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
$200 nightly
The price is $219 total per night from Jul 5 to Jul 6
$219 total
Jul 5 - Jul 6
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 ...
"We loved staying here! We had everything we needed, and then some! What about amazing experience. We will definitely be back. Such wonderful and creative place to relax and feel at home."

Reviewed on Jun 9, 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
$170 nightly
The price is $190 total per night from Jun 14 to Jun 15
$190 total
Jun 14 - Jun 15
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. ...
"Perfect stay"

Reviewed on Jun 8, 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
$137 nightly
The price is $151 total per night from Jun 16 to Jun 17
$151 total
Jun 16 - Jun 17
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 ...
"Charming and clean with helpful people who checked in before we got there to get to make sure we knew how things worked with checking in and keys and such. It’s dated, but it appears as if they’ve renovated and cleaned things up to look and feel beautiful as well and be functional."

Reviewed on Jun 6, 2026

Opens in a new windowLatchis 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 14 to Jun 15
$133 total
Jun 14 - Jun 15
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 ...
"Room smelled disgustingly moldy"

Reviewed on Jun 1, 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 14 to Jun 15
$129 total
Jun 14 - Jun 15
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. ...
"Very clean facility. The breakfast had a large selection. Comfortable beds. Friendly staff. Quiet area."

Reviewed on Jun 10, 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
$109 nightly
The price is $120 total per night from Jul 2 to Jul 3
$120 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 ...
"We had a reat stay. Hotel was vey clean and staff was. Very helpful"

Reviewed on Jun 1, 2026

Opens in a new windowHampton Inn Brattleboro
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $96 total per night from Jun 14 to Jun 15
$96 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"Dirty, burn holes in the sheets, filthy, was drying off with a towel after my shower and a long black hair came off of it and on my belly. The spot for the fire sector only has wires and nothing attached,"

Reviewed on Jun 8, 2026

Opens in a new windowDays Inn by Wyndham Keene NH
Gardner Inn

Gardner Inn

2 out of 5
22 Pearson Blvd Gardner MA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $98 total per night from Jun 21 to Jun 22
$98 total
Jun 21 - Jun 22
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
"Worst motel we have ever stayed in, floor was dirty, had to wear socks or shoes all the time. People were coming in and out all not long, talking in the hallway and slamming doors. Had the fire alarm go off at 230 in the morning, drunk lady or high not sure which decided to make popcorn and burned ..."

Reviewed on Jun 7, 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 12 to Jun 13
$81 total
Jun 12 - Jun 13
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 465 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

5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Very pleased with our stay at this property. The room was clean & very comfortable. The shower was fantastic it had great pressure. I really liked the Guild & Pepper warm oak bath products. I will be purchasing some for use at home."
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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