Roxbury Hotels

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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Roxbury hotels

Desk, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1002)
Near both Hotchkiss-Fyler House Museum and Warner Theatre, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness centre or venture out for nearby downhill skiing adventures.
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is €95
includes taxes & fees
8 Jan - 9 Jan 2026
Days Inn by Wyndham Torrington
Exterior
Cheshire Welcome Inn

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (773)
Enjoy clean rooms and attentive service at this roadside inn with free WiFi and parking. Located near Sleeping Giant State Park and Mount Carmel, with Wallingford Station just 11 minutes away by car.
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is €78
includes taxes & fees
6 Jan - 7 Jan 2026
Cheshire Welcome Inn
View from property
Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1003)
Escape to this boutique hotel in Southbury with indoor and seasonal outdoor pools, plus a poolside bar. Enjoy deep-tissue massages at the spa or play a round of golf. Located near Hollow Park with easy hiking access and helpful staff to assist you.
"Very lovely hotel "
United States
Nancy M
The price is €122
includes taxes & fees
21 Jan - 22 Jan 2026
Heritage Hotel, Golf, Spa & Conference Center
Premium bedding, down duvets, Select Comfort beds, in-room safe
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (783)
Located near Sunnybrook State Park with free breakfast, WiFi, and parking. This hotel offers a fitness centre with hiking and skiing trails nearby. Guests praise the helpful staff while Hotchkiss-Fyler House Museum is just minutes away.
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is €108
includes taxes & fees
4 Jan - 5 Jan 2026
Americas Best Value Inn Torrington CT
Couples treatment room(s), steam room, body treatments, aromatherapy
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (56)
Immerse yourself in this luxurious retreat near Steep Rock Preserve. The spa offers deep-tissue massages and aromatherapy, while The Tap Room serves daily meals. Enjoy both indoor and outdoor pools, fitness centre, and complimentary WiFi and parking.
"The hotel is amazing but room services is not good if u want to dinner in the room not good food just snacks But other than that it’s amazing place "
United States
vera alice
The price is €803
includes taxes & fees
6 Jan - 7 Jan 2026
Mayflower Inn & Spa, Auberge Collection
Lobby
Wyndham Southbury

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1088)
"Clean room, staff was pleasant and welcoming. Restaurant was great! "
United States
Kenneth
The price is €91
includes taxes & fees
6 Jan - 7 Jan 2026
Wyndham Southbury
Terrace/patio
The Abner Hotel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (47)
Enjoy panoramic views from the rooftop terrace of this charming 3-star hotel. Located near Litchfield Town Green and Historical Society Museum, it offers free breakfast, WiFi, and parking plus an inviting bar/lounge.
"Clean room great staff"
United States
Patricia
The price is €213
includes taxes & fees
20 Jan - 21 Jan 2026
The Abner Hotel
Lobby sitting area
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (2)
Enjoy the serene ambiance of this Kent hotel where free WiFi and parking enhance your stay. Explore the Morrison Gallery and Appalachian Trail, or unwind with in-room massages after visiting the local iron furnace.
"Beautiful property, well maintained and near town for restaurants, galleries, etc."
United States
Steven
The price is €317
includes taxes & fees
4 Jan - 5 Jan 2026
The Kent Collection - The Firefly Inn
Free buffet breakfast
Quality Inn Waterbury East

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1002)
Escape to this serene Waterbury retreat with free breakfast, WiFi, and parking. Hiking trails beckon nearby, while Seven Angels Theatre and Brass Mill Centre are just a short drive away. Guests consistently praise the clean rooms and friendly staff.
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is €77
includes taxes & fees
12 Jan - 13 Jan 2026
Quality Inn Waterbury East
Deluxe Apartment | Living area
Station Inn Pawling

Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.0 out of 10, Wonderful, (186)
Escape to this charming Pawling guesthouse offering free WiFi and parking. Explore the nearby Appalachian Trail, Pawling Free Library, and John Kane House. Daily housekeeping ensures a refreshing stay after outdoor adventures.
"I’ve stayed at the Station Inn properties several times. I love them! The beds are so comfy and the pillows! Omg! The pillows!! Amazing! "
United States
Laura
The price is €175
includes taxes & fees
30 Jan - 31 Jan 2026
Station Inn Pawling
Dining
Homestead Inn

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (196)
This B&B offers free WiFi and parking near Lovers Leap State Park and Elephant's Trunk Flea Market. Daily housekeeping enhances your comfort while exploring nearby attractions, including the Appalachian Trail just a short drive away.
"Everything was as noted with a friendly staff"
United States
Colby
The price is €201
includes taxes & fees
13 Jan - 14 Jan 2026
Homestead Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is €207
includes taxes & fees
1 Jan - 2 Jan 2026
Cornwall Inn and Lodge
Premium bedding, desk, iron/ironing board, rollaway beds
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (744)
"People are very nice "
United States
Garry Edson
The price is €100
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn Naugatuck-Shelton, CT
Terrace/patio
West Lane Inn

