Winchester Hotels from S$130

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Check prices for these dates

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Winchester hotels

La Quinta Inn & Suites by Wyndham Boston-Andover
Lobby

La Quinta Inn & Suites by Wyndham Boston-Andover

3.0 star property
8.2 out of 10, Very good, (1793)
"Clean hotel, friendly staff , very friendly to our dog we brought with us . "
The price is S$177
includes taxes & fees
9 Jul - 10 Jul
La Quinta Inn & Suites by Wyndham Boston-Andover
Sonesta Select Boston Danvers
Terrace/patio

Sonesta Select Boston Danvers

3.0 star property
8.6 out of 10, Excellent, (1002)
"Wonderful location, beautifully designed rooms, attentive and kind staff. "
The price is S$189
includes taxes & fees
4 Aug - 5 Aug
Sonesta Select Boston Danvers
The Boxboro Regency
Indoor pool

The Boxboro Regency

3.0 star property
7.2 out of 10, Good, (1004)
"The staff was friendly and room was comfortable. All was great nice place to stay."
The Boxboro Regency
The Wylie Inn and Conference Center at Endicott College
Beach nearby

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1035)
"Simple yet pretty Beautiful grounds with simple offerings and great price yet nearby restaurants and entertainment "
The Wylie Inn and Conference Center at Endicott College
Best Western Plus North Shore Hotel
Terrace/patio

Best Western Plus North Shore Hotel

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Was great stay"
The price is S$214
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus North Shore Hotel
Nantasket Beach Resort
Exterior

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very good, (1003)
"Lovely place and in a great location. "
The price is S$236
includes taxes & fees
8 Jul - 9 Jul
Nantasket Beach Resort
Sonesta ES Suites Andover Boston
Exterior

Sonesta ES Suites Andover Boston

2.5 star property
8.8 out of 10, Excellent, (1003)
"Very clean property with a nice staff"
The price is S$194
includes taxes & fees
29 Jul - 30 Jul
Sonesta ES Suites Andover Boston
Bedford Plaza Hotel - Boston
Room amenity

Bedford Plaza Hotel - Boston

2.5 star property
7.4 out of 10, Good, (309)
"The rooms and property was clean and the location of nearby restaurants. "
The price is S$149
includes taxes & fees
8 Jul - 9 Jul
Bedford Plaza Hotel - Boston
Nantasket Beach Hotel
Beach nearby

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1003)
" Very homey, large room, comvenient to beach and nice restaurants."
Nantasket Beach Hotel
The Cove At Salem
Exterior

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (595)
"We enjoyed our stay here, and will stay again when in the area. The room was clean, updated and a nice home away from home for a few days. "
The price is S$320
includes taxes & fees
9 Jul - 10 Jul
The Cove At Salem
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Cute little hotel, super comfy beds and right in the heart of everything! "
The price is S$334
includes taxes & fees
8 Jul - 9 Jul
The Hotel Salem
Hawthorne Hotel
1 bedroom, desk, blackout curtains, iron/ironing board

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1235)
"Enjoyed our stay"
Hawthorne Hotel
HYATT house Boston/Waltham
Exterior

HYATT house Boston/Waltham

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great place "
The price is S$255
includes taxes & fees
3 Aug - 4 Aug
HYATT house Boston/Waltham
Hilton Garden Inn Tewksbury Andover
Terrace/patio

Hilton Garden Inn Tewksbury Andover

3.0 star property
8.8 out of 10, Excellent, (659)
"Nice property and staff comfortable rooms and beds nice stay."
The price is S$168
includes taxes & fees
17 Jul - 18 Jul
Hilton Garden Inn Tewksbury Andover
Best Western Plus Waltham Boston
Lobby

Best Western Plus Waltham Boston

3.0 star property
8.2 out of 10, Very good, (1005)
"This property had a great breakfast and pool area. The staff was very pleasant and helpful when needed."
The price is S$174
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Waltham Boston
Aloft by Marriott, Boston Seaport District
Meeting facility

Aloft by Marriott, Boston Seaport District

3.0 star property
9.0 out of 10, Wonderful, (1283)
"Loved our stay "
The price is S$279
includes taxes & fees
20 Jul - 21 Jul
Aloft by Marriott, Boston Seaport District
Salem Waterfront Hotel & Suites
1 bedroom, premium bedding, in-room safe, laptop workspace

Salem Waterfront Hotel & Suites

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We have stayed here twice and plan to going forward whenever in the area!"
The price is S$369
includes taxes & fees
29 Jul - 30 Jul
Salem Waterfront Hotel & Suites
Omni Boston Hotel at the Seaport
View from room

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3639)
"Wonderful stay!"
The price is S$407
includes taxes & fees
7 Aug - 8 Aug
Omni Boston Hotel at the Seaport
Archer Hotel Boston/Burlington
Billiards

Archer Hotel Boston/Burlington

4.0 star property
9.6 out of 10, Exceptional, (1003)
"Best hotel stay!"
Archer Hotel Boston/Burlington
The Westin Boston Seaport District
Restaurant

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2016)
"Great stay"
The price is S$258
includes taxes & fees
20 Jul - 21 Jul
The Westin Boston Seaport District
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

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.

See all hotels in Winchester

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 citizenM Boston Back Bay and Seaport Hotel Boston. 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 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 Copley Square 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.