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Top 10 Winchester hotels and places to stay

Our top choices for Winchester hotels

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (3289)
"Nice hotel in great location "
The price is ฿5,899
฿7,031 total
includes taxes & fees
1 Sept - 2 Sept
Seaport Hotel Boston

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (2106)
"Great stay!"
The price is ฿6,126
฿7,134 total
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Boston/Seaport District

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2133)
"Great place to stay"
The price is ฿6,680
฿8,911 total
includes taxes & fees
21 Sept - 22 Sept
The Westin Boston Seaport District

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (5591)
"Great place to stay"
Harborside Inn Of Boston

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (6403)
"Great place to stay"
The price is ฿7,642
฿10,031 total
includes taxes & fees
1 Sept - 2 Sept
The Dagny Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3891)
"Had wonderful stay. "
The price is ฿6,936
฿9,398 total
includes taxes & fees
1 Sept - 2 Sept
Omni Boston Hotel at the Seaport

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (1687)
"Loved the area and room was great ! "
The price is ฿5,802
฿6,756 total
includes taxes & fees
1 Sept - 2 Sept
citizenM Boston Back Bay

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2509)
"Wonderful stay!"
The price is ฿6,366
฿7,413 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Boston Seaport District

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1641)
"Right on the wharf it’s a very nice place to stay"
The price is ฿6,388
฿8,760 total
includes taxes & fees
1 Sept - 2 Sept
Battery Wharf Hotel, Boston Waterfront

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1793)
"Wonderful place to stay in Cambridge."
Copley House

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1332)
"Great hotel excellent amenities and great staff. "
The price is ฿5,542
฿7,397 total
includes taxes & fees
1 Sept - 2 Sept
Aloft by Marriott, Boston Seaport District

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2486)
"Great stay"
The price is ฿4,263
฿4,761 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Boston/Braintree

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3718)
"Great all around, will definitely stay again if we are in the area "
The price is ฿5,964
฿6,945 total
includes taxes & fees
1 Sept - 2 Sept
citizenM Boston North Station

InterContinental Boston by IHG

5.0 star property
9.2 out of 10, Wonderful, (1017)
"Great location and nice hotel"
The price is ฿8,496
฿11,360 total
includes taxes & fees
31 Aug - 1 Sept
InterContinental Boston by IHG

The Bostonian Boston

4.0 star property
8.4 out of 10, Very good, (1948)
"Great location, comfortable beds, helpful staff"
The price is ฿6,126
฿8,251 total
includes taxes & fees
1 Sept - 2 Sept
The Bostonian Boston

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1249)
"Beautiful spot, great rates, very friendly and helpful. I would stay there again. "
The price is ฿9,936
฿11,422 total
includes taxes & fees
31 Aug - 1 Sept
Oasis Guest House

Canopy By Hilton Boston Downtown

4.0 star property
9.6 out of 10, Exceptional, (1011)
"Great location and good amenities at the hotel. "
The price is ฿7,891
฿10,510 total
includes taxes & fees
1 Sept - 2 Sept
Canopy By Hilton Boston Downtown

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1010)
"Very good hotel "
Archer Hotel Boston/Burlington

Midtown Hotel

2.0 star property
7.4 out of 10, Good, (1007)
"The staff went above and beyond for my family! We had a vehicle that was too tall for most parking garages in Boston and they took the time to help us research where we could find overnight parking! Would highly recommend! They are also fully renovating so the hotel is nice and clean! Staff were amazing!!!! Ps make sure your vehicle is 6” or under because if not parking is difficult in Boston "
The price is ฿6,101
฿7,013 total
includes taxes & fees
1 Sept - 2 Sept
Midtown Hotel

Hotel AKA Boston Common

4.0 star property
9.0 out of 10, Wonderful, (1263)
"Great location and lovely newly renovated hotel!"
The price is ฿7,001
฿9,473 total
includes taxes & fees
1 Sept - 2 Sept
Hotel AKA Boston Common
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Accommodation near Winchester attractions

Top Winchester Hotel Reviews

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Hotels in Winchester with star rating

Hotels in Winchester with star rating

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Frequently asked questions

What's the best place to stay in Winchester?

Located 8.6 mi (13.9 km) from the heart of Winchester, Seaport Hotel Boston is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Omni Boston Hotel at the Seaport and citizenM Boston North Station. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. TD Garden, Fenway Park and New England Aquarium are some of the top sights around the area. In Winchester, there are 3 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

A couple of favourite places to visit are Middlesex Fells Reservation and Winter Pond. Additionally, you'll find TD Garden and Fenway Park in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

How can I get around Winchester?

To venture out into the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station. If you want to venture out around the area, you may want a rental car in Winchester for your journey.

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.