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Top hotels and accommodation in Winchester

Nantasket Beach Hotel

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Vey clean, great location"
The price is AU$218
includes taxes & fees
25 Mar - 26 Mar
Nantasket Beach Hotel

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1002)
"Have stayed at the resort for over 15 years during the summer. From the hotel, to the ocean and restaurants, it's my Disneyland."
The price is AU$252
includes taxes & fees
31 Mar - 1 Apr
Nantasket Beach Resort

The Hotel Marblehead

3.5 star property
9.2 out of 10, Wonderful, (341)
"A great place to stay in a beautiful old building! Love all the original details! Quiet and relaxing. I'd love to see it in the summer! "
The price is AU$212
includes taxes & fees
23 Mar - 24 Mar
The Hotel Marblehead

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1021)
"This is a great safe spot to stay near Boston. Great parking, great service even that the hotel was under construction. "
The price is AU$215
includes taxes & fees
25 Mar - 26 Mar
The Wylie Inn and Conference Center at Endicott College

Salem Waterfront Hotel & Suites

3.5 star property
9.0 out of 10, Wonderful, (1000)
"The hotel is beautiful. The room decor is all nautical theme and it's great. We had room service, and the food was wonderful. My only issue, I asked for butter twice for my breakfast and never received any. But this hotel is close to everything and super comfortable. "
The price is AU$335
includes taxes & fees
30 Mar - 31 Mar
Salem Waterfront Hotel & Suites

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1124)
"This is an old hotel and it is kept well. You can appreciate its history."
The price is AU$274
includes taxes & fees
24 Mar - 25 Mar
Hawthorne Hotel

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (458)
"Beautiful place and nice people"
The price is AU$248
includes taxes & fees
24 Mar - 25 Mar
The Cove At Salem

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great experience!"
The price is AU$248
includes taxes & fees
24 Mar - 25 Mar
The Hotel Salem

Howard Johnson by Wyndham Quincy/Boston

2.0 star property
7.8 out of 10, Good, (1003)
"Just was an incredible explanation "
The price is AU$183
includes taxes & fees
23 Mar - 24 Mar
Howard Johnson by Wyndham Quincy/Boston

Hyatt Place Boston/Braintree

3.5 star property
9.0 out of 10, Wonderful, (2200)
"Good location. Nice people. "
The price is AU$209
includes taxes & fees
2 Apr - 3 Apr
Hyatt Place Boston/Braintree

Best Western Braintree Inn

2.5 star property
8.0 out of 10, Very good, (1005)
"My reservation was lost, but the manager helped me figure everything out and made sure my family and I had a room for the night. I was very impressed with the service and greatly appreciate the effort management made. I highly recommend this hotel!"
The price is AU$195
includes taxes & fees
30 Mar - 31 Mar
Best Western Braintree Inn

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1004)
"Super close to the Logan Express, clean facility, friendly staff. "
The price is AU$180
includes taxes & fees
30 Mar - 31 Mar
Sonesta Select Boston Danvers

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

3.5 star property
8.8 out of 10, Excellent, (1158)
"Quick stay for one night. The front desk was excellent. The hotel was in a good location. The room was clean and modern. We had an amazing view of the ocean, and Only downside, was the breakfast choices were bare minimum, and no sheets, blankets or pillow for extra bed. We had to wait 20 minutes for house keeping to bring to room."
The price is AU$210
includes taxes & fees
30 Mar - 31 Mar
SpringHill Suites by Marriott Boston Logan Airport Revere Beach

Best Western Adams Inn Quincy-Boston

2.5 star property
7.2 out of 10, Good, (1006)
"Elsa was exceptionally helpful and deserves a raise. She got together a to-go breakfast for us "
The price is AU$204
includes taxes & fees
26 Mar - 27 Mar
Best Western Adams Inn Quincy-Boston

Extended Stay America Suites Boston Peabody

2.5 star property
6.8 out of 10, (1001)
"The man working the front desk was very friendly and helpful. I was disappointed in the breakfast. Nothing hot, prepackaged muffins, Nutrigrain bars and instant oatmeal and only paper cups, no bowls. Only coffee, no juice or tea. No paper plates or napkins. The room itself was ok. Beds very comfortable. "
The price is AU$147
includes taxes & fees
30 Mar - 31 Mar
Extended Stay America Suites Boston Peabody

Hampton Inn Boston - Logan Airport

3.0 star property
8.2 out of 10, Very good, (5189)
"All staff were polite and helpful. It was wonderful to just be able to order from the restaurant down in the lobby. Shuttle to airport was on time and quick. "
The price is AU$210
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Boston - Logan Airport

Hyatt Regency Boston Harbor

4.0 star property
9.2 out of 10, Wonderful, (1440)
"Nice staff & restaurant "
The price is AU$409
includes taxes & fees
23 Mar - 24 Mar
Hyatt Regency Boston Harbor

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1948)
"Very clean, quiet, good customer service. Nice area. "
The price is AU$383
includes taxes & fees
28 Mar - 29 Mar
Hyatt Place Boston/Seaport District

Embassy Suites Boston Logan Airport

3.5 star property
8.6 out of 10, Excellent, (2001)
"Comfortable bed, amazing view "
The price is AU$331
includes taxes & fees
30 Mar - 31 Mar
Embassy Suites Boston Logan Airport

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2862)
"Great location,clean, service. Nice hotel"
The price is AU$481
includes taxes & fees
28 Mar - 29 Mar
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.
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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 citizenM Boston Back Bay. See all available top hotels, or vacation rentals in Winchester.

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

Hidden Gem right in the city of Boston!: This holiday home rental outside of Winchester is located near skiing, and offers a selection of games, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 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 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?

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.