Family friendly Hotels in Winchcombe, Cheltenham

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchcombe Family friendly Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winchcombe family-friendly hotels

Lunch and dinner served
The Lion Inn

The Lion Inn

The Lion Inn
4.0 star property
Cheltenham
8.8 out of 10, Excellent, (122)
"The hotel and staff were great ...the food was excellent"
United Kingdom
paul
The price is P9,383
P11,259 total
includes taxes & fees
Jan 16 - Jan 17, 2026
The Lion Inn
Interior
Old Sorting Office

Old Sorting Office

Old Sorting Office
3.0 star property
Cheltenham
The price is P25,342
P30,410 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Old Sorting Office
Terrace/patio
Postmaster's Lodging

Postmaster's Lodging

Postmaster's Lodging
3.5 star property
Cheltenham
The price is P35,653
P42,784 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Postmaster's Lodging
Restaurant
Premier Inn Gloucester - Quayside

Premier Inn Gloucester - Quayside

Premier Inn Gloucester - Quayside
3.0 star property
Gloucester
8.0 out of 10, Very Good, (3)
"The rooms were very clean and spacious. Car parking was handy at the front of the building."
Australia
Tyson
The price is P3,436
P4,123 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Premier Inn Gloucester - Quayside
Exterior
The Masons Arms

The Masons Arms

The Masons Arms
3.5 star property
Cirencester
9.6 out of 10, Exceptional, (264)
"Wonderful stay! Very comfortable bed, cozy room and hot shower. We so enjoyed our stay, the morning breakfast is delicious. We had dinner one evening and enjoyed a set menu. As a celiac, I was pleasantly surprised that the majority of the menu was gluten free. We would definitely stay here again! "
Canada
Nicole
The price is P7,268
P8,722 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Masons Arms
Bar (on property)
Hotel Indigo Stratford Upon Avon by IHG

Hotel Indigo Stratford Upon Avon by IHG

Hotel Indigo Stratford Upon Avon by IHG
4.0 star property
Stratford-upon-Avon City Centre
9.6 out of 10, Exceptional, (931)
"The hotel accommodations and staff were wonderful. Very charming hotel which I would recommend to anyone staying in Stratford-upon-Avon!"
United States
Danielle
The price is P5,220
P7,057 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Indigo Stratford Upon Avon by IHG
Iron/ironing board, free WiFi
The George Inn

The George Inn

The George Inn
3.0 star property
Lower Brailes
9.0 out of 10, Wonderful, (2)
"Excellent value overall with helpful staff and a nice, clean room. Also enjoyed a lovely meal in the restaurant and a drink by a welcoming log fire. "
United Kingdom
David
The George Inn
Exterior detail
Stratton House Hotel & Spa

Stratton House Hotel & Spa

Stratton House Hotel & Spa
3.5 star property
Cirencester
8.8 out of 10, Excellent, (452)
"lovely stay, used the spa facilities which were great"
United Kingdom
Liz
The price is P5,947
P7,136 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Stratton House Hotel & Spa
Garden
Swan Hotel

Swan Hotel

Swan Hotel
4.0 star property
Cirencester
9.4 out of 10, Exceptional, (448)
"Our second stay at the Swan Hotel in Bibury, a charming, historic carriage house, we stayed in one of the adjacent stone cottages complete with kitchenette, cozy fireplace, upstairs bedroom and full bathroom, a second toilet and shower on first floor. Clean, welcoming staff, and historic country charm. Will choose Swan Inn again on our next visit. "
United States
Donald
The price is P8,590
P10,308 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Swan Hotel
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.
View all properties

Top Winchcombe Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Clean and comfortable room. Very enjoyable breakfast. "
Robert 1-night trip
Posted 1 day ago
Queens Hotel Cheltenham

Frequently asked questions

What's Winchcombe like for family-friendly vacations?
The budget-friendly destination of Winchcombe is a good choice if you've been considering a getaway with your kids. The museums and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Oxford (OXF), which is located 29.4 mi (47.3 km) from the city center.
When's the best time to book a family-friendly vacation in Winchcombe?
The hottest months are usually July and August with an average temp of 60°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Winchcombe is 30 inches.
What's there to see and do with your family in Winchcombe?
While you are vacationing in Winchcombe, you and the family might want to see interesting spots such as Cotswold Farm Park and Everyman Theatre. Make sure you have lots of time for activities like Cotswold Countryside Collection and The Model Village.