Brookline Holidays from £1,202

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The Latest Brookline Holiday Deals

Prices and availability subject to change. Additional terms may apply.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Rutland (RUT)
9/10 Wonderful! (32 reviews)
Very clean, ski trail right out back door (trail wasn’t open during our visit but should be later in the season)

Reviewed on 13 Nov 2023

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Rutland (RUT)
8.6/10 Excellent! (974 reviews)
Good location, and perfect for a short getaway! Great restaurant next door, with live music on a Tuesday night in April! Very accommodating Inn. Glad we came.

Reviewed on 25 Apr 2024

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Rutland (RUT)
8.4/10 Very Good! (875 reviews)
We stayed in the same room as last year and the mattress was horrible this year. It caved in middle and you rolled into each other with no padding to the mattress left. After years staying here for a weekend we might need to move on. We love the location, bar in hotel, and friendly staff but need a comfortable bed after a long day.

Reviewed on 25 Apr 2024

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Rutland (RUT)
8.4/10 Very Good! (68 reviews)
Absolutely perfect !!! Will definitely be back

Reviewed on 2 Feb 2024

Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Rutland (RUT)
9/10 Wonderful! (96 reviews)
STAFF I want to start by pointing out that the staff at the hotel were above and beyond PHENOMENAL, and I mean ALL THE STAFF. I spent the weekend up there and got stuck with some car problems in a blizzard and dealt with everybody on the staff there. They were some of the nicest people I have ever dealt with in the hospitality industry. When I say all the staff, I mean all the staff! DAY 1. The plow guy helped me get my car out of a spot when my snow chain broke and I couldn’t move. DAY 2 The maintenance guy got me down to the front desk when my car broke down, then the manager got me a new room right away and gave me a ride to where I needed to go. DAY 3 The other manager called her brother-in-law to come tow and fix my car when the other shops in town were full on a Monday morning. The other front desk staff were great at letting me stay in my room until the car was finished. The cleaning crew who are the hardest working people in the industry were checking to see if my car was ok and if I needed anything. ROOM, I stayed in a two-bedroom condo that had a fireplace, full kitchen, huge living room and everything was spotless. The place was beautiful and fit 8 people. The only thing I would say is that if there is a big blizzard coming make sure you’re prepared with chains or snow tires if you are at the top of the hill because it could be a little challenging to get there with a ton of snow.

Reviewed on 26 Mar 2024

Brookline Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC

Our pick of the best Brookline Hotel Deals

The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Beds were squeaky but rooms are big"

Reviewed on 19 Apr 2024

The Covered Bridge Inn
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their ...
6.8/10 (1,006 reviews)
"Very comfortable"

Reviewed on 21 Apr 2024

Colonial Motel And Spa
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
Stay at this 3-star spa resort in Stratton. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff in their ...
7.4/10 Good! (827 reviews)
"It is an excellent ski hotel with friendly service and great beds."

Reviewed on 8 Apr 2024

The Black Bear Lodge at Stratton Mountain Resort
See all 1,642 properties in Brookline
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Brookline holiday with Expedia?
Choose Expedia to plan your next escape simply and all in one place. Our insider tip for scoring an unbeatable deal on a Brookline getaway? Bundle your airfares, hotel and/or car hire into a package holiday. Then add some fun tours and activities. Most bookings also include flexible cancellation policies, so there’s no need to panic if you have to switch up your travel plans. Round-the-clock assistance with making changes to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Brookline?
If you’d like to experience the vibe of Brookline in the peak season, lock in your getaway for January, May and November. February, July and September are generally the quietest months of the year. Plan your getaway to Brookline according to what kind of adventure you want. January is the coolest time of year, when daytime temperatures average -5ºC. In July, the warmest month, expect temperatures of around 21ºC during the day.
What is the top hotel for my holiday in Brookline?
Kick back and relax in Brookline by choosing The Lodge at West River as your gateway to fun and adventure.
How do I get a cheap holiday to Brookline?
Bundle your flight and hotel bookings, add extras such as activities, and save with a Brookline holiday. You won’t just enjoy amazing discounts on your escape — you’ll have lots of choice within your reach too. When you book with Expedia, you can select from more than 400 partner airlines and 321,000 properties all over the world. Your dream holiday starts right here, right now! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
Do I need a visa for my Brookline holiday?
Research the latest information on official government websites. Your nationality and whether you’re visiting for business, leisure or study will determine if you require a visa for Brookline. Find out about the application process, including any required documentation, turnaround times and fees. Finalise your application well in advance to allow plenty of time for processing. Some visas can take weeks or even months to go through, depending on the country and time of year.
What should I wear on my Brookline holiday?
First, think about the type of activities planned during your Brookline holiday and create a travel wardrobe that can be mixed and matched. For fashion inspiration or even information on dress codes, look up a few style blogs or relevant social media accounts. Daytime temperatures in January, Brookline’s coolest month, are around -5ºC. July marks this city’s warmest month when average temperatures reach 21ºC. Our advice? Take the guesswork out of what to pack and check the local weather conditions.
What does an Expedia Brookline holiday include?
Expedia has everything you need to organise your Brookline trip, but how your package is structured depends on you. Select from a combination of flights, hotels and hire cars. Looking for some activities to keep you busy? Once you’ve made your booking, you can add them on too. Whatever your style or budget, there’s a package to suit your needs. Expedia features different types of properties, with the most sought after in Brookline including private holiday homes and cabins. With Expedia, you’ll always have the freedom and flexibility to tailor your holiday however you want.
Does Expedia offer Book Now, Pay Later Brookline holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to play with while you’re away. Klarna has several payment plans to pick from, so you’re sure to find one that fits into your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • No-deposit holidays: If not paying ahead of time for your trip makes clicking that “book now” button more stress-free, choose a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Brookline Expedia holiday?
Most definitely. Expedia has more than 400 partner airlines to select from all over the world. With so many choices, finding the right carrier to bring you to Brookline shouldn’t be hard.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.