West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54)
Charming B&B with free cooked-to-order breakfast and complimentary WiFi near Keeler Tavern Museum. Outdoor enthusiasts will love the nearby hiking trails, while the garden and terrace provide peaceful spaces to unwind after exploring Ridgefield Playhouse.
"Lovely home, very friendly staff"
United States
Alicia
The price is €337
includes taxes & fees
5 Jan - 6 Jan 2026
West Lane Inn
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (963)
Pamper yourself at this spa retreat with complimentary breakfast and free parking. Enjoy deep-tissue massages or visit the 24-hour fitness centre after exploring White Memorial Conservation Centre. Helpful staff ensure a comfortable stay near Mount Tom State Park.
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is €284
includes taxes & fees
1 Jan - 2 Jan 2026
The Litchfield Inn
Interior
PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (178)
Discover this welcoming hotel in Terryville with free WiFi and parking. Nearby Witch's Dungeon Classic Film Museum offers quirky entertainment, while Rockwell Park provides outdoor adventures. The 24-hour front desk ensures seamless service.
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
The price is €782
includes taxes & fees
1 Jan - 2 Jan 2026
PLYMOUTH MOTOR LODGE
Standard Room, 2 Queen Beds
Rocky River Inn

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (771)
Experience the tranquility of New Milford at this welcoming hotel near Emmanuel Williamson Park and Town Meadows. Guests praise the helpful staff and clean rooms. Enjoy free WiFi and parking while exploring the nearby Appalachian Trail.
" The room was spotless and the staff was great"
United States
Glenn
The price is €116
includes taxes & fees
4 Jan - 5 Jan 2026
Rocky River Inn
Front of property
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (810)
Set by the train station, this welcoming inn offers free breakfast, WiFi, and parking. Guests love the helpful staff and clean rooms. Enjoy the outdoor pool in summer or explore hiking trails. Brewster Public Library and Richter Park await nearby.
"The staff was nice and the room was clean."
United States
Mike
The price is €115
includes taxes & fees
7 Jan - 8 Jan 2026
Heidi's Inn
Bar (on property)
Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield
2.0 star property
Ridgefield
5.8 out of 10, (914)
Begin your Ridgefield adventure at this welcoming hotel with free breakfast, WiFi, and parking. Work out in the fitness centre or enjoy Indian cuisine at Thali restaurant. Conveniently located near Weir Farm and Ridgefield Playhouse with helpful staff to guide your visit.
"Breakfast was not included or even offered."
United States
Gay
The price is €67
includes taxes & fees
13 Jan - 14 Jan 2026
Days Inn by Wyndham Ridgefield
Lobby
Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (553)
Located in Southington with easy access to Panthorn Park and Cheshire Hollow Farm, this hotel offers complimentary WiFi and parking. Business travellers appreciate the fitness centre and friendly staff. Bradley International Airport is just 44 minutes away.
"For the price it was acceptable. Staff was friendly."
United States
Kevin
The price is €66
includes taxes & fees
13 Jan - 14 Jan 2026
Econo Lodge Milldale - Southington
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 Roxbury

This historic New England town features the Roxbury Land Trust's 32 nature preserves with hiking trails through scenic woodlands and meadows. Visit the Mine Hill Preserve to explore 19th-century iron ore mining ruins or attend events at the Roxbury Congregational Church dating back to 1732.

See all hotels in Roxbury
Shepaug river waterfall Roxbury Connecticut

Top Roxbury Hotel Reviews

Hyatt House Shelton

Hyatt House Shelton

10/10 Excellent
" I would highly recommend this hotel to anyone looking for somewhere to stay in Shelton, CT. The hotel was clean and modern, the room was very spacious, and the staff were always polite and helpful. There was a heated pool and a fitness room that you could use for free. The free buffet breakfast every morning was delicious and very filling. The only issue I had was that there was no safe in the room which meant I had to lock my valuables away in my suitcase when I was out, but apart from that, I enjoyed my stay, and I would definitely stay there again."
Natasha 5-night trip
Posted 21 hours ago
Hyatt House Shelton

More cheap stays in Roxbury

Best Western Danbury/Bethel

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT
The price is €73 per night from 19 Jan to 20 Jan
€73
19 Jan - 20 Jan 2026
includes taxes & fees
7.6/10 Good! (1,002 reviews)

Frequently asked questions

Where is the best place for a stay in Roxbury?
Located 14.8 mi (23.8 km) from the heart of Roxbury, Ethan Allen Hotel is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Holiday Inn Cheshire - Southington by IHG and Courtyard by Marriott Waterbury Downtown. See all available top hotels, or vacation rentals in Roxbury.
What are some of the best holiday rentals that Roxbury has to offer?
Litchfield County Four Season Country Paradise: This highly rated holiday home rental in Roxbury is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Roxbury.
If I need to cancel my hotel reservation in Roxbury, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Roxbury.
What are some accommodation options with pools in Roxbury?
Ethan Allen Hotel: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Litchfield County Four Season Country Paradise and Holiday Inn Cheshire - Southington by IHG are a couple of other choices with an on-site pool. View all hotels with pools in Roxbury.
What's it like to stay in Roxbury?
Visitors to Roxbury will definitely find plenty to explore and enjoy. In Roxbury, there are 19 hotels and other accommodation options to choose from. Find out more about Roxbury.
What should I do while I'm visiting Roxbury?
A favourite place to visit is Lake Lillinonah. You'll also find Steep Rock Preserve and Lovers Leap State Park in the area. Take a look at what more there is to see and do in Expedia's Roxbury guide.
What's the seasonal weather in Roxbury?
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. Average annual precipitation for Roxbury is 1418 mm.

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