Book Hotels in Winchester, NH

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Top Winchester hotels

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$184 nightly
The price is $201 total per night from Jul 20 to Jul 21
$201 total
Jul 20 - Jul 21
Total with taxes and fees
A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also ...
"This was a hidden gem. It was so clean and quiet. Definitely a place for peace and quiet. Rooms were super clean and the attention to detail was amazing. Will definitely be back."

Reviewed on Jun 22, 2026

Opens in a new windowVikings Villages Resort
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $180 total per night from Jun 28 to Jun 29
$180 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Although the property is older, it is kept very clean. All the bedding and mattresses seemed brand new and were very comfortable. The front desk staff and restaurant staff were very nice and the food was great! It has that small New England town feel and is very welcoming."

Reviewed on Jun 25, 2026

Opens in a new windowThe Colonial Hotel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Jul 5 to Jul 6
$120 total
Jul 5 - Jul 6
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and ...
"Perfect location. The hotel itself is historic but feels dated because of gaps in maintenance. Lack of restaurant is noted though lots of options just outside the property. Staff at the front desk is very friendly and provided great recommendations."

Reviewed on Jun 24, 2026

Opens in a new windowLatchis Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $118 total per night from Jun 28 to Jun 29
$118 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Out of the way location, so it was quite quiet. The pool was closed for some unknown reason. I stayed on the first floor and I could hear people walking on the floors above me, so if you consider yourself a light sleeper, this may not be the place for you unless you’re on an upper floor."

Reviewed on Jun 25, 2026

Opens in a new windowKeene Elm City Hotel, an Ascend Collection Hotel
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $133 total per night from Jun 28 to Jun 29
$133 total
Jun 28 - Jun 29
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
"convenient to the freeway. Light and Airy room. good Internet reception."

Reviewed on Jun 21, 2026

Opens in a new windowThe Putney Inn
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Jun 28 to Jun 29
$129 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Everything was great except that the room's bathroom floor was still wet, presumably from the previous occupant."

Reviewed on Jun 25, 2026

Opens in a new windowBest Western Plus Keene Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $112 total per night from Jul 2 to Jul 3
$112 total
Jul 2 - Jul 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Clean and convenient"

Reviewed on Jun 25, 2026

Opens in a new windowHampton Inn Brattleboro
Gardner Inn

Gardner Inn

2 out of 5
22 Pearson Blvd Gardner MA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Jun 28 to Jun 29
$106 total
Jun 28 - Jun 29
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
"Comfortable mattress. Clean room Would stay again when passing through."

Reviewed on Jun 24, 2026

Opens in a new windowGardner Inn
2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups

Winchester NH
$75 nightly
The price is $81 total per night from Jun 27 to Jun 28
$81 total
Jun 27 - Jun 28
Total with taxes and fees
A garden is available at this campground.
Opens in a new window2 private mountain RV pads for rent. Full hook ups
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From carefully considered amenities to extra room, kid-friendly hotels are equipped with features that can help turn a great family vacation into a fabulous one. These Winchester properties make vacationing with little ones a piece of cake: You have found a clean and bright home on the water. will help make your vacation the best one yet. It features plenty of conveniences geared toward families, such as a playground and a nearby beach. Otherwise, spend your evenings in Winchester at Magical Lakefront Home on Forest Lake. Make the most of a firepit, pet-friendly facilities and more here.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $81. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 468 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

4 out of 5
Posted 9 hours ago
Travelocity Verified Review
"Out of the way location, so it was quite quiet. The pool was closed for some unknown reason. I stayed on the first floor and I could hear people walking on the floors above me, so if you consider yourself a light sleeper, this may not be the place for you unless you’re on an upper floor."
A verified traveler stayed at Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

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