Winchester Hotels

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Top 10 trending Winchester hotels

Nantasket Beach Hotel

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Awesome location! Close to outstanding beaches, excellent restaurants. Clean, cozy, spacious, convenient!"
The price is €133
includes taxes & fees
22 Jan - 23 Jan
Nantasket Beach Hotel

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1004)
"No restaurant, no room service. Poorly trained front desk."
The price is €154
includes taxes & fees
23 Jan - 24 Jan
Nantasket Beach Resort

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1011)
"Even during construction everything was great!"
The price is €101
includes taxes & fees
26 Jan - 27 Jan
The Wylie Inn and Conference Center at Endicott College

Salem Waterfront Hotel & Suites

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice hotel, room was spacious. Great location. "
The price is €205
includes taxes & fees
21 Jan - 22 Jan
Salem Waterfront Hotel & Suites

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1073)
"Very helpful staff"
The price is €172
includes taxes & fees
21 Jan - 22 Jan
Hawthorne Hotel

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (432)
"Beautiful room!! Nicely decorated!!! Convenient spot to downtown! Staff super nice !! Highly recommended!!"
The price is €172
includes taxes & fees
21 Jan - 22 Jan
The Cove At Salem

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place with great staff!"
The price is €151
includes taxes & fees
29 Jan - 30 Jan
The Hotel Salem

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1002)
"This place saved us! Clean, quiet, decent location. We should've just booked here 1st!"
The price is €108
includes taxes & fees
2 Feb - 3 Feb
Howard Johnson by Wyndham Quincy/Boston

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2237)
"I was very pleased with the property. Fairly well maintained."
The price is €114
includes taxes & fees
5 Feb - 6 Feb
Hyatt Place Boston/Braintree

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1001)
"It was a nice, clean, comfortable hotel that served our needs!"
The price is €112
includes taxes & fees
18 Feb - 19 Feb
Sonesta Select Boston Danvers

Extended Stay America Suites Boston Peabody

2.5 star property
6.6 out of 10, (1001)
"Nice and clean "
The price is €82
includes taxes & fees
19 Jan - 20 Jan
Extended Stay America Suites Boston Peabody

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5141)
"Very convenient to the airport and the shuttle service was great! Staff very professional and friendly! "
The price is €101
includes taxes & fees
22 Jan - 23 Jan
Hampton Inn Boston - Logan Airport

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1362)
"Great weekend getaway. Celebrated our 50th wedding anniversary."
The price is €173
includes taxes & fees
16 Feb - 17 Feb
Hyatt Regency Boston Harbor

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1860)
"Hotel was nice, but really far from downtown."
The price is €171
includes taxes & fees
13 Feb - 14 Feb
Hyatt Place Boston/Seaport District

Embassy Suites Boston Logan Airport

3.5 star property
8.6 out of 10, Excellent, (1984)
"Awesome and friendly! Close to quite a bit of shopping and food, not far to get to outer locations too! "
The price is €154
includes taxes & fees
25 Jan - 26 Jan
Embassy Suites Boston Logan Airport

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2692)
"Amazing staff. Perfect location. "
The price is €208
includes taxes & fees
25 Jan - 26 Jan
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3129)
"Great"
The price is €191
includes taxes & fees
18 Feb - 19 Feb
Omni Boston Hotel at the Seaport

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1728)
"Love the Starbucks! "
The price is €206
includes taxes & fees
24 Jan - 25 Jan
The Westin Boston Seaport District

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1171)
"Cold, great for the boat show!"
The price is €161
includes taxes & fees
14 Feb - 15 Feb
Aloft by Marriott, Boston Seaport District

YOTEL Boston

4.0 star property
8.4 out of 10, Very good, (1874)
"Great stay! "
The price is €154
includes taxes & fees
26 Jan - 27 Jan
YOTEL 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.
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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 Hilton Boston Park Plaza. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This holiday home rental outside of Winchester is located in the city centre, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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 are some accommodation options with pools in Winchester?

Embassy Suites Boston Logan Airport: 3.5-star hotel located near New England Aquarium. Features a snack bar, an indoor pool and free buffet breakfast. Seaport Hotel Boston and Hilton Boston Logan Airport are two additional hotels with an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors can enjoy all that Winchester has to offer, including the football matches and lake views. Boston Common, TD Garden and Fenway Park are some of the top sights around the area. In Winchester, there are 2 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 Winter Pond and Middlesex Fells Reservation. Additionally, you'll find Boston Common and TD Garden 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.