Bolton Vacation Packages

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Your Bolton Vacation

Say bye-bye to the hassle of planning and hello to a Bolton vacation package. With your travel details organized before you go, you can focus on discovering the best of this city, starting with Downtown Hartford, which is great for shopping, families and festivals. If your trip to Bolton includes some sightseeing, don't miss renowned attractions like Nathan Hale Homestead, Manchester Parkade and Tallwood Country Club. Expedia will help you escape the everyday. Tailor your vacation to Bolton to suit your travel style, whatever that may be.

Top Bolton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $847, price is now CA $689 per person
CA $689
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
staff and parking

Reviewed on Jun 22, 2026

Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
Price was CA $988, price is now CA $735 per person
CA $735
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.6/10 Excellent! (1,011 reviews)
Design, staff, roomy and clean

Reviewed on Jul 2, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was CA $1,164, price is now CA $964 per person
CA $964
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 2026

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was CA $1,047, price is now CA $907 per person
CA $907
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very good! (1,008 reviews)
Stag was great. Room was clean. Hotel was quiet even for a college event going on.

Reviewed on Jun 30, 2026

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was CA $1,086, price is now CA $943 per person
CA $943
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.6/10 Excellent! (1,316 reviews)
The staff was not very courteous. A lady that worked in the breakfast area literally walked away from us when we asked her a question. The only bright spot was the bartender from Jamaica who was so kind and helpful. He should be promoted.

Reviewed on Jul 2, 2026

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Bolton Hotel Deals

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Jul 20 to Jul 21
CA $105
CA $121 total
Jul 20 - Jul 21
includes taxes & fees
7/10 Good! (1,209 reviews)
"I haven’t stay there since the motel staff told me the room was unavailable I wasn’t able to get my refund Enjoy my money thief"

Reviewed on Jun 30, 2026

Motel 6 Wethersfield, CT - Hartford
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike Windsor Locks CT
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Aug 2 to Aug 3
CA $122
CA $140 total
Aug 2 - Aug 3
includes taxes & fees
6.8/10 (1,834 reviews)
"The carpet was so gross, I had to keep my shoes on the entire time.. entire lobby reeked of weed. They gave some rando a key to my room and then denied it.. I don’t expect much from a cheap hotel, but this place was terrible"

Reviewed on Jun 30, 2026

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 5 to Jul 6
CA $139
CA $160 total
Jul 5 - Jul 6
includes taxes & fees
7.4/10 Good! (1,398 reviews)
"Smelled. Thin walls."

Reviewed on Jun 30, 2026

The Capitol Hotel
See all 553 properties in Bolton
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Bolton attractions

Bolton Notch State Park

Commune with nature and explore the great outdoors at Bolton Notch State Park during your travels in Bolton. Discover the charming coffeehouses and great live music in this family-friendly area.
See properties

Frequently asked questions

How much does a Bolton vacation package cost?
You can pick up a vacation package to this destination from CA $689 on Expedia. However, how much your vacation to Bolton costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Bolton?
You can usually find lower prices and greater availability in January, February and March. Take a look at our cheap Bolton vacation packages and you could get some great off-season deals.
How many days is enough for Bolton?
Bolton vacations can be short or long, but to get a true feel for this place, we'd suggest 3 days is a good ballpark. This will mean you can visit headline attractions like Manchester Parkade and Gay City State Park and seek out some hidden gems. Don't forget to visit neighbourhoods such as Central Manchester and Coventry Lake either. If you're clever with your time, you can even allow for a day trip outside of Bolton too.
How to find the best Bolton package deals?
Landing a cheap Bolton package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Bolton package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Bolton vacation as a package?
You can enjoy significant savings on your Bolton break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Bolton?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Bolton adventure.
How to plan a trip to Bolton?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite season and the activities on offer will also help you decide when to escape to Bolton.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Bolton.
  3. Decide your trip length: Think about how long you want to spend discovering Bolton. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Bolton vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.