Winchester Hotels

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Top 10 trending Winchester hotels

Sonesta Select Boston Danvers

3.0 star property
8.4 out of 10, Very good, (1001)
"Great stay! "
Sonesta Select Boston Danvers

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
8.2 out of 10, Very good, (1822)
"We had a pleasant stay"
La Quinta Inn & Suites by Wyndham Boston-Andover

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Nice to stay"
Best Western Plus North Shore Hotel

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1077)
"Gorgeous location and wonderful hotel. "
The Wylie Inn and Conference Center at Endicott College

The Boxboro Regency

3.0 star property
7.2 out of 10, Good, (1000)
"Dated and charming property. Great stay!"
The Boxboro Regency

Sonesta ES Suites Andover Boston

2.5 star property
8.8 out of 10, Excellent, (1001)
"Excellent stay. "
Sonesta ES Suites Andover Boston

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1002)
"We had a short overnight stay, super comfy beds, beautiful resort and very convenient location across street from the heach. "
Nantasket Beach Resort

Bedford Plaza Hotel - Boston

3.0 star property
7.4 out of 10, Good, (404)
"Would definitely stay again !"
Bedford Plaza Hotel - Boston

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (661)
"Beautiful place to stay"
The Cove At Salem

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Always a great relaxing stay here!"
Nantasket Beach Hotel

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1007)
"Loved the room, the roof and how close it was to everything! "
The Hotel Salem

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1353)
"Amazing stay and I loved it will def be returning "
Hawthorne Hotel

Hilton Garden Inn Tewksbury Andover

3.0 star property
8.8 out of 10, Excellent, (710)
"I enjjoyed my stay very much "
Hilton Garden Inn Tewksbury Andover

Extended Stay America Suites Boston Waltham 32 4th Ave

2.5 star property
5.8 out of 10, (1003)
"Great place to stay."
Extended Stay America Suites Boston Waltham 32 4th Ave

Methuen Inn and Conference Center

2.5 star property
6.4 out of 10, (1000)
"Nice hotel , Clear and safe "
Methuen Inn and Conference Center

Andover Inn

3.5 star property
9.4 out of 10, Exceptional, (450)
"Such a beautiful hotel and area. Well worth staying at. "
Andover Inn

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1002)
"Nice hotel to stay at "
HYATT house Boston/Waltham

Best Western Plus Waltham Boston

3.0 star property
8.0 out of 10, Very good, (1005)
"Nice pool, good breakfast, rooms were nice. Staff was friendly. "
Best Western Plus Waltham Boston

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Good place to stay "
Archer Hotel Boston/Burlington

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3824)
"Great stay !"
Omni Boston Hotel at the Seaport
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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Near an Attraction

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.

Top Winchester Hotel Reviews

Frequently asked questions

What's the best place to stay in Winchester?

Located 8.7 mi (14 km) from the heart of Winchester, Omni Boston Hotel at the Seaport is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hilton Boston Park Plaza 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?

House near down town Salem: This holiday home rental outside of Winchester offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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.