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)
"Perfect for our overnight stay!"
The price is €131
includes taxes & fees
23 Feb - 24 Feb
Nantasket Beach Hotel

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1001)
"It was a very comfortable and cozy place The staff was extremely helpful and friendly Loved the view from my room the fireplace was a great . Absolutely cant wait to go again. Great little breakfast place across the street . I will be back soon"
The price is €151
includes taxes & fees
24 Feb - 25 Feb
Nantasket Beach Resort

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1015)
"Great location, great place ! Very nice rooms and the staff was Great ! "
The price is €116
includes taxes & fees
9 Mar - 10 Mar
The Wylie Inn and Conference Center at Endicott College

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1096)
"Awesome staff Great location"
The price is €148
includes taxes & fees
24 Feb - 25 Feb
Hawthorne Hotel

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (442)
"We stayed in a fun themed room"
The price is €185
includes taxes & fees
18 Mar - 19 Mar
The Cove At Salem

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Staff was very friendly and helpful. Hotel is conveniently located with many shops restaurants and museums in walking distance "
The price is €148
includes taxes & fees
23 Feb - 24 Feb
The Hotel Salem

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1001)
"Great"
The price is €98
includes taxes & fees
23 Feb - 24 Feb
Howard Johnson by Wyndham Quincy/Boston

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2198)
"Very clean"
The price is €117
includes taxes & fees
27 Feb - 28 Feb
Hyatt Place Boston/Braintree

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Very nice ppl that work there and very accommodating "
The price is €108
includes taxes & fees
27 Feb - 28 Feb
Best Western Braintree Inn

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1000)
"Very helpful staff. Room layout is extremely comfortable. Despite proximity to LOADS of shopping, hotel was quiet."
The price is €110
includes taxes & fees
16 Mar - 17 Mar
Sonesta Select Boston Danvers

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5169)
"The reception is very nice and helpful,very clean and convenient place"
The price is €105
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Boston - Logan Airport

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1415)
"Beautiful view"
The price is €207
includes taxes & fees
24 Feb - 25 Feb
Hyatt Regency Boston Harbor

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2170)
"Loved it "
The price is €118
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Boston Seaport District

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1912)
"nice place"
The price is €160
includes taxes & fees
24 Feb - 25 Feb
Hyatt Place Boston/Seaport District

Embassy Suites Boston Logan Airport

3.5 star property
8.6 out of 10, Excellent, (1997)
"very convenient"
The price is €164
includes taxes & fees
10 Mar - 11 Mar
Embassy Suites Boston Logan Airport

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2808)
"For the first time staying here, my wife and I were blown away by how amazing our stay at this hotel was. I can't wait to come back."
The price is €257
includes taxes & fees
7 Mar - 8 Mar
Seaport Hotel Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3261)
"This Hotel was exceptional! The staff were incredibly knowledgeable, the restaurant choices were amazing. Jae' at the front desk was. Nothing short of AMAZING! I will definitely book another stay! Not to mention the year around heated pool and Hot Tub!"
The price is €226
includes taxes & fees
23 Feb - 24 Feb
Omni Boston Hotel at the Seaport

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1763)
"Amazing, friendly staff, seamless experience "
The price is €200
includes taxes & fees
23 Feb - 24 Feb
The Westin Boston Seaport District

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1193)
"Great hotel! The service was great and the price was too. I would definitely come back to Boston and stay there. "
The price is €148
includes taxes & fees
23 Feb - 24 Feb
Aloft by Marriott, Boston Seaport District

Best Western Plus North Shore Hotel

2.5 star property
8.8 out of 10, Excellent, (999)
"Very good service in all. "
The price is €111
includes taxes & fees
9 Mar - 10 Mar
Best Western Plus North Shore 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.
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Learn more about Winchester

Escape to Winchester! Enjoy its football, wildlife and lake views.

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 Harborside Inn Of Boston and Omni Boston Hotel at the Seaport. See all available top hotels, or vacation rentals in Winchester.

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

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston: This holiday home rental outside of Winchester is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. 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. TD Garden, Fenway Park and Boston Common 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?

The picturesque setting of Middlesex Fells Reservation and Winter Pond exemplify the area's natural beauty. 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.