 reviews)
"Top notch place to stay, and the ability to walk to the shore was delightful."
United States
Dirk
The price is 3.937.754 ₫
4.398.471 ₫ total
includes taxes & fees
2 Jun - 3 Jun
The Wylie Inn and Conference Center at Endicott College
Bar (on property)

Hawthorne Hotel

Hawthorne Hotel
3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1,551 reviews)
"We had breakfast and dinner at the Hotel - both excellent!"
United States
Laurel
The price is 6.494.458 ₫
7.254.515 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Hawthorne Hotel
Porch

The Cove At Salem

The Cove At Salem
3.0 star property
Salem
9.4 out of 10, Exceptional, (984 reviews)
"The lady at the reception office desk was very nice and helpful. We enjoyed our stay immensely."
United States
David
The price is 4.970.393 ₫
5.551.929 ₫ total
includes taxes & fees
4 Jun - 5 Jun
The Cove At Salem
Reception

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree
3.5 star property
North Braintree
9.0 out of 10, Wonderful, (2,828 reviews)
"Very friendly staff, great accommodations "
United States
Brenda
The price is 3.423.680 ₫
3.824.251 ₫ total
includes taxes & fees
31 May - 1 Jun
Hyatt Place Boston/Braintree
Exterior

Best Western Braintree Inn

Best Western Braintree Inn
2.5 star property
North Braintree
8.2 out of 10, Very good, (1,001 reviews)
"Clean and close to airport"
United States
william
The price is 3.924.064 ₫
4.383.100 ₫ total
includes taxes & fees
31 May - 1 Jun
Best Western Braintree Inn
Restaurant

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers
3.0 star property
Danvers
8.6 out of 10, Excellent, (1,006 reviews)
"Great stay"
United States
Verinda
The price is 3.721.277 ₫
4.156.667 ₫ total
includes taxes & fees
31 May - 1 Jun
Sonesta Select Boston Danvers
Lobby

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport
2.5 star property
Revere
9.0 out of 10, Wonderful, (2,274 reviews)
"Nice rooms and a good choice of food for breakfast. "
United Kingdom
Nick
The price is 3.979.412 ₫
4.602.998 ₫ total
includes taxes & fees
31 May - 1 Jun
Comfort Inn & Suites Logan International Airport
Dinner served

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
Revere
8.2 out of 10, Very good, (5,576 reviews)
"Relatively inexpensive and close to BOS"
United States
Robert
The price is 4.087.874 ₫
4.566.154 ₫ total
includes taxes & fees
31 May - 1 Jun
Hampton Inn Boston - Logan Airport
Exterior

avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG
2.5 star property
Revere
9.0 out of 10, Wonderful, (1,568 reviews)
"great hotel"
United States
Armando
The price is 4.320.580 ₫
4.826.088 ₫ total
includes taxes & fees
31 May - 1 Jun
avid hotel Boston Logan Airport - Revere by IHG
Exterior

Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport
3.0 star property
East Boston
9.2 out of 10, Wonderful, (2,311 reviews)
"Great location, food and airport shuttle."
United States
Barbara
The price is 4.821.595 ₫
5.614.747 ₫ total
includes taxes & fees
31 May - 1 Jun
Hilton Garden Inn Boston Logan Airport
Lobby

Hilton Boston Logan Airport

Hilton Boston Logan Airport
4.0 star property
East Boston
9.0 out of 10, Wonderful, (3,786 reviews)
"Great place to stay "
United States
William
The price is 7.611.104 ₫
8.863.381 ₫ total
includes taxes & fees
31 May - 1 Jun
Hilton Boston Logan Airport
Lobby

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (1,480 reviews)
"The room had everything we needed. Very walkable to our cruise. "
United States
Angela
The price is 5.846.592 ₫
6.720.684 ₫ total
includes taxes & fees
29 May - 30 May
Homewood Suites by Hilton Boston Seaport District
Exterior

Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,860 reviews)
"A very pleasant stay!"
United States
Judy
The price is 5.714.912 ₫
6.655.371 ₫ total
includes taxes & fees
29 May - 30 May
Hampton by Hilton at the Boston Seaport District
Bar (on property)

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,369 reviews)
"Awesome hotel! Great location!!!"
Canada
Craig
The price is 6.188.960 ₫
7.207.373 ₫ total
includes taxes & fees
31 May - 1 Jun
Hyatt Place Boston/Seaport District
Marina

Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston
2.5 star property
Quincy
7.6 out of 10, Good, (1,157 reviews)
"Staff were incredibly friendly and helpful throughout our stay."
United States
Riley
The price is 4.714.144 ₫
5.265.620 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Best Western Adams Inn Quincy-Boston
Lobby

Renaissance® Boston Seaport District

Renaissance® Boston Seaport District
4.0 star property
Seaport District
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful hotel"
United States
Dan
The price is 5.767.584 ₫
7.789.925 ₫ total
includes taxes & fees
30 May - 31 May
Renaissance® Boston Seaport District
Basic Room, 2 Double Beds | Individually decorated, individually furnished, blackout curtains

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
2.0 star property
Danvers
7.6 out of 10, Good, (1,014 reviews)
"Quiet, clean, friendly, and accomodating. "
Canada
Stephanie
The price is 2.870.624 ₫
3.206.408 ₫ total
includes taxes & fees
4 Jun - 5 Jun
The Northshore Hotel - Boston/Danvers
Exterior

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (4,387 reviews)
"Great hotel"
United States
Anita
The price is 5.647.755 ₫
7.475.210 ₫ total
includes taxes & fees
31 May - 1 Jun
Seaport Hotel 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Winchester attractions

Winter Pond

4.5/5 (2 reviews)
Winter Pond offers a tranquil escape as Massachusetts' northernmost Coastal Plain Pondshore Community. Bring binoculars to spot diverse bird species while strolling along its peaceful shores.
See properties

Learn more about Winchester

Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails.

See all hotels in Winchester
Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA.

Top Winchester Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent
"Clean, updated room, great for a night. Parking garage connected which was super convenient."
Janelle 1-night trip
Posted less than an hour ago
The Midtown Hotel MOD Collection by Sonesta

More cheap stays in Winchester

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd Framingham MA
The price is 2.275.167 ₫ per night from 7 Jun to 8 Jun
2.275.167 ₫
2.457.412 ₫ total
7 Jun - 8 Jun
includes taxes & fees
7/10 Good! (1,214 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.